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10-undecenoic acid
undec-10-enoic acid

Supplier Sponsors

Name:undec-10-enoic acid
CAS Number: 112-38-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:203-965-8
FDA UNII:K3D86KJ24N
Nikkaji Web:J5.125J
Beilstein Number:1762631
MDL:MFCD00004442
CoE Number:689
XlogP3:3.90 (est)
Molecular Weight:184.27880000
Formula:C11 H20 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:flavor and fragrance agents
 
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
JECFA Food Flavoring:331 10-undecenoic acid
FLAVIS Number:08.039 (Old)
DG SANTE Food Flavourings:08.039 undec-10-enoic acid
FEMA Number:3247 10-undecenoic acid
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: 10-UNDECENOIC ACID
 
Physical Properties:
Appearance:colorless white solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.91000 to 0.91300 @ 25.00 °C.
Pounds per Gallon - (est).: 7.572 to 7.597
Refractive Index:1.44700 to 1.44800 @ 20.00 °C.
Melting Point: 25.00 to 27.00 °C. @ 760.00 mm Hg
Boiling Point: 137.00 °C. @ 2.00 mm Hg
Flash Point: 300.00 °F. TCC ( 148.89 °C. )
logP (o/w): 3.860
Soluble in:
 alcohol
 water, 73.7 mg/L @ 30 °C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Strength:medium
Odor Description:at 100.00 %. sweet woody
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data2
CosIng:cosmetic data
Cosmetic Uses: cleansing agents
emulsifying agents
preservatives
surfactants
 
Suppliers:
Acme Synthetic Chemicals
Undecylenic Acid as per BP/EP/USP
Odor: characteristic
Use: Variable from oily fruity to sour fatty
Advanced Biotech
UNDECYLENIC ACID NATURAL
97% min.
Odor: Woody
Arkema
Oleris® Undecylenic acid
Odor: characteristic
Use: Oleris® Undecylenic acid is a fatty acid with a terminal double bond used as a synthesis intermediate in the manufacture of aromatic chemicals, polymers or modified silicones. Used in the form of salts in cosmetics for its bacteriostatic properties.
Aurochemicals
UNDECYLENIC ACID, Natural
BOC Sciences
For experimental / research use only.
10-Undecenoic Acid
Charkit Chemical
UNDECYLENIC ACID
Jiangyin Healthway
Undecylenic acid (10-undecenoic acid)
New functional food ingredients
Lluch Essence
UNDECYLENIC ACID
Nagar Haveli Perfumes & Aromatics
Undecylenic Acid 98.0% (min)
Odor: Sweet woody
Nagar Haveli Perfumes & Aromatics
Undecylenic Acid 98.0% (min)
Natural
Odor: Sweet woody
Penta International
UNDECYLENIC ACID U.S.P. GRADE, Kosher
Penta International
UNDECYLENIC ACID, Kosher
Penta International
UNDECYLENIC ACID, NATURAL, Kosher
Sigma-Aldrich
10-Undecylenic acid, ≥96%, FG
Certified Food Grade Products
Sigma-Aldrich
10-Undecylenic acid, natural, ≥97%, FG
Synerzine
10-Undecenoic Acid
TCI AMERICA
For experimental / research use only.
10-Undecenoic Acid >98.0%(GC)(T)
Universal Preserv-A-Chem Inc.
UNDECYLENIC ACID USP
Universal Preserv-A-Chem Inc.
UNDECYLENIC ACID
Vigon International
Undecylenic Acid
WholeChem
Undecylenic Acid, =96%, FG
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 43 - May cause sensitisation by skin contact.
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 37/39 - Wear suitable gloves and eye/face protection.
 
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:
gavage-mouse LD50 8150 mg/kg
(Newell et al., 1949)

oral-mouse LD50 2300-6600 mg/kg
(Tislow et al., 1950)

oral-rat LD50 2500 mg/kg
(Tislow et al., 1950)

intraperitoneal-mouse LD50 960 mg/kg
Journal of Investigative Dermatology. Vol. 13, Pg. 145, 1949.

oral-mouse LD50 8150 mg/kg
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT
Journal of Investigative Dermatology. Vol. 13, Pg. 145, 1949.

oral-rat LD50 2500 mg/kg
"Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 4, Pg. 386, 1969.

Dermal Toxicity:
skin-guinea pig LD50 50 mg/kg
"Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4954, 1982.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for 10-undecenoic acid usage levels up to:
  0.2000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 26.00 (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: 4
 average usual ppmaverage maximum ppm
baked goods: -0.50000
beverages(nonalcoholic): -0.50000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -0.50000
fruit ices: -0.50000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -0.50000
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: --
 
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 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

EPI System: View
ClinicalTrials.gov:search
Daily Med:search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):112-38-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5634
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 3261
WGK Germany:1
undec-10-enoic acid
Chemidplus:0000112389
RTECS:YQ2975000 for cas# 112-38-9
 
References:
 undec-10-enoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:112-38-9
Pubchem (cid):5634
Pubchem (sid):134973166
 
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
KEGG (GenomeNet):C13910
HMDB (The Human Metabolome Database):HMDB33724
FooDB:FDB011844
Export Tariff Code:2916.19.3000
Haz-Map:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
FRjasmin
FRoriental
FRwoody
 
Occurrence (nature, food, other):note
 castor oil
Search Trop Picture
 elder black elder seed
Search Trop Picture
 
Synonyms:
 declid
10-hendecenoic acid
omega-hendecenoic acid
 renselin
 sevinon
 undec-10-enoic acid
 undecenoic acid
omega-undecenoic acid
 undecyl-10-enic acid
 undecylenic acid
10-undecylenic acid
 undecylenic acid natural
 undecylenic acid U.S.P. grade
 

Articles:

PubMed:Regio- and stereoselective hydroxylation of 10-undecenoic acid with a light-driven P450 BM3 biocatalyst yielding a valuable synthon for natural product synthesis.
PubMed:Three monofunctional copolymers into one multifunctional Micelle: Part 1. Preparation and properties.
PubMed:Divergent dendrimer synthesis via the Passerini three-component reaction and olefin cross-metathesis.
PubMed:Bio-based aliphatic polyurethanes through ADMET polymerization in bulk and green solvent.
PubMed:Total synthesis and biological evaluation of clavaminol-G and its analogs.
PubMed:Fluorescence quenching in luminescent porous silicon nanoparticles for the detection of intracellular Cu2+.
PubMed:Biosynthesis and characterization of polyhydroxyalkanoates by Pseudomonas guezennei from alkanoates and glucose.
PubMed:Development of a three-steps derivatization assay for the localization of double bond in monounsaturated monomers of poly-beta-hydroxyalkanoates by GC-MS.
PubMed:Total synthesis and antifungal activity of (2S,3R)-2-aminododecan-3-ol.
PubMed:Structurally diverse polyamides obtained from monomers derived via the ugi multicomponent reaction.
PubMed:Oxidation of 10-undecenoic acid by cytochrome P450(BM-3) and its Compound I transient.
PubMed:A pH dependent thermo-sensitive copolymer drug carrier incorporating 4-amino-2,2,6,6-tetramethylpiperidin-1-oxyl (4-NH2-TEMPO) residues for electron spin resonance (ESR) labeling.
PubMed:Deoxycholate as an efficient coating agent for hydrophilic silicon nanocrystals.
PubMed:Rapid approach to biobased telechelics through two one-pot thiol-ene click reactions.
PubMed:Simultaneous biosynthesis of two copolymers in Pseudomonas putida GPo1 using a two-stage continuous culture system.
PubMed:Undecylenic acid: a valuable and physiologically active renewable building block from castor oil.
PubMed:Oxidation-triggered release of fluorescent molecules or drugs from mesoporous Si microparticles.
PubMed:Polymerizable vesicles based on a single-tailed fatty acid surfactant: a simple route to robust nanocontainers.
PubMed:Fed-batch production of unsaturated medium-chain-length polyhydroxyalkanoates with controlled composition by Pseudomonas putida KT2440.
PubMed:Spectra and kinetic studies of the compound I derivative of cytochrome P450 119.
PubMed:Topographical and functional characterization of the ssDNA probe layer generated through EDC-mediated covalent attachment to nanocrystalline diamond using fluorescence microscopy.
PubMed:3,3,5-Trimethylcyclohexanols and derived esters: green synthetic procedures, odour evaluation and in vitro skin cytotoxicity assays.
PubMed:Covalent biofunctionalization of silicon nitride surfaces.
PubMed:Self-assembled monolayers with latent aldehydes for protein immobilization.
PubMed:Efficient production of (R)-3-hydroxycarboxylic acids by biotechnological conversion of polyhydroxyalkanoates and their purification.
PubMed:Bio-functional micelles self-assembled from a folate-conjugated block copolymer for targeted intracellular delivery of anticancer drugs.
PubMed:Self-assembled thermo- and pH responsive micelles of poly(10-undecenoic acid-b-N-isopropylacrylamide) for drug delivery.
PubMed:UV photodissociation spectroscopy of oxidized undecylenic acid films.
PubMed:EDC-mediated DNA attachment to nanocrystalline CVD diamond films.
PubMed:Tailor-made olefinic medium-chain-length poly[(R)-3-hydroxyalkanoates] by Pseudomonas putida GPo1: batch versus chemostat production.
PubMed:Bacterial poly(hydroxyalkanoates) as a source of chiral hydroxyalkanoic acids.
PubMed:Synthesis, stereochemistry and biological activity of some novel long alkyl chain substituted thiazolidin-4-ones and thiazan-4-one from 10-undecenoic acid hydrazide.
PubMed:X-ray studies of self-assembled organic monolayers grown on hydrogen-terminated Si(111).
PubMed:One-pot sequences of reactions with sol-gel entrapped opposing reagents: an enzyme and metal-complex catalysts.
PubMed:Mutations in erg4 affect the sensitivity of Saccharomyces cerevisiae to medium-chain fatty acids.
PubMed:Convenient formation of 4-hydroxyalk-2-en-1-one functionality via A knoevenagel-type carbon chain elongation reaction of aldehyde with 1-arylsulfinylalkan-2-one.
PubMed:Evaluation of various carbon substrates for the biosynthesis of polyhydroxyalkanoates bearing functional groups by Pseudomonas putida.
PubMed:Enantioselective synthesis of (11E, 13S)-13-hydroxy-10-oxooctadecenoic acid, the cytotoxic principle of corn.
PubMed:RNA synthesis using a universal, base-stable allyl linker.
PubMed:Expedient Synthesis of (R)-Patulolide A.
 
Notes:
Flavouring ingredient
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