trans-carveol
trans-1-methyl-4-isoprpenyl-6-cyclohexen-2-ol
 
Notes:
Flavouring compound [Flavornet]
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CAS Number: 1197-07-5Picture of molecule3D/inchi
Nikkaji Web: J9.143J
Beilstein Number: 2206715
XlogP3-AA: 2.10 (est)
Molecular Weight: 152.23672000
Formula: C10 H16 O
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.95210 @  25.00 °C.
Refractive Index: 1.49560 @  20.00 °C.
Boiling Point: 108.00 °C. @ 16.00 mm Hg
Boiling Point: 231.00 to  232.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.012000 mmHg @ 25.00 °C. (est)
Flash Point: 196.00 °F. TCC ( 91.11 °C. )
logP (o/w): 2.819 (est)
Soluble in:
 alcohol
 water, 519.7 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: spicy
 
Odor Strength: medium
 
 caraway  solvent  spearmint  
Odor Description:
at 100.00 %. 
caraway solvent spearmint
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for trans-carveol usage levels up to:
  4.0000 % in the fragrance concentrate.
 
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Safety References:
EPI System: View
EPA Substance Registry Services (TSCA): 1197-07-5
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 443178
National Institute of Allergy and Infectious Diseases: Data
 (1R,5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
Chemidplus: 0002102581
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References:
Leffingwell: Chirality or Article
 (1R,5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 443178
Pubchem (sid): 135052075
Flavornet: 1197-07-5
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
CHEBI: View
CHEMBL: View
UM BBD: Search
KEGG (GenomeNet): C11409
HMDB (The Human Metabolome Database): HMDB03450
FooDB: FDB029708
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
green
green
3-hepten-2-oneFL/FR
herbal
 anethum graveolens herb oilFL/FR
 carum carvi fruit oilFL/FR
 dill seed oil indianFL/FR
minty
laevo-carveolFL/FR
laevo-carvoneFL/FR
dextro-carvoneFL/FR
cis-carvone-5,6-oxideFL/FR
 carvyl acetateFL/FR
 dihydrocarveolFL/FR
dextro-dihydrocarvoneFL/FR
trans-para-menthan-2-oneFL/FR
 spearmint absoluteFL/FR
 spearmint oil americaFL/FR
 spearmint oil terpenelessFL/FR
 tetrahydrocarvoneFL/FR
spicy
isobutyl angelateFL/FR
cis-carveolFL/FR
 cuminyl alcoholFL/FR
4-isopropyl-2-cyclohexenoneFL/FR
tonka
 mint lactoneFL/FR
 
For Flavor
 
No flavor group found for these
cis-carveolFL/FR
laevo-carveolFL/FR
cis+trans-para-1(7)8-menthadien-2-yl acetateFL
4-isopropyl-2-cyclohexenoneFL/FR
creamy
3-hepten-2-oneFL/FR
 mint lactoneFL/FR
green
isobutyl angelateFL/FR
 dihydrocarveolFL/FR
dextro-dihydrocarvoneFL/FR
herbal
 anethum graveolens herb oilFL/FR
 carum carvi fruit oilFL/FR
minty
dextro-carvoneFL/FR
laevo-carvoneFL/FR
cis-carvone-5,6-oxideFL/FR
 carvyl acetateFL/FR
trans-para-menthan-2-oneFL/FR
 spearmint absoluteFL/FR
 spearmint oil americaFL/FR
 spearmint oil terpenelessFL/FR
 tetrahydrocarvoneFL/FR
spicy
 cuminyl alcoholFL/FR
 dill seed oil indianFL/FR
 
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Potential Uses:
 acaciaFR
 allspiceFR
 allspiceFR
 angelicaFL/FR
 arnica flowerFR
 bay rumFR
 bayberryFR
 bayberryFR
 beeswax absolute replacerFR
 boldus oil replacer 
 calamus oil replacerFR
 caraway seedFL/FR
 cardamom oil replacerFR
 carnationFR
 carrot seedFL/FR
 cassiaFR
 cassia blossomFR
 chamomileFR
 cinnamonFR
 clary sage oil replacerFR
 cloveFR
 copaiba balsamFL/FR
 corianderFL/FR
 croton eluteria barkFL/FR
 cumin oil replacerFR
 currant bud absolute replacerFL/FR
 curry leafFL/FR
 cypress oil replacerFR
 dill weedFL/FR
 dogwoodFR
 elder flowerFR
 galangal rootFL/FR
 geraniumFR
 gingerFR
 ginger white gingerFR
 gingerbreadFR
 graham crackerFR
 guaiacwoodFL/FR
 habubaFR
 hinoki oil replacerFR
 hollyberryFR
 hopFR
 jonquilFR
 maceFR
 majaFR
 marjoramFL/FR
 mimosaFR
 mustardFL
 myrrhFR
 nutmegFR
 osmanthusFR
 parsley leafFL/FR
 pepperFR
 pepper black pepperFL/FR
 pepper chili pepper 
 pepper tabasco pepperFL
 pepper tree berryFL/FR
 pine needleFL/FR
 pizzaFR
 pumpkin pieFR
 resedaFR
 root beerFR
 rose dog roseFR
 rose moss roseFR
 saffronFR
 sarsaparillaFL
 sassafrasFR
 snake rootFL/FR
 spiceFR
 spicewoodFR
 spikenard oil replacerFR
 tansy oil replacerFL/FR
 tarragon oil replacerFL/FR
 tea black teaFL
 tolu balsamFR
 wasabiFL
 watercress nasturtium 
 worcestershire sauceFL
 wormwood oil replacerFR
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Occurrence (nature, food, other): note
 achillea tenuifolia lam. flower oil iran @ 0.30%
Data  GC  Search Trop  Picture
 bay laurel leaf
Search Trop  Picture
 bombycilaena erecta oil greece @ 2.60%
Data  GC  Search Trop  Picture
 caraway flower oil
Search Trop  Picture
 caraway seed
Search Trop  Picture
 caraway seed oil @ 0.01-1.15%
Data  GC  Search Trop  Picture
 cascarilla bark oil @ 0.08%
Data  GC  Search Trop  Picture
 celery oil
Search Trop  Picture
 celery seed oil
Search Trop  Picture
 celery seed oil CO2 extract india @ 0.03%
Data  GC  Search Trop  Picture
 celery seed oil india @ 0.13%
Data  GC  Search Trop  Picture
 cistus oil @ 0.2%
Data  GC  Search Trop  Picture
 crithmum maritimum l. oil turkey @ <0.10%
Data  GC  Search Trop  Picture
 dill seed
Search Trop  Picture
 eucalyptus globulus bicostata oil @ 0.25%
Data  GC  Search Trop  Picture
 eucalyptus globulus bud oil @ 0.08%
Data  GC  Search Trop  Picture
 eucalyptus globulus maidenii f. muell oil @ 0.25%
Data  GC  Search Trop  Picture
 eucalyptus globulus oil @ 0.12%
Data  GC  Search Trop  Picture
 eucalyptus globulus oil rwanda @ 0.03%
Data  GC  Search Trop  Picture
 eucalyptus globulus pseudoglobulus oil @ 0.45%
Data  GC  Search Trop  Picture
 fleabane oil @ 0.80%
Data  GC  Search Trop  Picture
 gingergrass oil @ 3.05%
Data  GC  Search Trop  Picture
 grapefruit oil california @ trace%
Data  GC  Search Trop  Picture
 heracleum candolleanum rhizome oil india @ 0.20%
Data  GC  Search Trop  Picture
 horsemint shoot
Search Trop  Picture
 hyptis spicigera lam. oil mali @ trace-0.10%
Data  GC  Search Trop  Picture
 labdanum leaf oil @ trace%
Data  GC  Search Trop  Picture
 laurel leaf oil turkey @ 0.20%
Data  GC  Search Trop  Picture
 lemon verbena oil morocco @ 0.4%
Data  GC  Search Trop  Picture
 lemon verbena oil turkey @ 0.36%
Data  GC  Search Trop  Picture
 lemongrass oil morocco @ 0.40%
Data  GC  Search Trop  Picture
 lime oil distilled mexico @ trace%
Data  GC  Search Trop  Picture
 mandarin fruit
Search Trop  Picture
 mandarin oil uruguay @ 0.01-0.02%
Data  GC  Search Trop  Picture
 mangrove bark red oil cuba @ trace%
Data  GC  Search Trop  Picture
 marjoram pot oil turkey @ 0.00-0.04%
Data  GC  Search Trop  Picture
 mikan peel oil @ trace%
Data  GC  Search Trop  Picture
 myrtle oil @ 0.10%
Data  GC  Search Trop  Picture
 nepeta denudata benth. oil iran @ 0.50%
Data  GC  Search Trop  Picture
 oregano shoot oil
Search Trop  Picture
 pepper black pepper fruit
Search Trop  Picture
 pepper black pepper fruit oil
Search Trop  Picture
 pepper black pepper seed oil
Search Trop  Picture
 petitgrain sweet oil @ 0.20%
Data  GC  Search  Picture
 peucedanum petiolare (dc) boiss oil iran @ 0.20%
Data  GC  Search Trop  Picture
 pteronia oil @ 0.30%
Data  GC  Search Trop  Picture
 rosemary plant
Search Trop  Picture
 sage oil reunion @ 0.20%
Data  GC  Search Trop  Picture
 spearmint leaf
Search Trop  Picture
 spearmint oil
Search Trop  Picture
 spearmint oil america @ 0.11-0.17%
Data  GC  Search Trop  Picture
 thymus richardii pers. subsp. nitidus (guss.) jalas oil italy @ 0.50%
Data  GC  Search Trop  Picture
 valerian root oil @ trace-0.1%
Data  GC  Search Trop  Picture
 vassoura oil @ <0.01%
Data  GC  Search Trop  Picture
 wormseed oil america @ 1.06%
Data  GC  Search Trop  Picture
 wormseed oil spain @ 1.5%
Data  GC  Search Trop  Picture
 wormseed oil spain @ 2.28%
Data  GC  Search Trop  Picture
 wormwood oil italy @ trace%
Data  GC  Search Trop  Picture
 yarrow oil @ 0.50%
Data  GC  Search Trop  Picture
 yuzu peel oil c.p. @ trace%
Data  GC  Search Trop  Picture
 yuzu peel oil CO2 extract @ trace-0.01%
Data  GC  Search Trop  Picture
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Synonyms:
(-)-trans-carveol
2-cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R,5S)-
2-cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, trans-
trans-p-mentha-1,8-dien-6-ol
trans-para-mentha-1,8-dien-6-ol
p-mentha-6,8-dien-2-ol, trans-
trans-1-methyl-4-isoprpenyl-6-cyclohexen-2-ol
(1S-trans)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol
(1S-trans)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-ol
(1R,5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol
(1R,5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
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Articles:
PubMed: Chemical composition, cytotoxicity and in vitro antitrypanosomal and antiplasmodial activity of the essential oils of four Cymbopogon species from Benin.
PubMed: Chemical composition and biological activities of Tunisian Cuminum cyminum L. essential oil: a high effectiveness against Vibrio spp. strains.
PubMed: Improved reactor performance and operability in the biotransformation of carveol to carvone using a solid-liquid two-phase partitioning bioreactor.
PubMed: Phosphotungstic acid as a versatile catalyst for the synthesis of fragrance compounds by alpha-pinene oxide isomerization: solvent-induced chemoselectivity.
PubMed: Enhanced bioproduction of carvone in a two-liquid-phase partitioning bioreactor with a highly hydrophobic biocatalyst.
PubMed: Inhibitory effects of substrate and product on the carvone biotransformation activity of Rhodococcus erythropolis.
PubMed: Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L.
PubMed: Regio- and stereoselective fungal oxyfunctionalisation of limonenes.
PubMed: Analysis of volatile components from Ziziphora taurica subsp. taurica by steam distillation, superheated-water extraction, and direct thermal desorption with GCxGC-TOFMS.
PubMed: Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint.
PubMed: Essential oil composition of aerial parts of Angelica glauca growing wild in North-West Himalaya (India).
PubMed: Volatile chemicals identified in extracts from newly hybrid citrus, dekopon (Shiranuhi mandarin Suppl. J.).
PubMed: Effects of storage conditions on the composition of Citrus tamurana Hort. ex Tanaka (hyuganatsu) essential oil.
PubMed: Metabolism of (+)- and (-)-limonenes to respective carveols and perillyl alcohols by CYP2C9 and CYP2C19 in human liver microsomes.
PubMed: Hydroxylation of specifically deuterated limonene enantiomers by cytochrome p450 limonene-6-hydroxylase reveals the mechanism of multiple product formation.
PubMed: Sex differences in the metabolism of (+)- and (-)-limonene enantiomers to carveol and perillyl alcohol derivatives by cytochrome p450 enzymes in rat liver microsomes.
PubMed: Biotransformation of D-limonene to (+) trans-carveol by toluene-grown Rhodococcus opacus PWD4 cells.
PubMed: Characterization of the odor-active volatiles in citrus Hyuganatsu (Citrus tamurana Hort. ex Tanaka).
PubMed: Hydroxylation of limonene enantiomers and analogs by recombinant (-)-limonene 3- and 6-hydroxylases from mint (Mentha) species: evidence for catalysis within sterically constrained active sites.
PubMed: Functional expression of regiospecific cytochrome P450 limonene hydroxylases from mint (Mentha spp.) in Escherichia coli and saccharomyces cerevisiae.
PubMed: Regiospecific cytochrome P450 limonene hydroxylases from mint (Mentha) species: cDNA isolation, characterization, and functional expression of (-)-4S-limonene-3-hydroxylase and (-)-4S-limonene-6-hydroxylase.
PubMed: Effects of R-(+)-limonene on submerged cultures of the terpene transforming basidiomycete Pleurotus sapidus.
PubMed: Biosynthesis of the monoterpenes limonene and carvone in the fruit of caraway. I. Demonstration Of enzyme activities and their changes with development
PubMed: Cytochrome P450 limonene hydroxylases of Mentha species.
PubMed: Biochemical characterization of a spearmint mutant that resembles peppermint in monoterpene content.
PubMed: Monoterpene biosynthesis: specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves.
PubMed: Biochemical and Histochemical Localization of Monoterpene Biosynthesis in the Glandular Trichomes of Spearmint (Mentha spicata).
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