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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:04 UTC
Update Date2019-07-23 06:11:08 UTC
HMDB IDHMDB0032488
Secondary Accession Numbers
  • HMDB32488
Metabolite Identification
Common NamePrenyl benzoate
DescriptionPrenyl benzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Prenyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Prenyl benzoate is a balsam, chocolate, and fruity tasting compound. Outside of the human body,.
Structure
Data?1563862268
Synonyms
ValueSource
Prenyl benzoic acidGenerator
2-Buten-1-ol, 3-methyl-, 1-benzoateHMDB
2-Buten-1-ol, 3-methyl-, benzoateHMDB
3-Methyl-2-butenyl benzoateHMDB
3-Methylbut-2-enyl benzoateHMDB
3-Nonaprenyl-4-hydroxybenzoateHMDB
Benzoic acid, 3-methyl-2-butenyl esterHMDB
Nonaprenyl-4-hydroxybenzoateHMDB
3-Methylbut-2-en-1-yl benzoic acidGenerator
Chemical FormulaC12H14O2
Average Molecular Weight190.2384
Monoisotopic Molecular Weight190.099379692
IUPAC Name3-methylbut-2-en-1-yl benzoate
Traditional Name3-methylbut-2-en-1-yl benzoate
CAS Registry Number5205-11-8
SMILES
CC(C)=CCOC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C12H14O2/c1-10(2)8-9-14-12(13)11-6-4-3-5-7-11/h3-8H,9H2,1-2H3
InChI KeyINVWRXWYYVMFQC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • Benzoate ester
  • Benzoyl
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.22 g/LALOGPS
logP3.26ALOGPS
logP3.34ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.2 m³·mol⁻¹ChemAxon
Polarizability21.64 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-066r-9200000000-ff260d9f3b3a70eb5fadSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-066r-9200000000-ff260d9f3b3a70eb5fadSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-8900000000-a77748d4560e922aa386Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kf-3900000000-dbb1f54e62eaf09db734Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9400000000-e54a9dba0aff874b342fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-9500000000-1bb12544f004d1575dd8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-2900000000-646a50b7fec8b1c80873Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00fr-4900000000-1a3b196addae213345dcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9400000000-592a725bd920f2a1dfecSpectrum
Biological Properties
Cellular Locations
  • Membrane
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
FooDB IDFDB010134
KNApSAcK IDNot Available
Chemspider ID19991
KEGG Compound IDC03885
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21265
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .

Enzymes

General function:
Involved in prenyltransferase activity
Specific function:
Catalyzes the prenylation of para-hydroxybenzoate (PHB) with an all-trans polyprenyl group. Mediates the second step in the final reaction sequence of coenzyme Q (CoQ) biosynthesis, which is the condensation of the polyisoprenoid side chain with PHB.
Gene Name:
COQ2
Uniprot ID:
Q96H96
Molecular weight:
45593.67
Reactions
Solanesyl-PP + 4-Hydroxybenzoic acid → Pyrophosphate + Prenyl benzoatedetails