myrtenal
2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)
 
Notes:
Occurs in orange, lemon, spearmint, pepper, thyme, juniper, calamus, ginger, myrtle, lemon balm, calabash, nutmeg, parsley seed and other plant oils
  • CTC Organics
    • CTC Organics
      For More Than 40 Year
      Your source for rare aroma chemicals for the flavor and fragrance industy.
      “The world is run by middle men.” The number of times I have heard Dr. Liu utter those words are innumerable. He loved reciting and recording famous quotes and had many of his own. Among his many talents, Dr. Liu had a unique genius in the area of chemistry. He had an uncanny understanding of the pulse of the chemical industry and was a superb salesman.
      US Email: Customer Service
      US Voice: (404) 524-6744
      US Fax: (404) 577-1651
      Resources
      History
      Product(s):
      W1331 myrtenal
       
  • Moellhausen
    • Moellhausen S.P.A.
      THE CHEMISTRY OF EMOTIONS
      Innovation and commitment in the name of excellence.
      After 50 years in business, Moellhausen stands out as one of the world’s leading family-run companies in the industry of flavors and fragrances, raw materials, and specialties. My personal history is inextricably bound to that of the company, and I continue to dedicate all my energy to it along with our partners and collaborators who have supported us thus far with dedication, passion, love, and experience. Continuous investments and a professionalism aimed at achieving the highest levels of performance in service and quality, along with that same dedication, passion, love, and experience, have together enabled us to reach the absolute avant-garde level that characterizes Moellhausen today, recognized worldwide for its modernity, innovation, creativity, and respect for the environment and the safety and rights of those who work with us. As President and CEO of the company for 32 years, I offer a well-deserved thank you to all of our numerous customers, suppliers, employees, and company friends for helping to sustain our unstoppable and honorable growth. And it is with the support of all of our stakeholders that we will confidently continue to pursue our commitment to further advancing the excellence that our industry demands.
      Voice: +39 039.685.6262
      Fax: +39 039.685.6263
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      Sustainability is at the foundation of a
      Pervasive technology and total control
      Product(s):
      101143 MYRTENAL
       
  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
      US Email: Technical Services
      US Email: Sales
      US Voice: (973) 740-2300
      US Fax: (973) 740-1839
      Product(s):
      13-86600 MYRTENAL, Kosher
       
  • Ernesto Ventós
Synonyms   Articles   Notes   Search
7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde (Click)
CAS Number: 564-94-3Picture of molecule
ECHA EINECS - REACH Pre-Reg: 209-274-8
FDA UNII: 8J97443QRZ
Nikkaji Web: J121.133A
Beilstein Number: 2961587
MDL: MFCD00074768
CoE Number: 10379
XlogP3-AA: 2.10 (est)
Molecular Weight: 150.22078000
Formula: C10 H14 O
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: 980  2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)
Flavis Number: 05.106 (Old)
DG SANTE Food Flavourings: 05.106  myrtenal
FEMA Number: 3395  2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)
FDA Mainterm: 2-FORMYL-6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-ENE
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.98400 to 0.99000 @  25.00 °C.
Pounds per Gallon - (est).: 8.188 to  8.238
Refractive Index: 1.49600 to 1.50700 @  20.00 °C.
Boiling Point: 220.00 to  221.00 °C. @ 760.00 mm Hg
Boiling Point: 99.00 to  100.00 °C. @ 15.00 mm Hg
Vapor Pressure: 0.145000 mm/Hg @ 25.00 °C. (est)
Flash Point: 174.00 °F. TCC ( 78.89 °C. )
logP (o/w): 2.980
Soluble in:
 alcohol
 dipropylene glycol
 water, 215.9 mg/L @ 25 °C (est)
Insoluble in:
 water
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
Odor Type: spicy
Odor Strength: medium
 sweet  spicy  cinnamon  tonka  terpenic  camphoreous  jammy  
Odor Description:
at 100.00 %. 
sweet cinnamon tonka spicy terpene camphor jam
Luebke, William tgsc, (1996)
 cooling  green  minty  spicy  woody  
Odor Description:
Cooling, green, minty with spicy woody notes
Mosciano, Gerard P&F 15, No. 1, 19, (1990)
 minty  green  cooling  powdery  spicy  
Taste Description:
at 30.00 ppm.  
Minty, green and cooling with powdery spicy notes
Mosciano, Gerard P&F 15, No. 1, 19, (1990)
Substantivity: 48 Hour(s)
  
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
Synonyms   Articles   Notes   Search   Top
Suppliers:
CTC Organics
myrtenal
Ernesto Ventós
MYRTENAL
Odor: REFRESHING, HERBACEOUS, SPICY
Moellhausen
MYRTENAL
Nippon Terpene Chemicals
Myrtenal 93% up
Penta International
MYRTENAL, Kosher
Synonyms   Articles   Notes   Search   Top
Safety Information:
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
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  2300 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 329, 1988.

intravenous-mouse LD50  170 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 329, 1988.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 329, 1988.

Inhalation Toxicity:
Not determined
Synonyms   Articles   Notes   Search   Top
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for myrtenal usage levels up to:
  2.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 4.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 7.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 2100 (μg/person/day)
Structure Class: I
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: 7
Click here to view publication 7
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): -0.50000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -2.00000
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: --
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 1.000005.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 8.0000050.00000
Edible ices, including sherbet and sorbet (03.0): 2.0000010.00000
Processed fruit (04.1): 1.000005.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 5.0000020.00000
Confectionery (05.0): 20.00000100.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 1.000005.00000
Bakery wares (07.0): 5.0000020.00000
Meat and meat products, including poultry and game (08.0): 1.000005.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 1.000005.00000
Eggs and egg products (10.0): 1.000005.00000
Sweeteners, including honey (11.0): 1.000005.00000
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000020.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 1.000005.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000005.00000
Ready-to-eat savouries (15.0): 1.000005.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 1.000005.00000
Synonyms   Articles   Notes   Search   Top
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alicyclic substances used as flavor ingredients.View pdf
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):
Scientific Opinion on Flavouring Group Evaluation 208 Revision 1 (FGE.208Rev1): Consideration of genotoxicity data on representatives for 10 alicyclic aldehydes with the a,-unsaturation in ring / side-chain and precursors from chemical subgroup 2.2 of
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 208 Revision 2 (FGE.208Rev2): Consideration of genotoxicity data on alicyclic aldehydes with a,-unsaturation in ring/side-chain and precursors from chemical subgroup 2.2 of FGE.19
View page or View pdf
EPI System: View
EPA Substance Registry Services (TSCA): 564-94-3
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 61130
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde
Chemidplus: 0000564943
RTECS: DT5180000 for cas# 564-94-3
Synonyms   Articles   Notes   Search   Top
References:
 7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 564-94-3
Pubchem (cid): 61130
Pubchem (sid): 135017862
