Record Information
Version1.0
Creation date2010-04-08 22:05:20 UTC
Update date2020-02-24 19:10:29 UTC
Primary IDFDB002351
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCardanolmonoene
Description3-[(8E)-Pentadec-8-en-1-yl]phenol, also known as 3-(8-pentadecenyl)-(Z)-phenol or 3-[(8e)-pentadec-8-en-1-yl]phenol, 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-[(8E)-Pentadec-8-en-1-yl]phenol is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 3-[(8E)-Pentadec-8-en-1-yl]phenol has been detected, but not quantified in, a few different foods, such as cashew nuts, fats and oils, and nuts. This could make 3-[(8E)-pentadec-8-en-1-yl]phenol a potential biomarker for the consumption of these foods.
CAS Number501-26-8
Structure
Thumb
Synonyms
SynonymSource
3-(8-Pentadecenyl)-(Z)-phenolHMDB
3-(8-Pentadecenyl)phenolHMDB
AnacardolHMDB
Cardanol15:1HMDB
GinkgolHMDB
Cardanolmonoenedb_source
Phenol, 3-(8-pentadecenyl)-, (Z)-biospider
Predicted Properties
PropertyValueSource
Water Solubility3.4e-05 g/LALOGPS
logP8.76ALOGPS
logP8.05ChemAxon
logS-7ALOGPS
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 Count13ChemAxon
Refractivity98.61 m³·mol⁻¹ChemAxon
Polarizability40.25 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC21H34O
IUPAC name3-[(8E)-pentadec-8-en-1-yl]phenol
InChI IdentifierInChI=1S/C21H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h7-8,15,17-19,22H,2-6,9-14,16H2,1H3/b8-7+
InChI KeyYLKVIMNNMLKUGJ-BQYQJAHWSA-N
Isomeric SMILESCCCCCC\C=C\CCCCCCCC1=CC(O)=CC=C1
Average Molecular Weight302.4941
Monoisotopic Molecular Weight302.26096571
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointBp4 221-223°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
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0adi-4920000000-21cc31e8dd72fa3132bbJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0adi-6925000000-69832e6d5b4985aee96aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0119000000-0e9570cefa21ef6c3ebaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udj-6953000000-0acecc39e8a5d9e80c66JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9840000000-517b60b15958b2ce409eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-0d35362553aa46ba8b22JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0019000000-3c27a1c3658d3f613fceJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pbi-4591000000-9197497c9b22c5c35cf2JSpectraViewer
ChemSpider ID4474945
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5315696
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30482
CRC / DFC (Dictionary of Food Compounds) IDHCX19-H:CKN06-E
EAFUS IDNot Available
Dr. Duke IDANACARDOL
BIGG IDNot Available
KNApSAcK IDC00002643
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 / Bioactivities
DescriptorIDDefinitionReference
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).