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Record Information
Version	2.0
Creation Date	2012-05-31 14:20:01 -0600
Update Date	2015-09-18 13:41:03 -0600
Secondary Accession Numbers	ECMDB11120
Identification
Name:	trans-2-Enoyl-OPC4-CoA
Description	trans-2-Enoyl-OPC4-CoA participates in alpha-linolenic acid metabolism. trans-2-Enoyl-OPC4-CoA is converted from OPC4-CoA via acyl-CoA oxidase [EC:1.3.3.6]
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xab2ce164> Close
Synonyms:	Not Available
Chemical Formula:	C35H54N7O18P3S
Weight:	Average: 985.826 Monoisotopic: 985.245888185
InChI Key:	QSAQFDYWYNLXEC-XIFSABRGSA-N
InChI:	InChI=1S/C35H54N7O18P3S/c1-4-5-6-9-22-21(11-12-23(22)43)8-7-10-26(45)64-16-15-37-25(44)13-14-38-33(48)30(47)35(2,3)18-57-63(54,55)60-62(52,53)56-17-24-29(59-61(49,50)51)28(46)34(58-24)42-20-41-27-31(36)39-19-40-32(27)42/h5-7,10,19-22,24,28-30,34,46-47H,4,8-9,11-18H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b6-5-,10-7+/t21?,22-,24+,28?,29-,30-,34+/m0/s1
CAS number:	Not Available
IUPAC Name:	(2R)-4-({[({[(2R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2E)-4-[(1S,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]but-2-enoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid
Traditional IUPAC Name:	(2R)-4-[({[(2R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2E)-4-[(1S,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]but-2-enoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid
SMILES:	CC\C=C/C[C@@H]1C(=O)CCC1C\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@H](C(O)[C@H]1OP(=O)(O)O)N1C=NC2=C1N=CN=C2N
Chemical Taxonomy
Description	belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acyl thioesters
Direct Parent	Acyl CoAs
Alternative Parents	Coenzyme A and derivatives Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Pentose phosphates Glycosylamines Organic pyrophosphates Monosaccharide phosphates 6-aminopurines Monoalkyl phosphates Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Tetrahydrofurans Heteroaromatic compounds Thioesters Secondary alcohols Cyclic ketones Carbothioic S-esters Amino acids and derivatives Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Carboximidic acids Azacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
Substituents	Coenzyme a or derivatives Purine ribonucleoside diphosphate Purine ribonucleoside bisphosphate Purine ribonucleoside 3',5'-bisphosphate Ribonucleoside 3'-phosphate Pentose-5-phosphate Pentose phosphate N-glycosyl compound Glycosyl compound Pentose monosaccharide Organic pyrophosphate Monosaccharide phosphate 6-aminopurine Purine Imidazopyrimidine Monoalkyl phosphate Aminopyrimidine Imidolactam Alkyl phosphate Pyrimidine Phosphoric acid ester Organic phosphoric acid derivative N-substituted imidazole Monosaccharide Heteroaromatic compound Tetrahydrofuran Imidazole Azole Carbothioic s-ester Cyclic ketone Thiocarboxylic acid ester Secondary alcohol Ketone Amino acid or derivatives Oxacycle Azacycle Organoheterocyclic compound Organic 1,3-dipolar compound Propargyl-type 1,3-dipolar organic compound Sulfenyl compound Thiocarboxylic acid or derivatives Carboxylic acid derivative Carboximidic acid derivative Carboximidic acid Organic nitrogen compound Organic oxygen compound Organopnictogen compound Organic oxide Hydrocarbon derivative Primary amine Organosulfur compound Organooxygen compound Organonitrogen compound Carbonyl group Amine Alcohol Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Solid
Charge:	-3
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 4.63 g/L ALOGPS logP 1.44 ALOGPS logP -1.6 ChemAxon logS -2.3 ALOGPS pKa (Strongest Acidic) 0.83 ChemAxon pKa (Strongest Basic) 4.79 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 20 ChemAxon Hydrogen Donor Count 9 ChemAxon Polar Surface Area 387.68 Ų ChemAxon Rotatable Bond Count 26 ChemAxon Refractivity 229.46 m³·mol⁻¹ ChemAxon Polarizability 93.32 ų ChemAxon Number of Rings 4 ChemAxon Bioavailability 0 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:
SMPDB Pathways:	fatty acid oxidation PW000758
KEGG Pathways:	alpha-Linolenic acid metabolism ec00592
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00kr-1955000202-5d08d97d79e99312ab01 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-000l-1962200000-0d7323dde0e7850c77ba View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-000i-2921000000-aedd8ca2ab6e4e7c2c2e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00lr-4961343507-4587777a0a2cfe59d368 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-001i-3910201000-893fb9d9f76379b2c898 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-057i-5900100000-8c2d52c748035a3cbc78 View in MoNA
References
References:	Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID Not Available HMDB ID HMDB11120 Pubchem Compound ID Not Available Kegg ID C16336 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available