4-CARVOMENTHENOL (CHEM005030)

Record Information
Version1.0
Creation Date2016-05-19 01:57:27 UTC
Update Date2026-05-14 19:26:10 UTC
Accession NumberCHEM005030
Identification
Common Name4-CARVOMENTHENOL
ClassSmall Molecule
Description
A terpineol that is 1-menthene carrying a hydroxy substituent at position 4.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Feces
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • PFAS
  • Phytotoxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-p-Menth-1-en-4-olChEBI
1-Isopropyl-4-methylcyclohex-3-en-1-olChEBI
1-Menthene-4-olChEBI
1-Methyl-4-isopropyl-1-cyclohexen-4-olChEBI
1-p-Menthen-4-olChEBI
1-Para-menthen-4-olChEBI
1-Terpinen-4-olChEBI
4-CarvomenthenolChEBI
4-Methyl-1-(1-methylethyl)-3-cyclohexen-1-olChEBI
4-Methyl-1-isopropyl-3-cyclohexen-1-olChEBI
alpha-Terpinen-4-olChEBI
Terpene-4-olChEBI
Terpin-4-en-1-olChEBI
Terpinen-4-olChEBI
Terpinene-4-olChEBI
Terpinenol-4ChEBI
Terpineol-4ChEBI
a-Terpinen-4-olGenerator
Α-terpinen-4-olGenerator
1-Isopropyl-4-methyl-3-cyclohexen-1-olHMDB
4-TerpineolHMDB
alpha -Terpinen-4-olHMDB
FEMA 2248HMDB
OriganolHMDB
p-Menth-1-en-4-olChEBI
(R)-1-Isopropyl-4-methyl-3-cyclohexen-1-olMeSH
Chemical FormulaC10H18O
Average Molecular Mass154.253 g/mol
Monoisotopic Mass154.136 g/mol
CAS Registry Number562-74-3
IUPAC Name4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol
Traditional Nameterpinen-4-ol
SMILESCC(C)C1(O)CCC(C)=CC1
InChI IdentifierInChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3
InChI KeyWRYLYDPHFGVWKC-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.5 g/LALOGPS
logP2.81ALOGPS
logP2.33ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)20ChemAxon
pKa (Strongest Basic)-0.61ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.31 m³·mol⁻¹ChemAxon
Polarizability18.7 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDDB12816
HMDB IDHMDB0035833
FooDB IDFDB014601
Phenol Explorer IDNot Available
KNApSAcK IDC00029544
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID10756
ChEBI ID78884
PubChem Compound ID11230
Kegg Compound IDC17073
YMDB IDYMDB01790
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21760828
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22998411
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23292030
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23469686
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23649340
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24349880
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24460330
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24731375
9. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
10. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
11. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
12. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
13. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
14. The lipid handbook with CD-ROM