Carveol

  • GreenMolBD CID : 102
  • Molecular Formula : C10H16O
  • Molecular Weight : 152.237
  • Exact Molecular Mass : 152.12
  • IUPAC Name : 2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
  • InChI : InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
  • InChI Key : BAVONGHXFVOKBV-UHFFFAOYSA-N
  • Canonical SMILES : CC1=CCC(CC1O)C(=C)C
  • Isomeric SMILES : CC1=CCC(CC1O)C(=C)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

1.2. Taxonomy Tree

1.3. Alternative Parent

Monocyclic monoterpenoids; Secondary alcohols; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic homomonocyclic compounds

1.5. Substituents

P-menthane monoterpenoid; Monocyclic monoterpenoid; Secondary alcohol; Organic oxygen compound; Hydrocarbon derivative; Organooxygen compound; Alcohol; Aliphatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.2797 20.23 1 1 11 1 0 0 4.73018 241.011 180.849 0.631661

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-60.726369 1.21 -4.282 -9.55599 0.9915 5.274

4. Compound Reactivity

DLP nRFG nLMR
3 0 5

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Toxic 1.70884 12704.7 0.018362 Moderate Weak Severe Degradable 0.00299251 17.7789

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
CARVEOL
99-48-9
p-Mentha-6,8-dien-2-ol
L-Carveol
p-Mentha-1,8-dien-6-ol
1-Methyl-4-isopropenyl-6-cyclohexen-2-ol
2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-
p-Mentha-1(6),8-dien-2-ol
5-Isopropenyl-2-methyl-2-cyclohexen-1-ol
(-)-Carveol
2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol
5-isopropenyl-2-methylcyclohex-2-en-1-ol
2-Methyl-5-isopropenyl-2-cyclohexen-1-ol
NSC 68313
FEMA No. 2247
CCRIS 6219
p-Mentha-6,8-dien-2-ol (VAN)
EINECS 202-757-4
6,8-p-Menthadien-2-ol
BRN 1861032
AI3-27596
CHEBI:23046
2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol
(-)-Carveol, mixture of isomers
ST094906
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enol
2-Methyl-5(1-methylethenyl)cyclohex-2-ene-1-ol
2-Methyl-5-[1-methylethenyl]-2-cyclohexen-1-ol
20307-86-2
5-isopropenyl-2-methyl-cyclohex-2-en-1-ol
2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-ol
laevo-carveol
MFCD00869995
2102-59-2
p-Mentha-6, l-
AC1L1ORJ
DSSTox_CID_4736
Mentha-6,8-dien-2-ol
D03EYA
UPCMLD-DP073
AC1Q79ER
DSSTox_RID_77515
DSSTox_GSID_24736
SCHEMBL56868
2-06-00-00102 (Beilstein Handbook Reference)
L-p-mentha-6-8-dien-2-ol
2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R-cis)-
2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1S,5R)-
GTPL6417
CHEMBL1385229
DTXSID3024736
UPCMLD-DP073:001
CTK5I0459
FEMA 2247
BAVONGHXFVOKBV-UHFFFAOYSA-N
NSC68313
Tox21_200175
ANW-41501
NSC-68313
SBB071460
AKOS015915605
FCH1117587
LS-2060
CAS-99-48-9
NCGC00091404-01
NCGC00091404-03
NCGC00091404-04
NCGC00257729-01
WLN: L6UTJ AQ B1 EY1 & U1
AN-19839
AN-24511
DR000150
OR382746
TR-030696
FT-0715464
C-47128
2-Cyclohexen-1-ol,2-methyl-5-(1-methylethenyl)-
I14-52629
22567-18-6

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Carveol
Abelmoschus esculentus (L.) Moench Pod 3
Coriandrum sativum Linn. Seed 1 , 3
Curcuma aromatica Salisb. Leaf 7
Mentha arvensis Leaf 1

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
56 androgen receptor AR Homo sapiens 17.299 743040
56 androgen receptor AR Homo sapiens 32.5853 1259247
56 androgen receptor AR Homo sapiens 43.4532 1259243
56 androgen receptor AR Homo sapiens 54.7044 1259381
57 estrogen receptor 1 ESR1 Homo sapiens 77.272 1259244
54 retinoid X receptor alpha RXRA Homo sapiens 24.6584 1159527
32 thyroid stimulating hormone receptor TSHR Homo sapiens 0.0794 926
32 thyroid stimulating hormone receptor TSHR Homo sapiens 0.0794 938
81 tumor protein p53 TP53 Homo sapiens 0.0079 924

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
318259417Chem-Space.com DatabaseSource URLSource DetailCSC000038928Source Record URL
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124596472TimTecSource URLSource DetailST094906Source Record URL
160809001AnwardSource URLSource DetailANW-41501Source Record URL
310269409Glentham Life Sciences Ltd.Source URLSource DetailGP1552Source Record URL
347865259Finetech Industry LimitedSource URLSource DetailFT-0715464Source Record URL
204435244TractusSource URLSource DetailTR-030696Source Record URL
29203923R&D ChemicalsSource URLSource Detail5098Source Record URL
126674106ChemMolSource URLSource Detail49412755Source Record URL
126678652ChemMolSource URLSource Detail49417301Source Record URL
241176624ChemMolSource URLSource Detail99185728Source Record URL
354325377iChemical Technology USA IncSource URLSource DetailEBD2638396Source Record URL
57324214NovoSeekSource URLSource Detail7438Source Record URL
355153750MuseChemSource URLSource DetailR022543Source Record URL
310258909Aurora Fine Chemicals LLCSource URLSource DetailA18.031.216Source Record URL
349519875Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM1038017Source Record URL
347737342Yuhao ChemicalSource URLSource DetailHL1286Source Record URL
347744503Yuhao ChemicalSource URLSource DetailLQ4230Source Record URL
162220777Chembase.cnSource URLSource Detail126443Source Record URL
346693863LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00194248Source Record URL
152055024AKos Consulting & SolutionsSource URLSource DetailAKOS015915605Source Record URL
223664016AN PharmaTechSource URLSource DetailAN-19839Source Record URL
223686638AN PharmaTechSource URLSource DetailAN-24511Source Record URL
103145476AAA ChemistrySource URLSource DetailAR-1G8616Source Record URL
135377468ISpharmSource URLSource DetailI14-52629Source Record URL
3596917551717 CheMall CorporationSource URLSource DetailBG06535934Source Record URL
3603740401717 CheMall CorporationSource URLSource DetailBG07215328Source Record URL
342405114Wubei-BiochemSource URLSource DetailWB460988STSource Record URL
347799619Alfa ChemistrySource URLSource Detail99-48-9Source Record URL
163214003ChemTikSource URLSource DetailCTK5I0459Source Record URL
252320600AHH Chemical co.,ltdSource URLSource DetailMT-22447Source Record URL
252356079AHH Chemical co.,ltdSource URLSource DetailMT-58044Source Record URL
316962822ParchemSource URLSource Detail13354Source Record URL