:Carveol

{{Chembox

| 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 = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| 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 = {{chemspidercite|changed|chemspider}}

| ChemSpiderID1 = 2006207

| ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID1_Comment = (5R)

| ChemSpiderID2 = 9259214

| ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID2_Comment = (5S)

| ChemSpiderID3 = 292842

| ChemSpiderID3_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID3_Comment = (1R,5R)

| ChemSpiderID4 = 391450

| ChemSpiderID4_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID4_Comment = (1R,5S)

| EINECS = 202-757-4

| KEGG = C11395

| KEGG_Ref = {{keggcite|changed|kegg}}

| MeSHName = Carveol

| ChEMBL = 1385229

| ChEMBL1 = 1907992

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL5 = 1908058

| ChEBI_Ref = {{ebicite|correct|EBI}}

| 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 = {{stdinchicite|changed|chemspider}}

| 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 = {{stdinchicite|changed|chemspider}}

}}

|Section2={{Chembox Properties

| C=10 | H=16 | O=1

| Density = 0.958 g cm⁻³

| BoilingPtC = 226 to 227

}}

|Section3={{Chembox Hazards

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319|335}}

| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}

| 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).{{cite journal | pmid = 1638695 | year = 1992 | last1 = Crowell | first1 = PL | last2 = Kennan | first2 = WS | last3 = Haag | first3 = JD | last4 = Ahmad | first4 = S | last5 = Vedejs | first5 = E | last6 = Gould | first6 = MN | title = Chemoprevention of mammary carcinogenesis by hydroxylated derivatives of d-limonene | volume = 13 | issue = 7 | pages = 1261–4 | journal = Carcinogenesis | doi=10.1093/carcin/13.7.1261}}

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.{{cite journal | doi = 10.1021/jm2001579 | title = Highly Potent Activity of (1R,2R,6S)-3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol in Animal Models of Parkinson's Disease | year = 2011 | last1 = Ardashov | first1 = Oleg V. | last2 = Pavlova | first2 = Alla V. | last3 = Il’Ina | first3 = Irina V. | last4 = Morozova | first4 = Ekaterina A. | last5 = Korchagina | first5 = Dina V. | last6 = Karpova | first6 = Elena V. | last7 = Volcho | first7 = Konstantin P. | last8 = Tolstikova | first8 = Tat’Yana G. | last9 = Salakhutdinov | first9 = Nariman F. | journal = Journal of Medicinal Chemistry | volume = 54 | issue = 11 | pages = 3866–3874 | pmid = 21534547 }}