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4-Hydroxybenzeneacetonitrile (FDB000961)

Record Information
Version1.0
Creation date2010-04-08 22:04:47 UTC
Update date2020-02-24 19:10:18 UTC
Primary IDFDB000961
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Hydroxybenzeneacetonitrile
Description4-Hydroxybenzeneacetonitrile, also known as 4-hydroxybenzyl cyanide or 4-hydroxyphenylacetate nitrile, belongs to the class of organic compounds known as benzyl cyanides. These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group. 4-Hydroxybenzeneacetonitrile has been detected, but not quantified in, several different foods, such as cabbages (Brassica oleracea var. capitata), eggplants (Solanum melongena), quinces (Cydonia oblonga), sea-buckthornberries (Hippophae rhamnoides), and japanese chestnuts (Castanea crenata). This could make 4-hydroxybenzeneacetonitrile a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Hydroxybenzeneacetonitrile.
CAS Number14191-95-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.71 g/LALOGPS
logP1.93ALOGPS
logP1.37ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.49ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area44.02 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.33 m³·mol⁻¹ChemAxon
Polarizability13.71 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H7NO
IUPAC name2-(4-hydroxyphenyl)acetonitrile
InChI IdentifierInChI=1S/C8H7NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5H2
InChI KeyAYKYOOPFBCOXSL-UHFFFAOYSA-N
Isomeric SMILESOC1=CC=C(CC#N)C=C1
Average Molecular Weight133.1473
Monoisotopic Molecular Weight133.052763851
Classification
Description Belongs to the class of organic compounds known as benzyl cyanides. These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyl cyanides
Direct ParentBenzyl cyanides
Alternative Parents
Substituents
  • Benzyl-cyanide
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Nitrile
  • Carbonitrile
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.17%; H 5.30%; N 10.52%; O 12.02%DFC
Melting PointMp 72°DFC
Boiling PointBp 330°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
GC-MS4-Hydroxybenzeneacetonitrile, 1 TMS, GC-MS Spectrumsplash10-0006-3910000000-5b69065373b7549e8c7aSpectrum
GC-MS4-Hydroxybenzeneacetonitrile, non-derivatized, GC-MS Spectrumsplash10-0006-3910000000-5b69065373b7549e8c7aSpectrum
GC-MS4-Hydroxybenzeneacetonitrile, non-derivatized, GC-MS Spectrumsplash10-0006-1910000000-9331f203861069ed0474Spectrum
Predicted GC-MS4-Hydroxybenzeneacetonitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-2900000000-bf1f31e6c1e4941d9d39Spectrum
Predicted GC-MS4-Hydroxybenzeneacetonitrile, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00ec-7910000000-dab271e5edeb19bfb174Spectrum
Predicted GC-MS4-Hydroxybenzeneacetonitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4-Hydroxybenzeneacetonitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-014i-0900000000-b2d0abfe87e1586655912021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-ca762db7d5c96b737afe2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-da1073bca6f2c486da122015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pdi-9700000000-1da6de1cb670bd055efe2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-12c76adccbdf84710a2f2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-ea127aea9000ed0ec1b82015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-4900000000-b650f0d2690dcf7d5c162015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-a956a3a0009c6965897a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-087c1b30f86f70fe4ddc2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0203-9300000000-cb20311c3131b43875152021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-2111e8c72bfe6fb68d4b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a5c-5900000000-d67e5b67b6619eccc86b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00or-9400000000-706fea44444339db34ba2021-09-24View Spectrum
NMRNot Available
ChemSpider ID24729
ChEMBL IDNot Available
KEGG Compound IDC03766
Pubchem Compound ID26548
Pubchem Substance IDNot Available
ChEBI ID16667
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29757
CRC / DFC (Dictionary of Food Compounds) IDFCL13-X:BNX30-P
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00029532
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— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.