(Z)-oleic acid
(Z)-9-octadecenoic acid
 
Notes:
an unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. it is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (stedman, 26th ed) Major constit. of plant oils e.g. olive oil (ca. 80%), almond oil (ca. 80%) and many others, mainly as glyceride. Constit. of tall oil. Also present in apple, melon, raspberry oil, tomato, banana, roasted peanuts, black tea, rice bran, cardamon, plum brandy, peated malt, dairy products and various animal fats. Component of citrus fruit coatings. Emulsifying agent in foods Oleic acid is a monounsaturated omega-9 fatty acid found in various animal and vegetable fats. The trans isomer of oleic acid is called elaidic acid. (Wikipedia)
  • Advanced Biotech
  • Axxence Aromatic
    • Axxence Aromatic GmbH
      We bring nature to your flavour
      Dedicated to provide the best possible quality and supply service of natural aroma ingredients.
      Axxence Aromatic is entirely dedicated to provide the best possible quality and supply service of natural aroma ingredients to the Flavour & Fragrance Industry worldwide.
      Email: Service
      Voice: +49.2822.68561.0
      Fax: +49.2822.68561.39
      Sustainability
      Products List: View
      Product(s):
      281500 OLEIC ACID Natural Kosher
       
  • Beijing Lys Chemicals
    • Beijing Lys Chemicals Co, LTD.
      From Grams to Tons
      Fine chemical high-tech company which contains R&D, production, and sales.
      BEIJING LYS CHEMICALS CO, LTD, established in 2004, is a fine chemical high-tech company which contains R&D, production, and sales. We mainly engaged in export and technology development of flavor and fragrance materials and pharmaceutical intermediates. We have nearly 500 kinds of products, from grams to tons, exported to USA, Europe, South Asia and etc. And we custom manufacture new products according to customers’ needs, and serve good quality products and service. Our goal is to become a fine chemical enterprise which could provide special products and services.
      Email: Mr. Jia
      Email: Mr. Guo
      Voice: 86-10-68418738
      Fax: 86-10-68418739
      Mr. Guo86-10-68483445
      Mr. Guo86-10-68418739
      News
      Product(s):
      20062 Natural high purity oleic acid
       
  • Excellentia International
    • Excellentia International
      Ingredients by Nature
      Exceptional quality and excellence in meeting our customers requirements.
      Excellentia International was founded in 2010 through the merger of Excellentia Flavors LLC and Polarome International. Collectively, these companies account for more than one hundred years of industry experience, and are recognized for exceptional quality and excellence in meeting our customers’ requirements.
      Email: Info
      Email: Sales
      Email: Regulatory
      Voice: 732.749.9840
      Our Services
      Product(s):
      Oleic Acid Natural
       
  • Fleurchem
    • Fleurchem, Inc.
      Have A Flavorful Day
      A leading global manufacturer and supplier of ingredients for Flavors, Fragrances, AromaTherapy, Foods, Beverages, Personal Care Products, and other uses.
      Operating out of the 200,000 sq. ft., former Hercules/PFW facility in Middletown, NY; Fleurchem produces a full range of natural isolates, synthetic chemicals & specialities, essential oils and flavors. Additionally, the company performs toll manufacturing, as well as custom chemical synthesis for a wide range of clients.
      Email: Information
      US Voice: 845-341-2100
      US Fax: 845-341-2121
      Product(s):
      oleic acid natural
       
  • Jiangyin Healthway
    • Jiangyin Healthway International Trade Co.
      Independent Ingredients Supplier
      We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.
      Jiangyin Healthway International Trade Co., Ltd is a professional company, main engaged in manufacturing and exporting aroma chemicals ,food additives , cosmetic ingredient ,pharmaceutical intermediates & other fine chemicals; especially on aroma chemicals , as the major manufacturer of heterocyclic and sulphur aroma compounds , we are the leading independent ingredients supplier to the flavour and fragrance industries in China, can offer hundreds of different high quality aroma chemicals.
      Email: Info
      Email: Sales
      Voice: 86-510-86023169
      Fax: 86-510-86023170
      Mobile0086-13093133011
      Services
      Biochemical
      Natural Food Colour
      New functional food ingredients
      Product(s):
      HLO257 Oleic Acid
       
  • Lluch Essence
    • Lluch Essence S.L.
      A family company dedicated to sales and distribution
      Flexibility, availability, price and quality.
      Flexibility, availability, price and quality make LLUCH ESSENCE S.L. one of Europe’s references when it comes to essential oils and aroma chemicals, and it is now well known all around the world.
      Email: Info
      Voice: 34 93 379 38 49
      Fax: 34 93 370 65 04
      Linkedin
      Product(s):
      OLEIC ACID NATURAL
       
  • Penta International
  • Sigma-Aldrich
    • Sigma-Aldrich
      Complete Supply Chain
      The perfect blend of products and services that bring your creativity to life.
      Sigma-Aldrich is a leading Life Science and High Technology company dedicated to providing high-quality, safe and certified flavor ingredients with transparent and easily accessible documentation to customers around the globe. Sigma-Aldrich also provides a suite of analytical tools that allow food analysts to simplify sample preparation, cleanup and analysis steps, while increasing sensitivity to trace ingredients and harmful substances to meet regulations and quality standards.
      Email: Information
      US Email: Sales
      US Voice: 800-244-1173
      US Fax: 800-368-4661
      Facebook
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      Certified Food Grade Products
      Product(s):
      W281506 Oleic acid, natural, FCC
      SDS
       
  • TCI AMERICA
    • TCI AMERICA
      Moving Your Chemistry Forward
      We continuously strive to advance our technology.
      Tokyo Chemical Industry Co., Ltd. (TCI) is a leading worldwide manufacturer of specialty organic chemicals founded in 1946. TCI provides organic laboratory chemicals as well as pharmaceutical, cosmetic and functional materials. More than 60 years of synthesis experience and multi-purpose plants enable TCI to offer more than 27,000 products as well as custom synthesis. TCI established overseas facilities in North America, Europe, China and India to serve customers worldwide.
      Email: Sales
      US Email: Sales
      Email: Global Business
      Voice: +81-3-5640-8878
      Fax: +81-3-5640-8902
      US Voice: 800-423-8616
      US Fax: 888-520-1075
      Tokyo Tel:03-5640-8851
      Tokyo Fax:03-5640-8865
      Facebook
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      Product(s):
      O0011 Oleic Acid >85.0%(GC)
       
  • Vigon International
    • Vigon International, Inc.
      Passion for Simplicity
      Manufacturer and supplier of high quality flavor and fragrance ingredients.
      The growth and success of Vigon is due in large part to a unique corporate concept that Vigon has developed and established within the industry: Creative Partnerships. This partnership concept has been and continues to be the foundation and guiding principle for all of Vigon's activities.
      US Email: Sales
      US Voice: 570-476-6300
      US Fax: 570-476-1110
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      Products List: View
      Product(s):
      501010 Oleic Acid Natural
       
Synonyms   Articles   Notes   Search
    Flavor Demo Formulas
(Z)-octadec-9-enoic acid (Click)
CAS Number: 112-80-1Picture of molecule
ECHA EINECS - REACH Pre-Reg: 204-007-1
FDA UNII: 2UMI9U37CP
Nikkaji Web: J2.460K
Beilstein Number: 1726542
MDL: MFCD00064242
CoE Number: 13
XlogP3: 6.50 (est)
Molecular Weight: 282.46738000
Formula: C18 H34 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: At least 90%; secondary component 5-7% palmitic acid and other fatty acids. (JECFA)
Category: thickeners, gelling agents, stabalizers and emulsifiers
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
 FDA/DG SANTE Petitions, Reviews, Notices:
1975 Oleic acid (packaging) View-review
JECFA Food Flavoring: 333  (Z)-oleic acid
Flavis Number: 08.013 (Old)
DG SANTE Food Flavourings: 08.013  oleic acid
DG SANTE Food Contact Materials: oleic acid
FEMA Number: 2815  (Z)-oleic acid
FDA Mainterm: OLEIC ACID
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart C--Coatings, Films and Related Substances
Sec. 172.210 Coatings on fresh citrus fruit.


FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart I--Multipurpose Additives
Sec. 172.860 Fatty acids.


FDA PART 173 -- SECONDARY DIRECT FOOD ADDITIVES PERMITTED IN FOOD FOR HUMAN CONSUMPTION
Subpart D--Specific Usage Additives
Sec. 173.315 Chemicals used in washing or to assist in the peeling of fruits and vegetables.


FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS
Subpart B--Substances for Use Only as Components of Adhesives
Sec. 175.105 Adhesives.


FDA PART 176 -- INDIRECT FOOD ADDITIVES: PAPER AND PAPERBOARD COMPONENTS
Subpart B--Substances for Use Only as Components of Paper and Paperboard
Sec. 176.180 Components of paper and paperboard in contact with dry food.


FDA PART 177 -- INDIRECT FOOD ADDITIVES: POLYMERS
Subpart B--Substances for Use as Basic Components of Single and Repeated Use Food Contact
Sec. 177.1200 Cellophane.


FDA PART 177 -- INDIRECT FOOD ADDITIVES: POLYMERS
Subpart C--Substances for Use Only as Components of Articles Intended for Repeated Use
Sec. 177.2600 Rubber articles intended for repeated use.


FDA PART 182 -- SUBSTANCES GENERALLY RECOGNIZED AS SAFE
Subpart A--General Provisions
Sec. 182.70 Substances migrating from cotton and cotton fabrics used in dry food packaging.


FDA PART 182 -- SUBSTANCES GENERALLY RECOGNIZED AS SAFE
Subpart A--General Provisions
Sec. 182.90 Substances migrating to food from paper and paperboard products.


FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart I--Multipurpose Additives
Sec. 172.862 Oleic acid derived from tall oil fatty acids.
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: colorless to pale yellow liquid (est)
Food Chemicals Codex Listed: Yes
Specific Gravity: 0.88200 to 0.89100 @  25.00 °C.
Pounds per Gallon - (est).: 7.339 to  7.414
Refractive Index: 1.45950 to 1.46400 @  20.00 °C.
Melting Point: 13.00 to  14.00 °C. @ 760.00 mm Hg
Boiling Point: 194.00 to  195.00 °C. @ 1.20 mm Hg
Vapor Pressure: 1.000000 mm/Hg @ 176.00 °C.
Flash Point: 235.00 °F. TCC ( 112.78 °C. )
logP (o/w): 7.698 (est)
Soluble in:
 paraffin oil
 water, 0.01151 mg/L @ 25 °C (est)
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor Type: fatty
 
Odor Strength: low
 
 fatty  waxy  lard  fried  
Odor Description:
at 100.00 %. 
faint fatty waxy lard fried
 
 oily  waxy  lard  tallow  fried  savory  
Odor Description:
at 5.00 %.  
Oily, waxy with lard and tallow notes. It has a fried savory nuance
Mosciano, Gerard P&F 26, No. 3, 80, (2001)
 
 
Flavor Type: fatty
 
 fatty  vegetable  oily  lard  tallow  fried  potato  
Taste Description:
at 10.00 - 20.00 ppm. 
Fatty, vegetable oil with lard and tallow nuances of french fried potatoes
Mosciano, Gerard P&F 26, No. 3, 80, (2001)
 
Odor and/or flavor descriptions from others (if found).
 
 
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: emollients
emulsifying agents
Synonyms   Articles   Notes   Search   Top
Suppliers:
Aceto
Oleic Acid
Acme Synthetic Chemicals
Oleic Acid 99% Min. By GC
Acme-Hardesty
Oleic Acid
Odor: characteristic
Use: Emulsifier and stabilizer for Facial Creams, Rolling Oil and more.
Advanced Biotech
OLEIC ACID NATURAL
90% min.
Odor: Faintly, Fatty
Allan Chemical
Oleic Acid
Apple Flavor & Fragrance
Oleic Acid
Aurochemicals
OLEIC ACID, Natural
Axxence Aromatic
OLEIC ACID Natural
Kosher
Sustainability
Beijing Lys Chemicals
Natural high purity oleic acid
BOC Sciences
For experimental / research use only.
Oleic Acid >98%
Carbosynth
For experimental / research use only.
Oleic acid
Eastman Chemical
Pamolyn 100 FGK Kosher Oleic Acid
Odor: characteristic
Use: Pamolyn™ 100 FGK Kosher Oleic Acid is an exceptionally high purity, water white, non-animal, tall oil fatty acid derived oleic acid that is kosher approved. It also complies with regulations of the U.S. Food and Drug Administration for use in food for human consumption as specified under various sections of the Code of Federal Regulations. (See FDA status). Pamolyn™ 100 FGK Kosher Oleic Acid meets specifications in the Food Chemicals Codex for oleic acid, including those amended and incorporated by reference from U.S. FDA Regulation 21 CFR 172.862 - Oleic acid derived from tall oil fatty acids.
Excellentia International
Oleic Acid Natural
ExtraSynthese
For experimental / research use only.
Oleic Acid (GC) ≥99%
Fleurchem
oleic acid natural
Jiangyin Healthway
Oleic Acid
New functional food ingredients
Kao Corporation
LUNAC O-A
C16:6%, C14F1-C18F1:82%, C18F2:8%
Kao Corporation
LUNAC O-CA
Odor: characteristic
Use: Acid Chlorides, Aldehydes, Esters, Fatty Amines, Fatty Amides, Peroxides, Soaps, Metal Soaps, Cosmetics, Flavors, Plasticizers, Synthetic Lubricants etc.
Kao Corporation
LUNAC O-LL-V
C16:5%, C14F1-C18F2:90%
Odor: characteristic
Use: Natural fatty acids "LUNAC" refined products. Cosmetics and Pharmaceuticals use: Oil base for creams, lotions, lipsticks, powders, skin ointments, face cleaners, body shampoos, soaps etc,.
Kao Corporation
LUNAC O-LL
C16:6%, C14F1-C18F1:87%
Kao Corporation
LUNAC O-P
C14F1-C18F1:82%, C18F2:8%
Odor: characteristic
Use: Acid Chlorides, Aldehydes, Esters, Fatty Amines, Fatty Amides, Peroxides, Soaps, Metal Soaps, Cosmetics, Flavors, Plasticizers, Synthetic Lubricants etc.
Kao Corporation
LUNAC O-V
C16:5%, C14F1-C18F2:91%
Odor: characteristic
Use: Natural fatty acids "LUNAC" refined products. Cosmetics and Pharmaceuticals use: Oil base for creams, lotions, lipsticks, powders, skin ointments, face cleaners, body shampoos, soaps etc,.
Kraft Chemical
Oleic Acid
Lluch Essence
OLEIC ACID NATURAL
Oleo Solutions
Edenor OL 72
Odor: characteristic
Use: Cosmetics and Personal Care, Cleaning and Detergents, Adhesives and Lubricants, Industrial, Inks and Coatings, Pharmaceutical and Veterinary
Penta International
OLEIC ACID 65%--NO BHA/BHT ADDED, Kosher
Penta International
OLEIC ACID N.F., Kosher
Penta International
OLEIC ACID, Kosher
Penta International
OLEIC ACID, NATURAL & KOSHER
Sigma-Aldrich
Oleic acid, natural, FCC
Odor: fatty
Certified Food Grade Products
Silver Fern Chemical
Oleic Acid
Odor: characteristic
Use: Oleic acid as its sodium salt is a major component of soap as an emulsifying agent. It is also used as emollient. Small amounts of oleic acid are used as an excipient in pharmaceuticals, oleic acid is used as an emulsifying or solubilizing agent in aerosol products.
TCI AMERICA
For experimental / research use only.
Oleic Acid >85.0%(GC)
Vigon International
Oleic Acid Natural
Welch, Holme & Clark
WHC OLEIC OIL
Odor: characteristic
Use: It appears as a by-product in the manufacture of candles. To prepare oleic acid, the olive oil is saponified with potash, and lead acetate added; the lead salts are separated, dried, and extracted with ether, which dissolves the lead oleate; the solution is then treated with hydrochloric acid, the lead chloride filtered off, the liquid concentrated, and finally distilled under diminished pressure.
Synonyms   Articles   Notes   Search   Top
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50  25000 mg/kg
Toksikologicheskii Vestnik. Vol. (1), Pg. 39, 2000.

oral-rat LD50  > 5000 mg/kg
(Moreno, 1977b)

oral-rat LD50  > 19000 mg/kg
LD50 was > 21.5 ml for ocadecanoic acid (75 % oleic acid) and octadecadienoic acid (53 % linoleic acid, 23 % oleic acid).
(Briggs et al., 1976)

intraperitoneal-mouse LD50  282 mg/kg
Yakugaku Zasshi. Journal of Pharmacy. Vol. 104, Pg. 793, 1984.

oral-mouse LD50  28000 mg/kg
Toksikologicheskii Vestnik. Vol. (1), Pg. 39, 2000.

intravenous-mouse LD50  230 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961.

intravenous-rabbit LD  > 55 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
American Review of Respiratory Disease. Vol. 137(Suppl), Pg. 226, 1988.

intravenous-rat LD50  2400 ug/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
American Journal of Pathology. Vol. 103, Pg. 376, 1981.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Synonyms   Articles   Notes   Search   Top
Safety in Use Information:
Category: thickeners, gelling agents, stabalizers and emulsifiers
Recommendation for (Z)-oleic acid usage levels up to:
  6.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 830.00 (μg/capita/day)
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -25.00000
beverages(nonalcoholic): 0.250000.40000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -0.02000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -30.00000
fruit ices: -30.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -3.50000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
Synonyms   Articles   Notes   Search   Top
Safety References:
European Food Safety Athority(efsa): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 6 (FGE.06): Straight-and branched-chain aliphatic unsatured primary alcohols, aldehydes, carboxylic acids, and esters from chemical groups 1 and 4
View page or View pdf
Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission related to Flavouring Group Evaluation 5: Esters of 23 branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and 24 branched- and straight-chain unsaturated carboxylic acids from chemical groups 1, 2, and 5
View page or View pdf
Flavouring Group Evaluation 6, Revision 1 (FGE.06Rev1) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf
Flavouring Group Evaluation 5, Revision 1 (FGE.05Rev1):Esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids from chemical groups 1, 2, and 5 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) [1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf
Flavouring Group Evaluation 62 (FGE.62) Consideration of linear and branched-chain aliphatic unsaturated, unconjugated alcohols, aldehydes, acids, and related esters evaluated by JECFA (61st meeting) structurally related to esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids evaluated by EFSA in FGE.05 (2005) and to straight- and branched-chain aliphatic unsaturated primary alcohols, aldehydes, carboxylic acids, and esters evaluated by EFSA in FGE.06 (2004) (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 71: Consideration of aliphatic, linear, alpha,beta-unsaturated carboxylic acids and related esters
View page or View pdf
Flavouring Group Evaluation 72 (FGE.72): Consideration of aliphatic, branched-chain saturated and unsaturated alcohols, aldehydes, acids, and related esters evaluated by the JECFA (61st meeting) structurally related to branched- and straight-chain unsaturated carboxylic acids. Esters of these and straight-chain aliphatic saturated alcohols evaluated by EFSA in FGE.05Rev2 (2010)
View page or View pdf
Flavouring Group Evaluation 5, Revision 2 (FGE.05Rev2): Branched- and straight-chain unsaturated carboxylic acids and esters of these with aliphatic saturated alcohols from chemical groups 1, 2, 3 and 5
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 95 (FGE.95): Consideration of aliphatic, linear or branched-chain saturated and unsaturated alcohols, aldehydes, acids and related esters evaluated by JECFA (69th meeting) structurally related to esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids evaluated by EFSA in FGE.05Rev1 (2008)
View page or View pdf
Scientific Opinion on the safety and efficacy of straight-chain primary aliphatic alcohols/aldehydes/acids, acetals and esters with esters containing saturated alcohols and acetals containing saturated aldehydes (chemical group 1) when used as flavourings for all animal species
View page or View pdf
Review of substances/agents that have direct beneficial effect on the environment: mode of action and assessment of efficacy
View page or View pdf
Re-evaluation of fatty acids (E 570) as a food additive
View page or View pdf
EPI System: View
ClinicalTrials.gov: search
NIOSH International Chemical Safety Cards: search
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
NLM Developmental and Reproductive Toxicity: Search
EPA Substance Registry Services (TSCA): 112-80-1
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 445639
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 1
 (Z)-octadec-9-enoic acid
Chemidplus: 0000112801
EPA/NOAA CAMEO: hazardous materials
RTECS: 112-80-1
Synonyms   Articles   Notes   Search   Top
References:
 (Z)-octadec-9-enoic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 112-80-1
Pubchem (cid): 445639
Pubchem (sid): 134973687
Flavornet: 112-80-1
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEBI: View
CHEMBL: View
Golm Metabolome Database: Search
UM BBD: Search
KEGG (GenomeNet): C00712
HMDB (The Human Metabolome Database): HMDB00207
FooDB: FDB012858
YMDB (Yeast Metabolome Database): YMDB00131
Export Tariff Code: 2916.15.1000
Haz-Map: View
Household Products: Search
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
For Odor
aldehydic
aldehydic
 dodecanal (aldehyde C-12 lauric)FL/FR
 undecanalFL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
chocolate
2,5-dimethyl pyrazineFL/FR
citrus
2-tetradecenalFL/FR
creamy
 creamy lactoneFL/FR
fatty
 allyl octanoateFL/FR
(Z)-dairy lactoneFL/FR
(E,E)-2,4-decadien-1-olFL/FR
2,4-decadien-1-olFL/FR
 decane nitrileFR
 decanolFL/FR
(E)-2-decen-1-olFL/FR
2-decen-1-olFL/FR
(E)-2-decenalFL/FR
 ethyl undecylenateFL/FR
delta-juniper lactoneFL/FR
 methyl 10-undecenoateFL/FR
4-methyl octanoic acidFL/FR
(Z)-2-nonenalCS
 octanoic acidFL/FR
(E,Z,Z)-2,4,7-tridecatrienalFL/FR
fermented
 methyl decanoateFL/FR
floral
alpha-amyl cinnamaldehyde / methyl anthranilate schiff's baseFR
 decanal / methyl anthranilate schiff's baseFR
(±)-4-ethyl octanalFL/FR
 jasmin absolute (from pommade)FL/FR
 jasmin concreteFR
 jasmin concrete moroccoFR
fruity
 allyl cyclohexyl propionateFL/FR
 ethyl hexanoateFL/FR
(E)-7-methyl-3-octen-2-oneFL/FR
green
3,7-dimethyl-6-octenoic acidFL/FR
(Z)-3-hepten-1-olFL/FR
(Z)-4-heptenal diethyl acetalFL/FR
 hexyl butyrateFL/FR
 manzanate (Givaudan)FL/FR
2-octen-1-olFL/FR
(E)-2-octen-1-olFL/FR
herbal
 butyl levulinateFL/FR
oily
 amyl laurateFL/FR
soapy
 benzyl laurateFL/FR
 ethyl undecanoateFL/FR
tonka
6-amyl-alpha-pyroneFL/FR
waxy
isoamyl laurateFL/FR
 butyl laurateFL/FR
(Z)-4-decen-1-olFL/FR
(Z)-5-decen-1-ol 
(E)-2-decen-1-yl acetateFL/FR
1-dodecanolFL/FR
2-methyl heptanoic acidFL/FR
 methyl laurateFL/FR
 methyl myristateFL/FR
 methyl palmitateFL/FR
 methyl undecanoateFR
 myristic acidFL/FR
2,4-nonadien-1-olFL/FR
 octyl isobutyrateFL/FR
 palmitic acidFR
 tetradecanalFL/FR
2-tridecanoneFL/FR
 
For Flavor
 
No flavor group found for these
 amyl laurateFL/FR
(E,E)-2,4-decadien-1-olFL/FR
(Z)-4-decen-1-olFL/FR
(Z)-5-decen-1-ol 
(E)-2-decen-1-olFL/FR
(E)-2-decen-1-yl acetateFL/FR
(±)-4-ethyl octanalFL/FR
(Z)-3-hepten-1-olFL/FR
 methyl myristateFL/FR
 methyl palmitateFL/FR
2-tetradecenalFL/FR
bitter
 glyceryl tributyrateFL
(E,Z,Z)-2,4,7-tridecatrienalFL/FR
cooling
 manzanate (Givaudan)FL/FR
creamy
6-amyl-alpha-pyroneFL/FR
 creamy lactoneFL/FR
 octyl isobutyrateFL/FR
ethereal
 benzyl laurateFL/FR
fatty
 allyl octanoateFL/FR
isoamyl laurateFL/FR
(Z)-dairy lactoneFL/FR
2,4-decadien-1-olFL/FR
2,4-decadienalFL
(E,E)-2,4-decadienalFL
 diacetyl trimerFL
 ethyl undecylenateFL/FR
delta-juniper lactoneFL/FR
 methyl decanoateFL/FR
4-methyl octanoic acidFL/FR
(E)-7-methyl-3-octen-2-oneFL/FR
2,4-nonadien-1-olFL/FR
2,4-octadien-1-olFL
2-octen-1-olFL/FR
(E)-2-octen-1-olFL/FR
(E)-2-octenoic acidFL
 tetradecanalFL/FR
2-tridecanoneFL/FR
(E,E)-2,4-undecadienalFL
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
3,7-dimethyl-6-octenoic acidFL/FR
 jasmin absolute (from pommade)FL/FR
fruity
 allyl cyclohexyl propionateFL/FR
 ethyl (E)-2-octenoateFL
 ethyl hexanoateFL/FR
green
(Z)-4-heptenal diethyl acetalFL/FR
 hexyl butyrateFL/FR
 methyl 2-undecynoateFL
herbal
 butyl levulinateFL/FR
musty
2,5-dimethyl pyrazineFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
1-dodecanolFL/FR
 octanoic acidFL/FR
waxy
 butyl laurateFL/FR
 decanolFL/FR
2-decen-1-olFL/FR
(E)-2-decenalFL/FR
 ethyl undecanoateFL/FR
 methyl 10-undecenoateFL/FR
2-methyl heptanoic acidFL/FR
 methyl laurateFL/FR
 myristic acidFL/FR
 undecanalFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 cheese blueFL
 cheese cheddarFL
 cheese swissFL
 emollients 
 emulsifying agents 
 nut peanutFL
 nut peanut butterFL
 orris iris 
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 almond seed
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 anise seed
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 apple custard apple plant
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 apple fruit
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 apricot fruit
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 apricot seed
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 asparagus shoot
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 avocado fruit
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 baboonwood seed
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 banana fruit
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 banana plant
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 barley leaf
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 barley seed
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 basil seed
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 basswood wood
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 bay laurel fruit
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 bean asparagus bean fruit
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 bean asparagus bean seed
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 bean banner bean seed
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 bean black bean fruit
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 bean black bean seed
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 bean black bean sprout
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 bean butter bean seed
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 bean fava bean seed
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 bean green bean seed
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 bean lima bean seed
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 bean mat bean seed
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 bean mung bean seed
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 bean mung bean sprout
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 bean winged bean leaf
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 bean winged bean seed
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 bean winged bean tuber
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 bean yam bean seed
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 beef cooked beef
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 beet root
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 black gram seed
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 borage seed
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 borage seed oil
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 brazil nut
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 broadbean seed
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 broccoli asparagus broccoli leaf
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 brussel sprout leaf
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 buckthorn sea buckthorn bark
Search Trop  Picture
 buckthorn sea buckthorn fruit
Search Trop  Picture
 buckthorn sea buckthorn seed
Search Trop  Picture
 buckwheat pollen
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 buckwheat seed
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 burdock fruit
Search Trop  Picture
 butternut seed
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 cabbage leaf
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 cacao bean
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 cantaloupe cotyledon
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 cantaloupe seed
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 caper flower
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 caper seed
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 caraway seed
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 cardamom fruit
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 cardamom seed
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 cardamom seed oil
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 carob bean seed
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 carrot root
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 carrot seed
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 cashew nut
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 cassava root
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 cayenne fruit
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 cayenne seed
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 celery plant
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 celery seed
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 celery seed oil
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 chamomile sweet false chamomile plant
Search Trop  Picture
 cheese bleu cheese
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 cheese cheddar cheese
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 cheese swiss cheese
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 cherimoya seed
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 cherry sour cherry fruit
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 cherry sour cherry seed
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 chickpea seed
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 chicory leaf
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 chicory root
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 chicory seed
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 chive leaf
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 cichorium intybus l. root extract @ 0.60%
Data  GC  Search Trop  Picture
 cinnamon ceylon cinnamon seed
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 cistus oil @ 1.2%
Data  GC  Search Trop  Picture
 coconut seed
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 coffee arabica coffee bean
Search Trop  Picture
 coffee bean
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 coriander fruit
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 coriander seed
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 coriander seed oil
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 corn seed
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 cotton seed
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 cowpea seed
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 cress garden cress leaf
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 cress garden cress seed
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 cucumber cotyledon
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 cucumber fruit
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 cucumber seed
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 cumin seed
