Carveol

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title: "Carveol" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["monoterpenes", "cyclohexenols"] topic_path: "general/monoterpenes" source: "https://en.wikipedia.org/wiki/Carveol" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 460021204 | ImageFileL1 = 1R,5R-Carveol.png | ImageCaptionL1 = (1R,5R)-Carveol ((–)-cis) | ImageFileR1 = 1S,5R-Carveol.png | ImageCaptionR1 = (1S,5R)-Carveol ((–)-trans) | ImageFileL2 = 1R,5S-Carveol.png | ImageCaptionL2 = (1R,5S)-Carveol ((+)-trans) | ImageFileR2 = 1S,5S-Carveol.png | ImageCaptionR2 = (1S,5S)-Carveol ((+)-cis) | PIN = 2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol | OtherNames = 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol Mentha-6,8-dien-2-ol |Section1={{Chembox Identifiers | IUPHAR_ligand = 6417 | CASNo = 99-48-9 | CASNo_Ref = | UNII_Ref = | UNII = 1L9KXT85R9 | PubChem = 7438 | PubChem1 = 2724032 | PubChem1_Comment = (5R) | PubChem2 = 11084068 | PubChem2_Comment = (5S) | PubChem3 = 330573 | PubChem3_Comment = (1R,5R) | PubChem4 = 443178 | PubChem4_Comment = (1R,5S) | ChemSpiderID = 7160 | ChemSpiderID_Ref = | ChemSpiderID1 = 2006207 | ChemSpiderID1_Ref = | ChemSpiderID1_Comment = (5R) | ChemSpiderID2 = 9259214 | ChemSpiderID2_Ref = | ChemSpiderID2_Comment = (5S) | ChemSpiderID3 = 292842 | ChemSpiderID3_Ref = | ChemSpiderID3_Comment = (1R,5R) | ChemSpiderID4 = 391450 | ChemSpiderID4_Ref = | ChemSpiderID4_Comment = (1R,5S) | EINECS = 202-757-4 | KEGG = C11395 | KEGG_Ref = | MeSHName = Carveol | ChEMBL = 1385229 | ChEMBL1 = 1907992 | ChEMBL_Ref = | ChEMBL5 = 1908058 | ChEBI_Ref = | ChEBI = 23046 | ChEBI1=227 | ChEBI2=232 | RTECS = OS8400000 | Beilstein = 1861032 | 3DMet = B04334 | SMILES = CC(=C)C1CC=C(C)C(O)C1 | SMILES1 = OC1C(=C/CC(/C(=C)C)C1)\C | StdInChI = 1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3 | StdInChI_Ref = | InChI = 1/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3 | StdInChIKey = BAVONGHXFVOKBV-UHFFFAOYSA-N | StdInChIKey_Ref = |Section2={{Chembox Properties | C=10 | H=16 | O=1 | Density = 0.958 g cm−3 | BoilingPtC = 226 to 227 |Section3={{Chembox Hazards | GHSPictograms = | GHSSignalWord = Warning | HPhrases = | PPhrases = | NFPA-H = 1 | NFPA-F = 1 | NFPA-R = 0 | FlashPtC = 98

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.

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.

References

References

  1. (1992). "Chemoprevention of mammary carcinogenesis by hydroxylated derivatives of d-limonene". Carcinogenesis.
  2. (2011). "Highly Potent Activity of (1''R'',2''R'',6''S'')-3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol in Animal Models of Parkinson's Disease". Journal of Medicinal Chemistry.

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monoterpenescyclohexenols