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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:54:06 UTC
Update Date2019-01-11 19:47:52 UTC
HMDB IDHMDB0034107
Secondary Accession Numbers
  • HMDB34107
Metabolite Identification
Common NameChavicol
DescriptionChavicol is found in allspice. Chavicol is found in many essential oils, e.g. anise and Gardenia. Chavicol is used in perfumery and flavours.
Structure
Data?1547236072
Synonyms
ValueSource
4-(2-Propenyl)phenolChEBI
4-(Prop-2-enyl)-phenolChEBI
4-AllylphenolChEBI
gamma-(P-Hydroxyphenyl)-alpha-propyleneChEBI
P-AllylphenolChEBI
P-ChavicolChEBI
P-HydroxyallylbenzeneChEBI
g-(P-Hydroxyphenyl)-a-propyleneGenerator
γ-(P-hydroxyphenyl)-α-propyleneGenerator
3-(P-Hydroxyphenyl)-1-propeneHMDB
4-(2-Propenyl)-phenolHMDB
alpha -PropyleneHMDB
laquo gammaraquo -(P-Hydroxyphenyl)-alpha -propyleneHMDB
P-Allyl-phenolHMDB
P-HydroxyallylpropeneHMDB
Phenol, 4-(2-propenyl)- (9ci)HMDB
Phenol, P-allyl- (8ci)HMDB
Chemical FormulaC9H10O
Average Molecular Weight134.1751
Monoisotopic Molecular Weight134.073164942
IUPAC Name4-(prop-2-en-1-yl)phenol
Traditional Namechavicol
CAS Registry Number501-92-8
SMILES
OC1=CC=C(CC=C)C=C1
InChI Identifier
InChI=1S/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7,10H,1,3H2
InChI KeyRGIBXDHONMXTLI-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class1-hydroxy-2-unsubstituted benzenoids
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point16 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.46 g/LALOGPS
logP2.46ALOGPS
logP2.77ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)9.5ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.33 m³·mol⁻¹ChemAxon
Polarizability14.95 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a7i-5900000000-11cee9744d22eb93e167View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05c6-5910000000-7900910b5dbf1db02b3aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-a1d20c3e3cabaf3d7046View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-2900000000-e73bf4d314fb93006997View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9400000000-40119cbfc7560de6be63View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-617b61173e6f36fe521eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-8e1744ff0d8d0e413886View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fsl-6900000000-c8e8472546321e19a5b5View in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012373
KNApSAcK IDC00000621
Chemspider ID21105856
KEGG Compound IDC16930
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChavicol
METLIN IDNot Available
PubChem Compound68148
PDB IDNot Available
ChEBI ID50158
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .