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Identification
YMDB IDYMDB01647
NameCarvacrol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description5-Isopropyl-2-methylphenol, also known as 2-hydroxy-p-cymene or 2-p-cymenol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Thus, 5-isopropyl-2-methylphenol is considered to be an isoprenoid lipid molecule. 5-Isopropyl-2-methylphenol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • 1-Hydroxy-5-methyl-2-isopropylbenzene
  • 1-Methyl-3-hydroxy-4-isopropylbenzene
  • 2-Hydroxy-1-isopropyl-4-methylbenzene
  • 2-Isopropyl-5-methylphenol
  • 2-Isopropyl-5-methylphenol (thymol)
  • 3-Hydroxy-1-methyl-4-isopropylbenzene
  • 3-Hydroxy-p-cymene
  • 3-Methyl-6-isopropylphenol
  • 3-p-Cymenol
  • 5-Methyl-2-(1-methylethyl)phenol
  • 5-Methyl-2-isopropyl-1-phenol
  • 5-Methyl-2-isopropylphenol
  • 6-Isopropyl-3-methylphenol
  • 6-Isopropyl-m-cresol
  • 6-Isopropyl-p-cresol
  • Isopropyl cresol
  • Isopropyl-m-cresol
  • m-Cresol, 6-isopropyl-
  • m-Thymol
  • p-Cymen-3-ol
  • p-Cymene, 3-hydroxy-
  • Phenol, 2-isopropyl-5-methyl-
  • Phenol, 5-methyl-2-(1-methylethyl)-
  • Thymate
  • Thyme camphor
  • Thymic acid
  • Thymol
  • 1-Hydroxy-2-methyl-5-isopropylbenzene
  • 1-Methyl-2-hydroxy-4-isopropylbenzene
  • 2-Hydroxy-p-cymene
  • 2-Methyl-5-(1-methylethyl)phenol
  • 2-Methyl-5-isopropylphenol
  • 2-p-Cymenol
  • 3-Isopropyl-6-methylphenol
  • 5-Isopropyl-O-cresol
  • 2-Hydroxy-4-isopropyl-1-methylbenzene
  • 2-Hydroxycymene
  • 2-Methyl-5-(1-methylethyl)-phenol
  • 3-Isopropyl-6-methyl-phenol
  • 5-Isopropyl-2-methyl-phenol
  • 6-Methyl-3-isopropylphenol
  • Antioxine
  • BENZENE,2-hydroxy,4-isopropyl,1-methyl carvacrol
  • Carvacrol
  • Cymenol
  • Cymophenol
  • FEMA 2245
  • Hydroxy-p-cymene
  • Isopropyl-O-cresol
  • Isothymol
  • Isothymol (=2-isopropyl-4-methyl phenol)
  • Karvakrol
  • Methyl-5-(1-methylethyl)phenol
  • O-Thymol
  • Oxycymol
  • p-Cymen-2-ol
  • p-Cymene-2-ol
  • p-Mentha-1,3,5-trien-2-ol
  • 5-Isopropyl-2-methylphenol
CAS number89-83-8
WeightAverage: 150.2176
Monoisotopic: 150.10446507
InChI KeyRECUKUPTGUEGMW-UHFFFAOYSA-N
InChIInChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
IUPAC Name2-methyl-5-(propan-2-yl)phenol
Traditional IUPAC Namecarvacrol
Chemical FormulaC10H14O
SMILESCC(C)C1=CC=C(C)C(O)=C1
Chemical Taxonomy
Description belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • P-cymene
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Cumene
  • Phenylpropane
  • O-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Toluene
  • Benzenoid
  • Monocyclic benzene moiety
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point51.5 °C
Experimental Properties
PropertyValueReference
Water Solubility0.9 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP3.30 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.47 g/LALOGPS
logP3.2ALOGPS
logP3.43ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)10.42ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.27 m³·mol⁻¹ChemAxon
Polarizability17.88 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
CamphorFDB014512
SpiceFDB014512
ThymolFDB014512
WoodyFDB014512
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID27607
HMDB IDHMDB01878
Pubchem Compound ID6989
Kegg IDC09908
ChemSpider ID21105867
FOODB IDFDB014512
Wikipedia IDCarvacrol
BioCyc IDNot Available