Pherobase: View
Synonyms   Articles   Notes   Search   Top
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
UM BBD: Search
KEGG (GenomeNet): C11939
HMDB (The Human Metabolome Database): HMDB35250
FooDB: FDB013910
Export Tariff Code: 2912.29.5000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
animal
6-methyl quinolineFL/FR
balsamic
 methyl cinnamateFL/FR
2-phenoxyethyl formateFR
3-phenyl propyl acetateFL/FR
 pine needle absoluteFL/FR
caramellic
 immortelle absoluteFL/FR
coconut
 coconut decanone methylFR
 coconut naphthalenoneFL/FR
gamma-heptalactoneFL/FR
coumarinic
 coumaneFL/FR
 tonka bean oleoresinFR
 tonka bean resinoidFR
 tonka furanoneFL/FR
 tonka ketoneFR
 tonkavertFR
creamy
para-vanillyl alcoholFL/FR
floral
 phenoxyethanolFL/FR
fruity
isoamyl isovalerateFL/FR
green
 syringaldehydeFL/FR
hay
 hay absoluteFR
herbal
(S)-campholene acetateFL/FR
powdery
para-anisyl acetateFL/FR
spicy
 allspice leaf oilFL/FR
 canella bark oilFR
 cassia bark oil chinaFL/FR
 cassia bark oleoresinFL/FR
 cassia leaf oilFL/FR
(E)-cinnamaldehydeFL/FR
 cinnamaldehydeFL/FR
(Z)-cinnamaldehydeFL/FR
 cinnamaldehyde / methyl anthranilate schiff's baseFR
 cinnamaldehyde ethylene glycol acetalFL/FR
 cinnamon acroleinFL/FR
 cinnamon bark oil (cinnamomum zeylanicum) indiaFL/FR
 cinnamon bark oil ceylonFL/FR
 cinnamon leaf oil ceylonFL/FR
 cinnamon oleoresin ceylonFL/FR
 cinnamyl acetateFL/FR
(E)-cinnamyl nitrileFR
 cinnamyl nitrileFR
isoeugenyl phenyl acetateFL/FR
(E)-para-methoxycinnamaldehydeFL/FR
ortho-methoxycinnamaldehydeFL/FR
para-methoxycinnamaldehydeFL/FR
alpha-methyl cinnamaldehydeFL/FR
para-methyl cinnamaldehydeFL/FR
 methyl eugenolFL/FR
 methyl heptadienoneFL/FR
tonka
6-amyl-alpha-pyroneFL/FR
 coumarinFR
 deertongue absoluteFR
 deertongue oleoresinFR
 flouve absoluteFR
 octahydrocoumarinFL/FR
 phthalideFL/FR
 tonka bean absoluteFR
 tonka undecanoneFR
 whiskey lactoneFL/FR
woody
 cyperus root oil (cyperus scariosus)FR
 
For Flavor
 
No flavor group found for these
 coconut naphthalenoneFL/FR
 coumaneFL/FR
2-furfurylidene butyraldehydeFL
(E)-para-methoxycinnamaldehydeFL/FR
para-methyl cinnamaldehydeFL/FR
6-methyl quinolineFL/FR
 phenoxyethanolFL/FR
 pine needle absoluteFL/FR
 syringaldehydeFL/FR
 tonka furanoneFL/FR
(R)-tonka furanoneFL
balsamic
3-phenyl propyl acetateFL/FR
cherry
para-methoxycinnamaldehydeFL/FR
coconut
 octahydrocoumarinFL/FR
creamy
6-amyl-alpha-pyroneFL/FR
 dihydrocoumarinFL
para-vanillyl alcoholFL/FR
fatty
(E,E)-2,4-heptadienalFL
fruity
para-anisyl acetateFL/FR
green
isoamyl isovalerateFL/FR
 immortelle absoluteFL/FR
 methyl heptadienoneFL/FR
jammy
(S)-campholene acetateFL/FR
lactonic
gamma-heptalactoneFL/FR
nutty
 furfural acetoneFL
spicy
 allspice leaf oilFL/FR
 benzylidene acetoneFL
 cassia bark oil chinaFL/FR
 cassia bark oleoresinFL/FR
 cassia leaf oilFL/FR
(Z)-cinnamaldehydeFL/FR
 cinnamaldehydeFL/FR
(E)-cinnamaldehydeFL/FR
 cinnamaldehyde ethylene glycol acetalFL/FR
 cinnamon acroleinFL/FR
 cinnamon bark oil (cinnamomum zeylanicum) indiaFL/FR
 cinnamon bark oil ceylonFL/FR
 cinnamon leaf oil ceylonFL/FR
 cinnamon oleoresin ceylonFL/FR
 cinnamyl acetateFL/FR
isoeugenyl phenyl acetateFL/FR
 levisticum officinale oleoresinFL
ortho-methoxycinnamaldehydeFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl cinnamateFL/FR
 methyl eugenolFL/FR
tonka
 phthalideFL/FR
woody
 whiskey lactoneFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 amberFR
 balsamFR
 berryFR
 cinnamonFR
 dry 
 hawthornFR
 hay new mown hay foin coupeFR
 limeFR
 melon watermelon muskmelon cantaloupe 