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 cumin seed oil
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 currant black currant fruit
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 currant black currant seed oil
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 currant red currant fruit
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 dandelion pollen
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 dandelion root
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 date palm seed
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 dill plant
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 dill seed
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 eggplant fruit
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 elder black elder flower
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 elder black elder leaf
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 endive leaf
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 evening-primrose seed
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 evening-primrose seed oil
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 fennel seed
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 fennel seed oil
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 fenugreek seed
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 fenugreek seed oil
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 fig fruit
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 fig seed
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 flax flower
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 flax seed
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 flax seed oil
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 garlic bulb
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 genet absolute @ 6.00%
Data  GC  Search Trop  Picture
 ginger root
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 ginkgo bilob leaf
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 ginkgo bilob seed
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 ginkgo biloba leaf
Search Trop  Picture
 ginkgo biloba seed
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 glycosmis pentaphylla (cor.) bark oil india @ 0.50%
Data  GC  Search Trop  Picture
 gooseberry fruit
Search Trop  Picture
 gourd calabash gourd fruit
Search Trop  Picture
 gourd calabash gourd seed
Search Trop  Picture
 gourd wax gourd fruit
Search Trop  Picture
 gourd white gourd fruit
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 grape plant
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 grape seed
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 grape seed oil
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 guava fruit
Search Trop  Picture
 guava seed
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 guava strawberry guava fruit
Search Trop  Picture
 hazelnut nut
Search Trop  Picture
 hazelnut oil
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 ketaki flower oil india @ trace%
Data  GC  Search Trop  Picture
 kohlrabi stem
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 lentil seed
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 lentil sprout
Search Trop  Picture
 lettuce leaf
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 lime plant
Search Trop  Picture
 linden little-leaf linden
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 loquat seed
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 lotus indian lotus rhizome
Search Trop  Picture
 lotus indian lotus seed
Search Trop  Picture
 luffa fruit
Search Trop  Picture
 luffa seed
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 lupin white lupin seed
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 lupine white lupine seed
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 macadamia nut
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 mallow jew's mallow leaf
Search Trop  Picture
 mallow jew's mallow seed
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 mandarin fruit
Search Trop  Picture
 mandarin seed oil
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 mango fruit
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 marango seed
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 marjoram seed
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 melon bitter melon cotyledon
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 melon bitter melon fruit
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 melon bitter melon seed
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 moringa seed
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 mushroom shiitake mushroom fruit
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 mustard white mustard
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 mustard white mustard seed
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 nutmeg seed
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 nutmeg seed oil
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 okra seed
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 olive fruit
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 onion bulb
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 onion seed
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 onion seed oil
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 orange fruit
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 oregano plant
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 orris root
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 papaya flower
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 papaya fruit
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 papaya leaf
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 papaya seed
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 papaya seed oil
Search Trop  Picture
 parsley fruit
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 parsley seed
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 parsnip seed
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 passion fruit seed
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 passion seed
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 pea black-eyed pea seed
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 pea black-eyed pea shoot
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 pea fruit
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 pea pigeon pea seed
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 pea seed
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 peach fruit
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 peach seed
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 peanut roasted peanut
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 peanut seed
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 pear fruit
Search Trop  Picture
 pepper bell pepper fruit
Search Trop  Picture
 pepper bell pepper seed
Search Trop  Picture
 pepper black pepper fruit
Search Trop  Picture
 pepper black pepper seed
Search Trop  Picture
 peppermint leaf
Search Trop  Picture
 pine pinyon pine seed
Search Trop  Picture
 pineapple fruit
Search Trop  Picture
 pistachio nut
Search Trop  Picture
 plum fruit
Search Trop  Picture
 plum seed
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 pomegranate seed
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 poppy opium poppy latex
Search Trop  Picture
 poppy opium poppy seed
Search Trop  Picture
 poppy opium poppy seed oil
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 potato sweet potato root
Search Trop  Picture
 potato tuber
Search Trop  Picture
 pumpkin seed
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 purslane herb
Search Trop  Picture
 purslane seed
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 quince seed
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 radish root
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 raspberry red raspberry fruit
Search Trop  Picture
 rice seed
Search Trop  Picture
 roselle seed
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 rosemary leaf
Search Trop  Picture
 rue seed oil
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 rugula seed
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 rye seed
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 safflower seed
Search Trop  Picture
 saffron
Search Trop  Picture
 saffron stigma
Search Trop  Picture
 saffron stigma
Search Trop  Picture
 sage fruit oil
Search Trop  Picture
 sage seed
Search Trop  Picture
 salvia lavandulifolia vahl. leaf oil @ 0.10%
Data  GC  Search Trop  Picture
 savory summer savory seed
Search Trop  Picture
 sesame seed
Search Trop  Picture
