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EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

trans-carveol
trans-1-methyl-4-isoprpenyl-6-cyclohexen-2-ol

Supplier Sponsors

Name:	(1R,5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
CAS Number:	1197-07-5	3D/inchi
FDA UNII:	W241K84ZSQ
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, Edge 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

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

Organoleptic Properties:

Odor Type: spicy

caraway solvent spearmint

Odor Description:at 100.00 %. caraway solvent spearmint

Odor and/or flavor descriptions from others (if found).

Cosmetic Information:

None found

Suppliers:

None found

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

Safety in Use Information:

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for trans-carveol usage levels up to:
	4.0000 % in the fragrance concentrate.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

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

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

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (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

Potential Blenders and core components note

For Odor

green

3-

hepten-2-one
FL/FR

herbal

anethum graveolens herb oil
FL/FR

carum carvi fruit oil
FL/FR

dill seed oil indian
FL/FR

minty

laevo-

dextro-

laevo-

cis-

carvone-5,6-oxide
FL/FR

carvyl acetate
FL/FR

dihydrocarveol
FL/FR

dextro-

dihydrocarvone
FL/FR

trans-para-

menthan-2-one
FL/FR

spearmint absolute
FL/FR

spearmint oil america
FL/FR

spearmint oil terpeneless
FL/FR

tetrahydrocarvone
FL/FR

spicy

iso

butyl angelate
FL/FR

cis-

cuminyl alcohol
FL/FR

4-iso

propyl-2-cyclohexenone
FL/FR

tonka

mint lactone
FL/FR

For Flavor

No flavor group found for these

cis-

cis+trans-para-1(7)8-

menthadien-2-yl acetate
FL

4-iso

propyl-2-cyclohexenone
FL/FR

creamy

creamy

3-

hepten-2-one
FL/FR

mint lactone
FL/FR

green

iso

butyl angelate
FL/FR

dihydrocarveol
FL/FR

dextro-

dihydrocarvone
FL/FR

herbal

anethum graveolens herb oil
FL/FR

carum carvi fruit oil
FL/FR

minty

laevo-

laevo-

dextro-

cis-

carvone-5,6-oxide
FL/FR

carvyl acetate
FL/FR

trans-para-

menthan-2-one
FL/FR

spearmint absolute
FL/FR

spearmint oil america
FL/FR

spearmint oil terpeneless
FL/FR

tetrahydrocarvone
FL/FR

spicy

cuminyl alcohol
FL/FR

dill seed oil indian
FL/FR

Potential Uses:

FR	acacia
FR	allspice
FR	allspice
FL/FR	angelica
FR	arnica flower
FR	bay rum
FR	bayberry
FR	bayberry
FR	beeswax absolute replacer
	boldus oil replacer
FR	calamus oil replacer
FL/FR	caraway seed
FR	cardamom oil replacer
FR	carnation
FL/FR	carrot seed
FR	cassia
FR	cassia blossom
FR	chamomile
FR	cinnamon
FR	clary sage oil replacer
FR	clove
FL/FR	copaiba balsam
FL/FR	coriander
FL/FR	croton eluteria bark
FR	cumin oil replacer
FL/FR	currant bud absolute replacer
FL/FR	curry leaf
FR	cypress oil replacer
FL/FR	dill weed
FR	dogwood
FR	elder flower
FL/FR	galangal root
FR	geranium
FR	ginger
FR	ginger white ginger
FR	gingerbread
FR	graham cracker
FL/FR	guaiacwood
FR	habuba
FR	hinoki oil replacer
FR	hollyberry
FR	hop
FR	jonquil
FR	mace
FR	maja
FL/FR	marjoram
FR	mimosa
FL	mustard
FR	myrrh
FR	nutmeg
FR	osmanthus
FL/FR	parsley leaf
FR	pepper
FL/FR	pepper black pepper
	pepper chili pepper
FL	pepper tabasco pepper
FL/FR	pepper tree berry
FL/FR	pine needle
FR	pizza
FR	pumpkin pie
FR	reseda
FR	root beer
FR	rose dog rose
FR	rose moss rose
FR	saffron
FL	sarsaparilla
FR	sassafras
FL/FR	snake root
FR	spice
FR	spicewood
FR	spikenard oil replacer
FL/FR	tansy oil replacer
FL/FR	tarragon oil replacer
FL	tea black tea
FR	tolu balsam
FL	wasabi
	watercress nasturtium
FL	worcestershire sauce
FR	wormwood oil replacer

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

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

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).

Notes:

Flavouring compound [Flavornet]

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