 mintFR
 myrtleFL/FR
 oral care agents 
 spiceFR
 woodyFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 amomum testaceum ridl. fruit oil malaysia @ 12.70%
Data  GC  Search Trop  Picture
 artemisia campestris spp. glutinosa flower oil italy @ 0.40%
Data  GC  Search Trop  Picture
 artemisia variabilis flower oil italy @ trace%
Data  GC  Search Trop  Picture
 bay laurel leaf
Search Trop  Picture
 boldo leaf oil italy @ trace%
Data  GC  Search Trop  Picture
 cardamom fruit oil
Search Trop  Picture
 celery seed
Search Trop  Picture
 chamomile garden chamomile plant
Search Trop  Picture
 chamomile oil @ 0.67%
Data  GC  Search  Picture
 cistus oil @ 0.9%
Data  GC  Search Trop  Picture
 coriander seed oil
Search Trop  Picture
 coriander seed oil cuba @ 0.16%
Data  GC  Search Trop  Picture
 cumin seed
Search Trop  Picture
 cypress cone oil egypt @ 0.1%
Data  GC  Search Trop  Picture
 cypress oil @ trace%
Data  GC  Search Trop  Picture
 eucalyptus
Search  Picture
 eucalyptus globulus pseudoglobulus oil @ 0.11%
Data  GC  Search Trop  Picture
 ginger rhizome
Search Trop  Picture
 ginger rhizome oil
Search Trop  Picture
 horsemint shoot
Search Trop  Picture
 hyssop shoot
Search Trop  Picture
 labdanum leaf oil @ 0.50%
Data  GC  Search Trop  Picture
 labdanum oil @ 1.35%
Data  GC  Search Trop  Picture
 laurel leaf oil turkey @ 0.40%
Data  GC  Search Trop  Picture
 layana oil kenya @ trace%
Data  GC  Search Trop  Picture
 lemon verbena oil morocco @ 0.2%
Data  GC  Search Trop  Picture
 mint
Search  Picture
 nepeta betonicifolia c.a. meyer oil turkey @ 0.20%
Data  GC  Search Trop  Picture
 nepeta denudata benth. oil iran @ 3.40%
Data  GC  Search Trop  Picture
 parsley leaf oil @ 0.05%
Data  GC  Search Trop  Picture
 pepper black pepper fruit
Search Trop  Picture
 pepper black pepper seed
Search Trop  Picture
 peppermint leaf
Search Trop  Picture
 petitgrain sweet oil @ 0.50%
Data  GC  Search  Picture
 peucedanum petiolare (dc) boiss oil iran @ 0.20%
Data  GC  Search Trop  Picture
 pteronia oil @ 0.50%
Data  GC  Search Trop  Picture
 santolina oil @ 3.82%
Data  GC  Search Trop  Picture
 satureja viminea l. oil costa rica @ 0.20%
Data  GC  Search Trop  Picture
 spearmint oil
Search Trop  Picture
 sunflower flower
Search Trop  Picture
 tansy oil marocco @ 0.10%
Data  GC  Search Trop  Picture
 wormwood flower oil annus america @ 0.40%
Data  GC  Search Trop  Picture
 wormwood leaf oil annus america @ 0.20-0.50%
Data  GC  Search Trop  Picture
 wormwood oil annus france @ trace-0.42%
Data  GC  Search Trop  Picture
 wormwood oil italy @ 0.1%
Data  GC  Search Trop  Picture
 yarrow leaf oil @ 0.60%
Data  GC  Search Trop  Picture
 yarrow oil @ 0.80%
Data  GC  Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
 benihinal
 bicyclo[3.1.1]hept-2-ene-2-carboxaldehyde, 6,6-dimethyl-
6,6-dimethyl bicyclo(3.1.1)hept-2-ene-2-carboxaldehyde
6,6-dimethyl-2-norpinene-2-carboxaldehyde
6,6-dimethylbicyclo(3.1.1)hept-2-ene-2-carboxaldehyde
6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde
6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carboxaldehyde
7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde
2-formyl-6,6-dimethyl bicyclo(3.1.1)hept-2-ene
2-formyl-6,6-dimethyl-2-norpinene
2-formyl-6,6-dimethylbicyclo(3.1.1)hept-2-ene
2-formyl-6,6-dimethylbicyclo[3.1.1]hept-2-ene (myrtenal)
(±)-myrtenal
 pin-2-ene-1-carbaldehyde
2-norpinene-2-carboxaldehyde, 6,6-dimethyl-
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Four-Step Synthesis of the Antimalarial Cardamom Peroxide via an Oxygen Stitching Strategy.
