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Record Information
Version	2.0
Creation Date	2012-05-31 14:20:04 -0600
Update Date	2015-09-18 13:41:03 -0600
Secondary Accession Numbers	ECMDB11121
Identification
Name:	trans-2-Enoyl-OPC6-CoA
Description	trans-2-Enoyl-OPC6-CoA participates in alpha-linolenic acid metabolism. trans-2-Enoyl-OPC6-CoA is converted from OPC6-CoA via acyl-CoA oxidase [EC:1.3.3.6]. &
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xabf0b968> Close
Synonyms:	Not Available
Chemical Formula:	C37H58N7O18P3S
Weight:	Average: 1013.879 Monoisotopic: 1013.277188313
InChI Key:	IEENEQSEOWXDQK-CFJMVVCHSA-N
InChI:	InChI=1S/C37H58N7O18P3S/c1-4-5-7-11-24-23(13-14-25(24)45)10-8-6-9-12-28(47)66-18-17-39-27(46)15-16-40-35(50)32(49)37(2,3)20-59-65(56,57)62-64(54,55)58-19-26-31(61-63(51,52)53)30(48)36(60-26)44-22-43-29-33(38)41-21-42-34(29)44/h5,7,9,12,21-24,26,30-32,36,48-49H,4,6,8,10-11,13-20H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b7-5-,12-9+/t23?,24-,26+,30?,31-,32-,36+/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)-6-[(1R,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hex-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)-6-[(1R,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hex-2-enoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid
SMILES:	CC\C=C/C[C@@H]1C(=O)CCC1CCC\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 2-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphoethanolamine.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Glycerophospholipids
Sub Class	Glycerophosphoethanolamines
Direct Parent	2-acyl-sn-glycero-3-phosphoethanolamines
Alternative Parents	Phosphoethanolamines Fatty acid esters Dialkyl phosphates Carboxylic acid esters Amino acids and derivatives Monocarboxylic acids and derivatives Primary alcohols Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
Substituents	2-monoacyl-sn-glycero-3-phosphoethanolamine Phosphoethanolamine Fatty acid ester Dialkyl phosphate Organic phosphoric acid derivative Fatty acyl Alkyl phosphate Phosphoric acid ester Amino acid or derivatives Carboxylic acid ester Carboxylic acid derivative Monocarboxylic acid or derivatives Organooxygen compound Organonitrogen compound Hydrocarbon derivative Alcohol Primary aliphatic amine Organic oxide Organopnictogen compound Organic nitrogen compound Carbonyl group Organic oxygen compound Amine Primary amine Primary alcohol Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic 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 4.1 g/L ALOGPS logP 1.87 ALOGPS logP -1.9 ChemAxon logS -2.4 ALOGPS pKa (Strongest Acidic) 0.82 ChemAxon pKa (Strongest Basic) 4.93 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 28 ChemAxon Refractivity 238.66 m³·mol⁻¹ ChemAxon Polarizability 96.6 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 splash10-000i-2709010201-3cda4ac22ad4040b5273 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0079-1918020000-18c671727dd2c89ebc3f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-000i-2904000000-589208db9c45ba84a442 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-01qa-8971344604-aae5d5bec55f3048a624 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-001i-3920201001-57cbae113322b2696b0f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-057i-5900100000-8334774483a6e8b25113 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 HMDB11121 Pubchem Compound ID Not Available Kegg ID C16332 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available