 sesame seed oil
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 shea tree seed
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 shea tree seed oil
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 sorrel west african sorrel leaf
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 sorrel west african sorrel seed
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 soybean plant
Search Trop  Picture
 soybean seed
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 soybean sprout
Search Trop  Picture
 soybean tissue culture
Search Trop  Picture
 spearmint leaf
Search Trop  Picture
 spinach leaf
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 spinach plant
Search Trop  Picture
 spinach sea spinach leaf
Search Trop  Picture
 squash summer squash fruit
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 star fruit oil cuba @ trace%
Data  GC  Search Trop  Picture
 strawberry guava fruit
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 sunflower seed
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 tamarind fruit
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 tamarind seed
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 tamarind seed oil
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 taro leaf
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 taro root
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 tarragon plant
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 tea leaf
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 tea seed oil
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 thyme plant
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 thyme seed
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 tomato fruit
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 walnut black walnut nut
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 walnut english walnut nut
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 watermelon cotyledon
Search Trop  Picture
 watermelon seed
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 wheat plant
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 yam mountain yam root
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Synonyms   Articles   Notes   Search   Top
Synonyms:
 distoline
 edenor ATiO5
 edenor FTiO5
(Z)-elaidic acid
cis-elaidic acid
 emersol 205
 emersol 210
 emersol 211
 emersol 213
 emersol 214NF
 emersol 233
 emersol 6313NF
 emersol 6321
 emersol 6333 NF
 emersol 7021
 extraolein 90
 glycon RO
 glycon WO
 groco 2
 groco 4
 groco 5L
 groco 6
 hy-phi 1055
 hy-phi 1088
 hy-phi 2066
 hy-phi 2088
 hy-phi 2102
 industrene 104
 industrene 105
 industrene 205
 industrene 206
 lunac O-CA
 lunac O-LL
 lunac OA
 metaupon
 neo-fat 90-04
 neo-fat 92-04
(9Z)-octadec-9-enoic acid
(Z)-octadec-9-enoic acid
cis-octadec-9-enoic acid
(Z)-octadeca-9-enoic acid
(Z)-9-octadecanoic acid
cis-9-octadecanoic acid
(9Z)-octadecenoic acid
(9Z)-9-octadecenoic acid
(Z)-9-octadecenoic acid
9-(Z)-octadecenoic acid
9-cis-octadecenoic acid
cis-9-octadecenoic acid
9-octadecenoic acid (9Z)-
9-octadecenoic acid (Z)-
9-octadecenoic acid, (9Z)-
9-octadecenoic acid, (Z)-
9-octadecenoic acid, cis-
 oelsaeure
 oelsauere
 oleic acid
cis-oleic acid
delta9-cis-oleic acid
 oleic acid 65%--no BHA/BHT added
 oleic acid N.F.
 oleic acid natural
 oleic acid, natural & kosher
 oleine 7503
 oleinic acid
 pamolyn
 pamolyn 100
 pamolyn 100 FGK kosher oleic acid
 pamolyn 125
 priolene 6900
 priolene 6906
 priolene 6907
 priolene 6928
 priolene 6930
 priolene 6933
 priolene 6936
 tego-oleic 130
 vopcolene 27
 wecoline OO
 wochem no. 320
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Perturbation of copper homeostasis is instrumental in early developmental arrest of intraerythrocytic Plasmodium falciparum.
PubMed: Oxygenated fatty acids isolated from wheat bran slurries.
PubMed: Δ12-Fatty acid desaturase from Candida parapsilosis is a multifunctional desaturase producing a range of polyunsaturated and hydroxylated fatty acids.
PubMed: Acinetobacter harbinensis sp. nov., isolated from river water.
PubMed: Optimization of lipid enriched biomass production from oleaginous fungus using response surface methodology.
PubMed: Baseline resolution of isomers by traveling wave ion mobility mass spectrometry: investigating the effects of polarizable drift gases and ionic charge distribution.
PubMed: Cis-9-octadecenoic acid from the rhizospheric bacterium Stenotrophomonas maltophilia BJ01 shows quorum quenching and anti-biofilm activities.
PubMed: Inhibition of Mycobacterium tuberculosis PknG by non-catalytic rubredoxin domain specific modification: reaction of an electrophilic nitro-fatty acid with the Fe-S center.
PubMed: Liquid chromatography-mass spectrometry-based chemotaxonomic classification of Aspergillus spp. and evaluation of the biological activity of its unique metabolite, neosartorin.
PubMed: The rhizobacterium Arthrobacter agilis produces dimethylhexadecylamine, a compound that inhibits growth of phytopathogenic fungi in vitro.
PubMed: Characterization and chemical composition of fatty acids content of watermelon and muskmelon cultivars in Saudi Arabia using gas chromatography/mass spectroscopy.
PubMed: Triterpene esters and biological activities from edible fruits of Manilkara subsericea (Mart.) Dubard, Sapotaceae.
PubMed: Acinetobacter puyangensis sp. nov., isolated from the healthy and diseased part of Populus xeuramericana canker bark.
PubMed: Antifungal hydroxy fatty acids produced during sourdough fermentation: microbial and enzymatic pathways, and antifungal activity in bread.
PubMed: Hydroxyl octadecenoic acids biosynthesized by crown galls of Panax quinquefolium induced by artermisinic acid.
PubMed: Assessment and profiling of the fatty acids in two ackee fruit (Blighia sapida Köenig) varieties during different ripening stages.
PubMed: In Silico Studies on Fungal Metabolite against Skin Cancer Protein (4,5-Diarylisoxazole HSP90 Chaperone).
PubMed: A study on fatty acids in seeds of Euterpe oleracea Mart seeds.
PubMed: Chemical composition and biological activity of Salvia verbenaca essential oil.
PubMed: Composition of fatty oils from semen ziziphi spinosae and its cardiotonic effect on isolated toad hearts.
PubMed: Fast ultrasound-assisted extraction of polar (phenols) and nonpolar (lipids) fractions in Heterotheca inuloides Cass.
PubMed: [Comparison of organic component and di-n-butyl phthalate between human milk and cow milk products].
PubMed: Three new fatty acids from the roots of Boehmeria nivea (L.) Gaudich and their antifungal activities.
PubMed: Identification of urinary sex pheromones in female buffaloes and their influence on bull reproductive behaviour.
PubMed: Chemical composition and bioactivities of the marine alga Isochrysis galbana from Taiwan.
PubMed: [Preparation of Ganoderma lucidum polysaccharides and triterpenes microemulsion and its anticancer effect in mice with transplant Heps tumors].
PubMed: Identification of three genes encoding microsomal oleate desaturases (FAD2) from the oilseed crop Camelina sativa.
PubMed: Genetic variants in the FADS gene cluster are associated with arachidonic acid concentrations of human breast milk at 1.5 and 6 mo postpartum and influence the course of milk dodecanoic, tetracosenoic, and trans-9-octadecenoic acid concentrations over the duration of lactation.
PubMed: Plasmodium falciparum: differing effects of non-esterified fatty acids and phospholipids on intraerythrocytic growth in serum-free medium.
PubMed: Paleic acid, a fatty acid from Paenibacillus sp.: taxonomy, fermentation, isolation, structure determination, and anti-Mannheimia and -Pasteurella activity.
PubMed: Variation in amino acid and lipid composition of latent fingerprints.
PubMed: Effects of oil source and fish oil addition on ruminal biohydrogenation of fatty acids and conjugated linoleic acid formation in beef steers fed finishing diets.
PubMed: Polyunsaturated docosahexaenoic acid suppresses oxidative stress induced endothelial cell calcium influx by altering lipid composition in membrane caveolar rafts.
PubMed: Chemical composition and in vitro antimicrobial activity of the volatile oils from Gliomastix murorum and Pichia guilliermondii, two endophytic fungi in Paris polyphylla var. yunnanensis.
PubMed: Oxidation of oleic acid at the air-water interface and its potential effects on cloud critical supersaturations.
PubMed: An ab initio and DFT study of structure and vibrational spectra of gamma form of oleic acid: comparison to experimental data.
PubMed: Two new compounds from transgenic Panax quinquefolium.
PubMed: [GC-MS analysis on the chemical constituents of essential oil from bark of Horsfieldia hainanensis].