PubMed: Anti-inflammatory and chondroprotective activity of (+)-α-pinene: structural and enantiomeric selectivity.
PubMed: Phytochemical and physical-chemical analysis of Polish willow (Salix spp.) honey: identification of the marker compounds.
PubMed: Aroma chemistry of African Oryza glaberrima and Oryza sativa rice and their interspecific hybrids.
PubMed: Production of flavours and fragrances via bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by non-conventional yeast whole-cells.
PubMed: Chirality transfer based on reversible C-C bond formation/breaking in nickel(II) complexes.
PubMed: Toxicity of Zanthoxylum piperitum and Zanthoxylum armatum oil constituents and related compounds to Stomoxys calcitrans (Diptera: Muscidae).
PubMed: Myrtenal, a natural monoterpene, down-regulates TNF-α expression and suppresses carcinogen-induced hepatocellular carcinoma in rats.
PubMed: Myrtenal attenuates diethylnitrosamine-induced hepatocellular carcinoma in rats by stabilizing intrinsic antioxidants and modulating apoptotic and anti-apoptotic cascades.
PubMed: Aframomum stipulatum (Gagnep) K. Schum and Aframomum giganteum (Oliv. & Hanb) K. Schum as Aroma Tincto Oleo Crops resources: essential oil, fatty acids, sterols, tocopherols, and tocotrienols composition of different fruit parts of Congo varieties.
PubMed: Evaluation of the antinociceptive, anti-inflammatory and gastric antiulcer activities of the essential oil from Piper aleyreanum C.DC in rodents.
PubMed: Electrophysiological and behavioral responses of the bark beetle Dendroctonus rhizophagus to volatiles from host pines and conspecifics.
PubMed: Insertion of T4-lysozyme (T4L) can be a useful tool for studying olfactory-related GPCRs.
PubMed: Myrtenal ameliorates diethylnitrosamine-induced hepatocarcinogenesis through the activation of tumor suppressor protein p53 and regulation of lysosomal and mitochondrial enzymes.
PubMed: Structure and function analyses of the purified GPCR human vomeronasal type 1 receptor 1.
PubMed: Myrtenal inhibits acetylcholinesterase, a known Alzheimer target.
PubMed: Mutual interactions between an invasive bark beetle and its associated fungi.
PubMed: Myrtenal, a controversial molecule for the proper application of the CIP Sequence Rule for multiple bonds.
PubMed: Direct synthesis of NNN-donor enantiopure scorpionate ligands by an efficient diastereoselective nucleophilic addition to imines.
PubMed: Chemical composition and biological activities of Tunisian Cuminum cyminum L. essential oil: a high effectiveness against Vibrio spp. strains.
PubMed: Absolute configuration of (-)-myrtenal by vibrational circular dichroism.
PubMed: Quantitative variation and biosynthesis of hindgut volatiles associated with the red turpentine beetle, Dendroctonus valens LeConte, at different attack phases.
PubMed: [Analysis of essential oil from different organs of Caryopteris tangutica].
PubMed: On the search for NNO-donor enantiopure scorpionate ligands and their coordination to group 4 metals.
PubMed: Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cells.
PubMed: 25 years of natural product R&D with New South Wales agriculture.
PubMed: Highly diastereoselective nucleophilic addition to myrtenal. Straightforward synthesis of an enantiopure scorpionate ligand.
PubMed: Use of gas chromatography-mass spectrometry combined with resolution methods to characterize the essential oil components of Iranian cumin and caraway.
PubMed: Synthesis of a new (1R)-(-)-myrtenal-derived dioxadithiadodecacycle and its use as an efficient chiral auxiliary.
PubMed: Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
PubMed: New synthetic routes toward enantiopure nitrogen donor ligands.
PubMed: Synthesis and cytotoxicity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)-3-methylbutane]platinum(II) complexes.
PubMed: Chemical composition, seasonal variability, and antifungal activity of Lavandula stoechas L. ssp. stoechas essential oils from stem/leaves and flowers.
PubMed: The nicholas approach to natural product hybrids.
PubMed: Signal separation and determination of the enantiomeric purity of primary amines with (-)-myrtenal--a 13C NMR study.
PubMed: Electrophysiological and behavioral responses of Dendroctonus frontalis (Coleoptera: Curculionidae) to volatiles isolated from conspecifics.
PubMed: Enantiomerically pure [1, 2-diamino-1-(4-fluorophenyl)butane]platinum(II) complexes: synthesis and antitumor activity against MCF-7 and MDA-MB 231 breast cancer and LnCaP/FGC prostate cancer cell lines.
PubMed: Transformation of terpenes using a Picea abies suspension culture.
PubMed: Synthetic routes for a new family of chiral tetradentate ligands containing pyridine rings.
PubMed: New 1,3-oxathianes derived from myrtenal: synthesis and reactivity.
PubMed: Cobalt-mediated approach for the synthesis of terpene-based hybrids.
PubMed: 1H-nuclear magnetic resonance determination of the enantiomeric purity of aliphatic primary amines, beta-aminoalcohols, beta-diamines and alpha-amino-acids with 1R-(-)-myrtenal: scope and limitations.
PubMed: [Chemical constituents in volatile oil from fruits of Alpinia oxyphylla Miq].
PubMed: Ruthenium-catalyzed reaction of alpha,beta-unsaturated imines with carbon monoxide and alkenes leading to beta,gamma-unsaturated gamma-butyrolactams: involvement of direct carbonylation at olefinic C[bond]H Bonds as a key step.
PubMed: Synthesis and antitumor activity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)propane]dichloroplatinum(II) complexes.
PubMed: Volatile components of green walnut husks.
PubMed: Decomposition of Terpenes by Ozone during Sampling on Tenax.
PubMed: Methyl salicylate and (-)-(1R,5S)-myrtenal are plant-derived repellents for black bean aphid,Aphis fabae Scop. (Homoptera: Aphididae).
PubMed: Volatile compounds in the larval frass ofDendroctonus valens andDendroctonus micans (Coleoptera: Scolytidae) in relation to oviposition by the predator,Rhizophagus grandis (Coleoptera: Rhizophagidae).
PubMed: Olfactory sensitivity of two sympatric species of rice leaf folders (Lepidoptera: Pyralidae) to plant volatiles.
PubMed: Hepatic microsomal oxygenation of aldehydes to carboxylic acids.
PubMed: Terpenoid biotransformation in mammals. V. Metabolism of (+)-citronellal, (+-)-7-hydroxycitronellal, citral, (-)-perillaldehyde, (-)-myrtenal, cuminaldehyde, thujone, and (+-)-carvone in rabbits.
PubMed: Secondary attraction and field activity of beetle-produced volatiles inDendroctonus terebrans.
PubMed: Defensive odor emission from larvae of two sawfly species,Pristiphora erichsonii andP. wesmaeli.
PubMed: The pharmacokinetics of the bronchosecretolytic ozothin after intravenous injection.
PubMed: Composition of essential oil of Ledum palustre.
PubMed: Identification and quantitative analysis of the volatile substances emitted by maturing cotton in the field.
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