Record Information
Version2.0
Creation Date2015-06-08 15:08:39 -0600
Update Date2015-08-05 16:22:05 -0600
Secondary Accession Numbers
  • ECMDB23860
Identification
Name:trans-2,3-Dehydroacyl-CoA
Description:An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 2,3-trans-enoic acid
Structure
Thumb
Synonyms:
  • 2-Hydroxy-2-(4-hydroxyphenyl)acetonitrile
  • 4-Hydroxybenzaldehyde cyanonhydrin
  • a,4-Dihydroxybenzeneacetonitrile
  • alpha,4-Dihydroxybenzeneacetonitrile
  • P-Hydroxymandelonitrile
  • Para-hydroxymandelonitrile
  • α,4-dihydroxybenzeneacetonitrile
Chemical Formula:C8H7NO2
Weight:Average: 149.1467
Monoisotopic: 149.047678473
InChI Key:HOOOPXDSCKBLFG-UHFFFAOYSA-N
InChI:InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H
CAS number:Not Available
IUPAC Name:2-hydroxy-2-(4-hydroxyphenyl)acetonitrile
Traditional IUPAC Name:p-hydroxymandelonitrile
SMILES:OC(C#N)C1=CC=C(O)C=C1
Chemical Taxonomy
DescriptionThis compound 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
  • Phenol
  • Secondary alcohol
  • Cyanohydrin
  • Nitrile
  • Carbonitrile
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
  • an aromatic <i>S</i>-hydroxynitrile (CPD-648 )
Physical Properties
State:Not Available
Charge:0
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility8.37 g/LALOGPS
logP0.73ALOGPS
logP0.65ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.46ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area64.25 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.66 m³·mol⁻¹ChemAxon
Polarizability14.53 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:
Fatty acid metabolismPW000796 ThumbThumb?image type=greyscaleThumb?image type=simple
Phenylalanine metabolismPW000921 ThumbThumb?image type=greyscaleThumb?image type=simple
Propanoate metabolismPW000940 ThumbThumb?image type=greyscaleThumb?image type=simple
Tryptophan metabolismPW000815 ThumbThumb?image type=greyscaleThumb?image type=simple
beta-Alanine metabolismPW000896 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-8d18ca886b11f2e1a6afView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ul0-0900000000-eda120a2586f45ee2774View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9600000000-637cabeefa7477e84101View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-4bf6f066f0b1f5c62699View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0005-4900000000-516e37d7bcc227b9a870View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-eaeec5caa1f533a4fec8View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID18115
HMDB IDHMDB0178041
Pubchem Compound ID166768
Kegg IDC00658
ChemSpider ID145901
Wikipedia IDNot Available
BioCyc IDNot Available