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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:38:43 UTC
Update Date2019-07-23 06:14:33 UTC
HMDB IDHMDB0033872
Secondary Accession Numbers
  • HMDB33872
Metabolite Identification
Common Name3-Pentadecylphenol
Description3-Pentadecylphenol, also known as cyclogallipharaol or tetrahydro-anacardol, belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. 3-Pentadecylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3-Pentadecylphenol has been detected, but not quantified in, nuts. This could make 3-pentadecylphenol a potential biomarker for the consumption of these foods.
Structure
Data?1563862473
Synonyms
ValueSource
3-Pentadecyl-phenolHMDB
3-Pentadecyl phenolHMDB
5-PentadecylphenolHMDB
1-Hydroxy-3-pentadecylbenzeneHMDB
2-Deoxy-urushiol IHMDB
3-N-PentadecylphenolHMDB
Anacardol?HMDB
Cardanol C15:0HMDB
Cardolite NC-507HMDB
CyclogallipharaolHMDB
CyclogallipharolHMDB
HydrocardanolHMDB
HydroginkgolHMDB
m-PentadecylphenolHMDB
Phenol, m-pentadecyl- (8ci)HMDB
Tetrahydro-anacardolHMDB
TetrahydroanacardolHMDB
Chemical FormulaC21H36O
Average Molecular Weight304.5099
Monoisotopic Molecular Weight304.276615774
IUPAC Name3-pentadecylphenol
Traditional Namephenol, 3-pentadecyl-
CAS Registry Number501-24-6
SMILES
CCCCCCCCCCCCCCCC1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C21H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h15,17-19,22H,2-14,16H2,1H3
InChI KeyPTFIPECGHSYQNR-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class1-hydroxy-4-unsubstituted benzenoids
Direct Parent1-hydroxy-4-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point54.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.6e-05 g/LALOGPS
logP8.94ALOGPS
logP8.41ChemAxon
logS-6.9ALOGPS
pKa (Strongest Acidic)10.11ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity97.49 m³·mol⁻¹ChemAxon
Polarizability41.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aba-6930000000-6ec30dd35ffe1caccdeaSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-03di-9746000000-1f245ad0ce5ea087ce93Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0509000000-97901704cab6b92153ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0119000000-b4af0b70182ac2ec755fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-4943000000-d12ff4ba1d1a3c6b7d86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9630000000-8420a263ac217e9acae4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-98b0df779e77d9c8ae2dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0019000000-4a2a9ec9c00bddef2558Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0m53-4591000000-3c7bfeb1e812e4665327Spectrum
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 IDFDB012063
KNApSAcK IDNot Available
Chemspider ID61454
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound68146
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .