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Topic summary

Carveol

Carveol
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
3D model (JSmol)
1861032 ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.002.507EC Number
  • 202-757-4
KEGG
MeSHCarveol
RTECS number
  • OS8400000
UNII
  • InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
    Key: BAVONGHXFVOKBV-UHFFFAOYSA-N
  • InChI=1/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
  • CC(=C)C1CC=C(C)C(O)C1
  • OC1C(=C/CC(/C(=C)C)C1)\C
Properties C10H16OMolar mass152.237 g·mol Density0.958 g cm Boiling point226 to 227 °C (439 to 441 °F; 499 to 500 K) Hazards GHS labelling: WarningH315, H319, H335P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501NFPA 704 (fire diamond)
1
1
0
Flash point98 °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).
X markNverify (  ?)

Carveol is a natural unsaturated, monocyclic monoterpenoidalcohol 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.

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

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.

Wikipedia source