Carveol

Carveol is a natural unsaturated, monocyclic monoterpenoid alcohol that is a constituent of spearmint essential oil in the form of cis-(−)-carveol. It is a colorless fluid soluble in oils, but insoluble in water and has an odor and flavor that resemble those of spearmint and caraway. Consequently, it is used as a fragrance in cosmetics and as a flavor additive in the food industry.

Carveol

(1R,5R)-Carveol ((–)-cis) (1S,5R)-Carveol ((–)-trans)
(1R,5S)-Carveol ((+)-trans) (1S,5S)-Carveol ((+)-cis)
Names
Preferred IUPAC name 2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol
Other names 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol Mentha-6,8-dien-2-ol
Identifiers
CAS Number	99-48-9 Y
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	1861032
ChEBI	CHEBI:23046 Y CHEBI:227 CHEBI:232
ChEMBL	ChEMBL1385229 N ChEMBL1907992 ChEMBL1908058
ChemSpider	7160 N 2006207 (5R) Y 9259214 (5S) Y 292842 (1R,5R) Y 391450 (1R,5S) Y
ECHA InfoCard	100.002.507
EC Number	202-757-4
IUPHAR/BPS	6417
KEGG	C11395 N
MeSH	Carveol
PubChem CID	7438 2724032 (5R) 11084068 (5S) 330573 (1R,5R) 443178 (1R,5S)
RTECS number	OS8400000
UNII	1L9KXT85R9 Y
CompTox Dashboard (EPA)	DTXSID3024736
InChI InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3 N Key: BAVONGHXFVOKBV-UHFFFAOYSA-N N InChI=1/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
SMILES CC(=C)C1CC=C(C)C(O)C1 OC1C(=C/CC(/C(=C)C)C1)\C
Properties
Chemical formula	C10H16O
Molar mass	152.237 g·mol−1
Density	0.958 g cm−3
Boiling point	226 to 227 °C (439 to 441 °F; 499 to 500 K)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)	1 1 0
Flash point	98 °C (208 °F; 371 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

It has been found to exhibit chemoprevention of mammary carcinogenesis (prevents breast cancer).^[1]

An alpha-trans-dihydroxy derivative, (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol, possesses potent antiparkinsonian activity in animal models.^[2]