Record Information
Version1.0
Creation date2010-04-08 22:09:58 UTC
Update date2019-11-26 03:06:06 UTC
Primary IDFDB012063
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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). 3-Pentadecylphenol has been detected, but not quantified in, nuts. This could make 3-pentadecylphenol a potential biomarker for the consumption of these foods.
CAS Number501-24-6
Structure
Thumb
Synonyms
SynonymSource
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
3-n-Pentadecylphenolbiospider
Anacardol, tetrahydro-biospider
Phenol, 3-pentadecyl-biospider
Phenol, m-pentadecyl- (8CI)biospider
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
Chemical FormulaC21H36O
IUPAC name3-pentadecylphenol
InChI IdentifierInChI=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
Isomeric SMILESCCCCCCCCCCCCCCCC1=CC(O)=CC=C1
Average Molecular Weight304.5099
Monoisotopic Molecular Weight304.276615774
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 82.83%; H 11.92%; O 5.25%DFC
Melting PointMp 54.5°DFC
Boiling PointBp1.5 197°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3-Pentadecylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0aba-6930000000-6ec30dd35ffe1caccdeaSpectrum
Predicted GC-MS3-Pentadecylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-9746000000-1f245ad0ce5ea087ce93Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0509000000-97901704cab6b92153ddSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0119000000-b4af0b70182ac2ec755fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-4943000000-d12ff4ba1d1a3c6b7d86Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9630000000-8420a263ac217e9acae4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-98b0df779e77d9c8ae2dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0019000000-4a2a9ec9c00bddef2558Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0m53-4591000000-3c7bfeb1e812e4665327Spectrum
NMRNot Available
ChemSpider ID61454
ChEMBL IDCHEMBL34689
KEGG Compound IDNot Available
Pubchem Compound ID68146
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33872
CRC / DFC (Dictionary of Food Compounds) IDHCX19-H:HCX19-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference