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Record Information
Version	2.0
Creation Date	2015-06-08 15:08:39 -0600
Update Date	2015-08-05 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	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xa83148d8> Close
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
Description	belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Phenols
Sub Class	1-hydroxy-2-unsubstituted benzenoids
Direct Parent	1-hydroxy-2-unsubstituted benzenoids
Alternative Parents	Benzene and substituted derivatives Secondary alcohols Cyanohydrins Alpha-hydroxynitriles Organopnictogen compounds Hydrocarbon derivatives Aromatic alcohols
Substituents	1-hydroxy-2-unsubstituted benzenoid Monocyclic benzene moiety Cyanohydrin Secondary alcohol Alpha-hydroxynitrile Carbonitrile Nitrile Organopnictogen compound Organooxygen compound Organonitrogen compound Alcohol Organic oxygen compound Organic nitrogen compound Aromatic alcohol Hydrocarbon derivative Aromatic homomonocyclic compound
Molecular Framework	Aromatic homomonocyclic compounds
External Descriptors	phenols (CHEBI:18115 ) an aromatic <i>S</i>-hydroxynitrile (CPD-648 )
Physical Properties
State:	Not Available
Charge:	0
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 8.37 g/L ALOGPS logP 0.73 ALOGPS logP 0.65 ChemAxon logS -1.2 ALOGPS pKa (Strongest Acidic) 9.46 ChemAxon pKa (Strongest Basic) -4.2 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 64.25 Ų ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 39.66 m³·mol⁻¹ ChemAxon Polarizability 14.53 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	(3S)-3-Hydroxyacyl-CoA <> trans-2,3-Dehydroacyl-CoA + trans-3-Enoyl-CoA + Water trans-2,3-Dehydroacyl-CoA + NADP <> trans,trans-2,3,4,5-Tetradehydroacyl-CoA + NADPH + Hydrogen ion trans-2,3-Dehydroacyl-CoA + NADP <> trans,trans-2,3,4,5-Tetradehydroacyl-CoA + NADPH + Hydrogen ion
SMPDB Pathways:	Fatty acid metabolism PW000796 Phenylalanine metabolism PW000921 Propanoate metabolism PW000940 Tryptophan metabolism PW000815 beta-Alanine metabolism PW000896
KEGG Pathways:	1,4-Dichlorobenzene degradation ec00627 Benzoate degradation via CoA ligation ec00632 Benzoate degradation via hydroxylation ec00362 Biosynthesis of unsaturated fatty acids ec01040 Butanoate metabolism ec00650 Caprolactam degradation ec00930 Fatty acid elongation in mitochondria ec00062 Fatty acid metabolism ec00071 Geraniol degradation ec00281 Limonene and pinene degradation ec00903 Lysine degradation ec00310 Metabolic pathways eco01100 Microbial metabolism in diverse environments ec01120 Phenylalanine metabolism ec00360 Propanoate metabolism ec00640 Reductive carboxylate cycle (CO2 fixation) ec00720 Tryptophan metabolism ec00380 Valine, leucine and isoleucine degradation ec00280 alpha-Linolenic acid metabolism ec00592 beta-Alanine metabolism ec00410
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-00ea-5900000000-93faf7b94d5f37a79ef6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0udi-0900000000-8d18ca886b11f2e1a6af View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0ul0-0900000000-eda120a2586f45ee2774 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-001i-9600000000-637cabeefa7477e84101 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0002-0900000000-4bf6f066f0b1f5c62699 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0005-4900000000-516e37d7bcc227b9a870 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0006-9200000000-eaeec5caa1f533a4fec8 View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 18115 HMDB ID HMDB0178041 Pubchem Compound ID 166768 Kegg ID C00658 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available