PubMed: Fabrication of superparamagnetic magnetite/poly(styrene-co-12-acryloxy-9-octadecenoic acid) nanocomposite microspheres with controllable structure.
PubMed: [Identification and antibacterial activity of secondary metabolites from Taxus endophytic fungus].
PubMed: Characterization of probiotic carnobacteria isolated from rainbow trout (Oncorhynchus mykiss) intestine.
PubMed: Thermodynamics of the clusterization process of cis isomers of unsaturated fatty acids at the air/water interface.
PubMed: Infrared spectroscopic study of the effect of oleic acid on the deliquescence behaviour of ammonium sulfate aerosol particles.
PubMed: GC-MS analysis of liposoluble constituents from the stems of Cynomorium songaricum.
PubMed: Metabolic profiling of transgenic rice with cryIAc and sck genes: an evaluation of unintended effects at metabolic level by using GC-FID and GC-MS.
PubMed: Studies on chemical constituents of Gracilaria verrucosa.
PubMed: Identification of acylglycerols containing dihydroxy fatty acids in castor oil by mass spectrometry.
PubMed: Antioxidant, alpha-amylase inhibitory and brine-shrimp toxicity studies on Centaurea centaurium L. methanolic root extract.
PubMed: Two new fatty esters from Rhazya stricta roots (Apocynanaceae).
PubMed: Liposomal formulations from phospholipids of Greek almond oil. Properties and biological activity.
PubMed: Plasmodium falciparum: Chemically defined medium for continuous intraerythrocytic growth using lipids and recombinant albumin.
PubMed: Possible involvement of long chain fatty acids in the spores of Ganoderma lucidum (Reishi Houshi) to its anti-tumor activity.
PubMed: [Analysis of the volatile oils chemical constituents of roots of Actinidia deliciosa].
PubMed: A novel preparation of surface-modified paramagnetic magnetite/polystyrene nanocomposite microspheres by radiation-induced miniemulsion polymerization.
PubMed: Acinetobacter soli sp. nov., isolated from forest soil.
PubMed: Impact of oleic acid (cis-9-octadecenoic acid) on bacterial viability and biofilm production in Staphylococcus aureus.
PubMed: [Dynamic changes of cold-resistant substances of overwintering Chilo suppressalis (Walker) larvae].
PubMed: New bioactive fatty acids.
PubMed: Ricinoleic acid in common vegetable oils and oil seeds.
PubMed: Tetrasphaera remsis sp. nov., isolated from the Regenerative Enclosed Life Support Module Simulator (REMS) air system.
PubMed: Second-order standard addition for deconvolution and quantification of fatty acids of fish oil using GC-MS.
PubMed: Tetrahydrofurandiols (THF-diols), leukotoxindiols (LTX-diols), and endocrine disruption in rats.
PubMed: Isolation of fatty acids with anticancer activity from Protaetia brevitarsis larva.
PubMed: Aeromicrobium tamlense sp. nov., isolated from dried seaweed.
PubMed: Structural analysis of oligomeric molecules formed from the reaction products of oleic acid ozonolysis.
PubMed: Vesicles from docosahexaenoic acid.
PubMed: Lipid microencapsulation in starch.
PubMed: Kinetic studies of the interaction of fatty acids with phosphatidylcholine vesicles (liposomes).
PubMed: Leukotoxin diols from ground corncob bedding disrupt estrous cyclicity in rats and stimulate MCF-7 breast cancer cell proliferation.
PubMed: Production of conjugated fatty acids by lactic acid bacteria.
PubMed: Polyamines are essential for the synthesis of 2-ricinoleoyl phosphatidic acid in developing seeds of castor.
PubMed: [Analysis of ant oil extracted with supercritical CO2 fluid from Polyrhachis vicina by GC-MS].
PubMed: Long-chain fatty acids increase cellular dopamine in an immortalized cell line (MN9D) derived from mouse mesencephalon.
PubMed: The novel pathway for ketodiene oxylipin biosynthesis in Jerusalem artichoke (Helianthus tuberosus) tubers.
PubMed: Chemical composition of the essential oils of two Alpinia species from Hainan Island, China.
PubMed: Gas chromatography-mass spectrometry of cis-9,10-epoxyoctadecanoic acid (cis-EODA). II. Quantitative determination of cis-EODA in human plasma.
PubMed: Ethanol-mediated variations in cellular fatty acid composition and protein profiles of two genotypically different strains of Escherichia coli O157:H7.
PubMed: Two distinct pathways for the formation of hydroxy FA from linoleic acid by lactic acid bacteria.
PubMed: Linoleic acid epoxide promotes the maintenance of mitochondrial function and active Na+ transport following hypoxia.
PubMed: Solid-liquid phase behavior of binary fatty acid mixtures. 2. Mixtures of oleic acid with lauric acid, myristic acid, and palmitic acid.
PubMed: Band analysis of temperature-dependent near-infrared spectra of oleic acid in the pure liquid state by the analytic geometric approach.
PubMed: Characterisation of castor oil by on-line and off-line non-aqueous reverse-phase high-performance liquid chromatography-mass spectrometry (APCI and UV/MALDI).
PubMed: Acute toxicity of fatty acids to the freshwater green alga Selenastrum capricornutum.
PubMed: Fatty acid composition of seeds of Satureja thymbra and S. cuneifolia.
PubMed: An investigation into the role of calcium in the modulation of rat synaptosomal D-[3H]aspartate transport by docosahexaenoic acid.
PubMed: NTP Toxicology and Carcinogenesis Studies of Oleic Acid Diethanolamine Condensate (CAS No. 93-83-4) in F344/N Rats and B6C3F1 Mice (Dermal Studies).
PubMed: Gas chromatography-mass spectrometry of cis-9,10-epoxyoctadecanoic acid (cis-EODA). I. Direct evidence for cis-EODA formation from oleic acid oxidation by liver microsomes and isolated hepatocytes.
PubMed: Repellent activity of constituents identified in Foeniculum vulgare fruit against Aedes aegypti (Diptera: Culicidae).
PubMed: Lipid content and fatty acid composition in lemon wax.
PubMed: Attractant volatiles released by female and male Triatoma infestans (Hemiptera: Reduviidae), a vector of chagas disease: chemical analysis and behavioral bioassay.
PubMed: Identification and total synthesis of novel fatty acids from the Siphonarid limpet Siphonaria denticulata.
PubMed: The cytotoxicity and chemical constituents of the hexane fraction of Typhonium flagelliforme (Araceace).
PubMed: Natural oviposition-deterring chemicals in female cotton bollworm, Helicoverpa armigera (Hubner).
PubMed: [Branched alkanes and other apolar compounds produced by the cyanobacterium Microcoleus vaginatus from the Negev desert].
PubMed: Transgenic expression of a delta 12-epoxygenase gene in Arabidopsis seeds inhibits accumulation of linoleic acid.
PubMed: In vitro test for the effectiveness of antioxidants as inhibitors of thiyl radical-induced reactions with unsaturated fatty acids.
PubMed: Defining mechanisms of toxicity for linoleic acid monoepoxides and diols in Sf-21 cells.
PubMed: Analysis of the toxic effects of linoleic acid, 12,13-cis-epoxyoctadecenoic acid, and 12,13-dihydroxyoctadecenoic acid in rabbit renal cortical mitochondria.
PubMed: Transformations of 12,13-epoxy-11-hydroxy-9-octadecenoic acid and 4,5-epoxy-N-acetylsphingosine by incubation with liver homogenate and liver microsomes.
PubMed: Inhibition of polyunsaturated fatty acid accumulation in plants expressing a fatty acid epoxygenase.
PubMed: Monohydroxylation and esterification as determinants of the effects of cis- and trans-9-octadecenoic acids on the permeation of hydrocortisone and 5-fluorouracil across hairless mouse skin in vitro.
PubMed: Behenic acid is a cholesterol-raising saturated fatty acid in humans.
PubMed: Biotransformation of linoleic acid by Clavibacter sp. ALA2: heterocyclic and heterobicyclic fatty acids.
PubMed: Antinociceptive activity of ricinoleic acid, a capsaicin-like compound devoid of pungent properties.
PubMed: Dietary stearic acid reduces cholesterol absorption and increases endogenous cholesterol excretion in hamsters fed cereal-based diets.
PubMed: The action of soybean lipoxygenase-1 on 12-iodo-cis-9-octadecenoic acid: the importance of C11-H bond breaking.
PubMed: Quality characteristics of Canarium schweinfurthii Engl. oil.
PubMed: Involvement of the cis/trans isomerase Cti in solvent resistance of Pseudomonas putida DOT-T1E.
PubMed: Substrate selectivity of various lipases in the esterification of cis- and trans-9-octadecenoic acid.
PubMed: Conversion of unsaturated fatty acids by bacteria isolated from compost.
PubMed: Influence of oleic acid on the expression, activation and activity of gelatinase A produced by oncogene-transformed human bronchial epithelial cells.
PubMed: In vivo studies of the biosynthesis of vernolic acid in the seed of Vernonia galamensis.
PubMed: Codiffusion of propylene glycol and dimethyl isosorbide in hairless mouse skin.
PubMed: Hydration of linoleic acid by bacteria isolated from ruminants.
PubMed: Long-chain alkenes of the haptophytes Isochrysis galbana and Emiliania huxleyi.
PubMed: Strong dependence of the lipid peroxidation product spectrum whether Fe2+/O2 or Fe3+/O2 is used as oxidant.
PubMed: Skin penetration enhancing action of cis-unsaturated fatty acids with omega-9, and omega-12-chain lengths.
PubMed: Identification of non-heme diiron proteins that catalyze triple bond and epoxy group formation.
PubMed: Lipoproteins of Treponema denticola: their effect on human polymorphonuclear neutrophils.
PubMed: Intestinal absorption of Mn-mesoporphyrin in a small bowel sac system: effect of oleic acid.
PubMed: Mechanism of linoleic acid hydroperoxide reaction with alkali.
PubMed: Production of hydroxy fatty acid (10-hydroxy-12(Z)-octadecenoic acid) by Lactobacillus plantarum from linoleic acid and its cardiac effects to guinea pig papillary muscles.
PubMed: Fat infiltration in liver of rats induced by different dietary plant oils: high oleic-, medium oleic- and high petroselinic acid-oils.
PubMed: Lipid oxidation products in ischemic porcine heart tissue.
PubMed: Glucuronic acid-conjugated dihydroxy fatty acids in the urine of patients with generalized peroxisomal disorders.
PubMed: Analysis by fast-atom bombardment tandem mass spectrometry of phosphatidylcholine isolated from heart mitochondrial fractions: Evidence of incorporation of monohydroxylated fatty acyl moieties.
PubMed: Pre-incubation of synaptosomes with arachidonic acid potentiates inhibition of [3H]D-aspartate transport.
PubMed: Fatty acid selectivity of a lipase purified from Vernonia galamensis seed.
PubMed: Interaction of manganese-mesoporphyrin with oleic acid vesicles.
PubMed: Action of soybean lipoxygenase 1 on 12-iodo-cis-9-octadecenoic acid and 12-bromo-cis-9-octadecenoic acid.
PubMed: Trans-9-octadecenoic acid is biologically neutral and does not regulate the low density lipoprotein receptor as the cis isomer does in the hamster.
PubMed: Nitric oxide reductase from Pseudomonas stutzeri, a novel cytochrome bc complex. Phospholipid requirement, electron paramagnetic resonance and redox properties.
PubMed: Heating unsaturated fatty acids in air produces hemagglutinins.
PubMed: Cellular fatty acid composition of Erysipelothrix rhusiopathiae and Erysipelothrix tonsillarum.
PubMed: Plasma cholesteryl ester transfer protein activity is increased when trans-elaidic acid is substituted for cis-oleic acid in the diet.
PubMed: Solvent effects on lipase-catalyzed esterification of glycerol and fatty acids.
PubMed: Validation of reflectance infrared spectroscopy as a quantitative method to measure percutaneous absorption in vivo.
PubMed: Fatty acids regulate hepatic low density lipoprotein receptor activity through redistribution of intracellular cholesterol pools.
PubMed: Differential effects of cis and trans fatty acid isomers, oleic and elaidic acids, on the cholesteryl ester transfer protein activity.
PubMed: Metabolism of 12(S)-hydroxy-5,8,10,14-eicosatetraenoic acid and other hydroxylated fatty acids by the reductase pathway in porcine polymorphonuclear leukocytes.
PubMed: Mammalian pheromones VIII Chemical characterization of preorbital gland secretion of grey duiker,Sylvicapra grimmia (Artiodactyla: Bovidae).
PubMed: [Volatile components of herbal Cynomorii].
PubMed: Inactivation of soybean lipoxygenase 1 by 12-iodo-cis-9-octadecenoic acid.
PubMed: Identification of major lipids from the scent gland secretions of Dumeril's ground boa (Acrantophis dumerili Jan) by gas chromatography-mass spectrometry.
PubMed: Development of plant cuticles: fine structure and cutin composition of Clivia miniata Reg. leaves.
PubMed: Metabolism in humans of cis-12,trans-15-octadecadienoic acid relative to palmitic, stearic, oleic and linoleic acids.
PubMed: Metabolism of cis-12-octadecenoic acid and trans-9,trans-12-octadecadienoic acid and their influence on lipogenic enzyme activities in mouse liver.
PubMed: Activities of liver mitochondrial and peroxisomal fatty acid oxidation enzymes in rats fed trans fat.
PubMed: Oxidation and esterification of geometrical and positional isomers of octadecenoic acids in perfused rat liver.
PubMed: Isolation and identification of 1(3),2-diacylglyceryl-(3)-O-4'-(N,N,N-trimethyl)homoserine from the soil amoeba, Acanthamoeba castellanii.
PubMed: Absorption and distribution of deuterium-labeled trans- and cis-11-octadecenoic acid in human plasma and lipoprotein lipids.
PubMed: Strain dependence of the metabolism of cis- and trans-isomers of 9-octadecenoic acid in perfused liver and cell-free preparation in rats.
PubMed: [Inhibition of methanogenesis in the rumen of sheep. II. Methanogenesis after administration of inhibitors].
PubMed: Fluorescent pigments by covalent binding of lipid peroxidation by-products to protein and amino acids.
PubMed: Synthesis and biological assessment of long-acting estradiol fatty acid esters in ovariectomized rats.
PubMed: In vivo distribution and turnover of trans- and cis-10-octadecenoic acid isomers in human plasma lipids.
PubMed: Conversion of linoleic acid hydroperoxide to hydroxy, keto, epoxyhydroxy, and trihydroxy fatty acids by hematin.
PubMed: Structure-activity relationship of unsaturated fatty acids as mosquito ovipositional repellents.
PubMed: Coupling between fatty acid binding and sulfhydryl oxidation in bovine serum albumin.
PubMed: Analysis of 1,2-diols of linoleic, alpha-linolenic and arachidonic acid by gas chromatography--mass spectrometry using cyclic alkyl boronic esters.
PubMed: Incorporation of deuterium-labeled trans- and cis-13-octadecenoic acids in human plasma lipids.
PubMed: Levels of oxygenated Fatty acids in young corn and sunflower plants.
PubMed: Oscillatoria Sp. (Cyanophyta) mat metabolites implicated in habitat selection inBembidion obtusidens (Coleoptera: Carabidae).
PubMed: Metabolism of linoleic Acid by barley lipoxygenase and hydroperoxide isomerase.
PubMed: Degradation of linoleic acid hydroperoxides by a cysteine . FeCl3 catalyst as a model for similar biochemical reactions. III. A novel product, trans-12,13-epoxy-11-oxo-trans-9-octadecenoic acid, from 13-L (S)-hydroperoxy-cis-9,trans-11-octadecadienoic acid.
PubMed: Degradation of linoleic acid hydroperoxides by a cysteine . FeCl3 catalyst as a model for similar biochemical reactions. II. Specificity in formation of fatty acid epoxides.
PubMed: Formation of (n-9) and (n-7) cis-monounsaturated fatty acids in seeds of higher plants.
PubMed: Distribution of deuterium-labeled cis- and trans-12-octadecenoic acids in human plasma and lipoprotein lipids.
PubMed: 15-hydroxy-5,8,11,13-eicosatetraenoic acid: A potent and selective inhibitor of platelet lipoxygenase.
PubMed: Chain elongation of trans-octadecenoic acid isomers in rat liver microsomes.
PubMed: Incorporation of deuterium labeled cis- and trans-9-octadecenoic acid in humans: plasma, erythrocyte, and platelet neutral lipids.
PubMed: Fatty acid composition of Simonsiella strains.
PubMed: The effect of octadecenoic acid on the growth of japanese encephalitis virus in Novikoff hepatoma cells.
PubMed: Positional specificity of gamma-ketol formation from linoleic acid hydroperoxides by a corn germ enzyme.
PubMed: Replacement of acyl and alk-1-enyl groups in Clostridium butyricum phospholipids by exogenous fatty acids.
PubMed: Effect of fatty acids on growth of Japanese encephalitis virus cultivated in BHK-21 cells and phospholipid metabolism of the infected cells.
PubMed: Decomposition of unsaturated fatty acid hydroperoxides by hemoglobin: Structures of major products of 13L-hydroperoxy-9,11-octadecadienoic acid.
PubMed: A comparison of the metabolism of geometrical isomers of 14 C- 9 -octadecenoic acid in threonine-imbalanced rats.
PubMed: Lipids of Treponema pallidum Kazan 5.
PubMed: Sequential enzymes of linoleic acid oxidation in corn germ: lipoxygenase and linoleate hydroperoxide isomerase.
PubMed: Effect of isomeric cis-octadecenoic acids on the growth of Leptospira interrogans serotype patoc.
PubMed: The enzymic conversions of 13-hydroperoxy-cis-9-trans-11-octadecadienoic acid into 13-hydroxy-12-oxo-cis-9-octadecenoic acid.
PubMed: The catabolism of the geometric isomers of uniformly 14C-labeled delta 9-octadecenoic acid and uniformly 14C-labeled delta 9,12-octadecadienoic acid by the fasting rat.
PubMed: Oxidation of the geometric isomers of delta 9-octadecenoic acid by rat-liver mitochondria.
PubMed: [ON THE SYNTHESIS OF (8-C14)-CIS-DELTA-9-OCTADECENOIC ACID].
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