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Record Information
Version	2.0
Creation Date	2015-08-17 09:18:28 -0600
Update Date	2015-09-14 16:46:27 -0600
Secondary Accession Numbers	ECMDB24004
Identification
Name:	3-keto-5-cis-tetradecenoyl-CoA
Description	In E.coli, 3-keto-5-cis-tetradecenoyl-CoA is a involved in few reactions, fatty acid oxidation complex and anaerobic fatty acid oxidation complex catalyse the reaction 3-hydroxy-5-cis-tetradecenoyl-CoA + NAD+ = 3-keto-5-cis-tetradecenoyl-CoA + NADH + H+ , and beta component fatty acid oxidation complex catalyses the reaction 3-cis-dodecenoyl-CoA + acetyl-CoA = 3-keto-5-cis-tetradecenoyl-CoA + coenzyme A (BioCyc compound: CPD-15244).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa96c4464> Close
Synonyms:	Value Source (5Z)-3-Ketotetradecenoyl-CoA(4-) ChEBI (5Z)-3-Ketotetradecenoyl-coenzyme A(4-) ChEBI (5Z)-3-Oxotetradecenoyl-coenzyme A(4-) ChEBI 3-oxo-(5Z-Tetradecenoyl)-CoA ChEBI
Chemical Formula:	C35H54N7O18P3S
Weight:	Average: 985.83 Monoisotopic: 985.248084414
InChI Key:	KADPWMJVUVWQNK-STFCKWFXSA-J
InChI:	InChI=1S/C35H58N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h11-12,21-22,24,28-30,34,46-47H,4-10,13-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/p-4/b12-11-/t24-,28-,29-,30+,34-/m1/s1
CAS number:	Not Available
IUPAC Name:	(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(5Z)-3-oxotetradec-5-enoyl]sulfanyl}ethyl)carboximidato]ethyl}butanecarboximidate
Traditional IUPAC Name:	(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(5Z)-3-oxotetradec-5-enoyl]sulfanyl}ethyl)carboximidato]ethyl}butanecarboximidate
SMILES:	[H]\C(CCCCCCCC)=C(/[H])CC(=O)CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as long-chain 3-oxoacyl coas. These are organic compounds containing a coenzyme A derivative, which is 3-oxo acylated long aliphatic chain of 13 to 21 carbon atoms.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acyl thioesters
Direct Parent	Long-chain 3-oxoacyl CoAs
Alternative Parents	Long-chain fatty acyl CoAs 2,3,4-saturated fatty acyl CoAs Coenzyme A and derivatives Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Pentose phosphates Beta amino acids and derivatives Glycosylamines 6-aminopurines Monosaccharide phosphates Organic pyrophosphates Aminopyrimidines and derivatives 1,3-dicarbonyl compounds Alkyl phosphates Imidolactams N-acyl amines N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Ketones Secondary alcohols Carbothioic S-esters Secondary carboxylic acid amides Thioesters Oxacyclic compounds Azacyclic compounds Sulfenyl compounds Hydrocarbon derivatives Primary amines Organopnictogen compounds Organic oxides Organic anions
Substituents	Coenzyme a or derivatives Purine ribonucleoside 3',5'-bisphosphate Purine ribonucleoside bisphosphate Purine ribonucleoside diphosphate Pentose phosphate Pentose-5-phosphate Ribonucleoside 3'-phosphate Beta amino acid or derivatives Glycosyl compound N-glycosyl compound 6-aminopurine Monosaccharide phosphate Organic pyrophosphate Imidazopyrimidine Purine Aminopyrimidine Alkyl phosphate N-acyl-amine 1,3-dicarbonyl compound N-substituted imidazole Organic phosphoric acid derivative Pyrimidine Monosaccharide Imidolactam Phosphoric acid ester Fatty amide Tetrahydrofuran Heteroaromatic compound Azole Imidazole Carboxamide group Ketone Carbothioic s-ester Amino acid or derivatives Secondary alcohol Secondary carboxylic acid amide Thiocarboxylic acid ester Sulfenyl compound Thiocarboxylic acid or derivatives Organoheterocyclic compound Azacycle Carboxylic acid derivative Oxacycle Alcohol Organic oxygen compound Organic nitrogen compound Hydrocarbon derivative Organopnictogen compound Carbonyl group Primary amine Organic oxide Amine Organosulfur compound Organooxygen compound Organonitrogen compound Organic anion Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	organic molecular entity (CHEBI:87707 ) 3-oxo-fatty acyl-CoA(4-) (CHEBI:87707 )
Physical Properties
State:	Not Available
Charge:	-4
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 5.78 g/L ALOGPS logP 2.57 ALOGPS logP 0.28 ChemAxon logS -2.3 ALOGPS pKa (Strongest Acidic) 0.82 ChemAxon pKa (Strongest Basic) 4.89 ChemAxon Physiological Charge -4 ChemAxon Hydrogen Acceptor Count 20 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 399 Ų ChemAxon Rotatable Bond Count 31 ChemAxon Refractivity 249.16 m³·mol⁻¹ ChemAxon Polarizability 92.97 ų ChemAxon Number of Rings 3 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:	Not Available
KEGG Pathways:	Not Available
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 splash10-000j-0000000109-65d6b6d4e5a58d567e8f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-004j-0000100009-875ae4ea8201db7c7dc2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0006-9500601201-9eb21b4f86420d110261 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-001i-0000000009-0ebd11119c6d412d85bd View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-001l-0200000019-b4e2732d3a7ca212f640 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-01rt-9400000000-3fca86e05dd982ba609c 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 87707 HMDB ID Not Available Pubchem Compound ID 90659295 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available