Structural search and advanced query search is temporarily unavailable. We are working to fix this issue. Thank you for your support and patience.

Record Information
Version	2.0
Creation Date	2012-05-31 14:26:04 -0600
Update Date	2015-09-17 15:41:55 -0600
Secondary Accession Numbers	ECMDB20073
Identification
Name:	3-Hydroxy-5-oxohexanoyl-CoA
Description	3-hydroxy-5-oxohexanoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xab599ccc> Close
Synonyms:	3-hydroxy-5-oxohexanoyl-coenzyme A Adenosine 3'-phosphate 5'-diphosphate P(2)-2,2-dimethyl-3-hydroxy-3-2-2-(3-hydroxy-5-oxohexanoylthio)ethylaminocarbonylethylaminocarbonylpropyl ester Adenosine 3'-phosphoric acid 5'-diphosphoric acid P(2)-2,2-dimethyl-3-hydroxy-3-2-2-(3-hydroxy-5-oxohexanoylthio)ethylaminocarbonylethylaminocarbonylpropyl ester S-2-3-(2R)-4-(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-ylmethoxy-hydroxyphosphoryloxy-hydroxyphosphoryloxy-2-hydroxy-3,3-dimethylbutanoylaminopropanoylaminoethyl 3-hydroxy-5-oxohexanethioate S-2-3-(2R)-4-(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-ylmethoxy-hydroxyphosphoryloxy-hydroxyphosphoryloxy-2-hydroxy-3,3-dimethylbutanoylaminopropanoylaminoethyl 3-hydroxy-5-oxohexanethioic acid S-{(9R)-1-(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~- diphosphaheptadecan-17-yl} 3-hydroxy-5-oxohexanethioate (non-preferred name) S-{(9R)-1-(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~- diphosphaheptadecan-17-yl} 3-hydroxy-5-oxohexanethioic acid (non-preferred name)
Chemical Formula:	C27H44N7O19P3S
Weight:	Average: 895.66 Monoisotopic: 895.162554393
InChI Key:	LTOOEXBCTAXFSU-UHFFFAOYSA-N
InChI:	InChI=1S/C27H44N7O19P3S/c1-14(35)8-15(36)9-18(38)57-7-6-29-17(37)4-5-30-25(41)22(40)27(2,3)11-50-56(47,48)53-55(45,46)49-10-16-21(52-54(42,43)44)20(39)26(51-16)34-13-33-19-23(28)31-12-32-24(19)34/h12-13,15-16,20-22,26,36,39-40H,4-11H2,1-3H3,(H,29,37)(H,30,41)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)
CAS number:	Not Available
IUPAC Name:	(2R)-4-({[({[(2R,3S,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-N-[2-({2-[(3-hydroxy-5-oxohexanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid
Traditional IUPAC Name:	(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-[2-({2-[(3-hydroxy-5-oxohexanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid
SMILES:	CC(=O)CC(O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
Chemical Taxonomy
Description	belongs to the class of organic compounds known as 3-hydroxyacyl coas. These are organic compounds containing a 3-hydroxyl acylated coenzyme A derivative.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acyl thioesters
Direct Parent	3-hydroxyacyl CoAs
Alternative Parents	2,3,4-saturated fatty acyl CoAs Medium-chain fatty acyl CoAs Coenzyme A and derivatives Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Pentose phosphates Beta amino acids and derivatives Glycosylamines 6-aminopurines Organic pyrophosphates Monosaccharide phosphates Aminopyrimidines and derivatives Monoalkyl phosphates Beta-hydroxy ketones Imidolactams N-acyl amines N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Carbothioic S-esters Thioesters Secondary carboxylic acid amides Oxacyclic compounds Sulfenyl compounds Azacyclic compounds Hydrocarbon derivatives Primary amines Organopnictogen compounds Organic oxides
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 Pentose monosaccharide Imidazopyrimidine Purine Aminopyrimidine Monoalkyl phosphate Imidolactam Beta-hydroxy ketone Fatty amide Monosaccharide N-acyl-amine N-substituted imidazole Organic phosphoric acid derivative Alkyl phosphate Phosphoric acid ester Pyrimidine Heteroaromatic compound Tetrahydrofuran Azole Imidazole Secondary carboxylic acid amide Secondary alcohol Carboxamide group Thiocarboxylic acid ester Ketone Amino acid or derivatives Carbothioic s-ester Thiocarboxylic acid or derivatives Oxacycle Sulfenyl compound Azacycle Carboxylic acid derivative Organoheterocyclic compound Organopnictogen compound Organic nitrogen compound Alcohol Amine Organonitrogen compound Primary amine Organic oxide Hydrocarbon derivative Organooxygen compound Organosulfur compound Carbonyl group Organic oxygen compound Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	oxo-fatty acyl-CoA (CHEBI:20052 ) hydroxy fatty acyl-CoA (CHEBI:20052 )
Physical Properties
State:	Not Available
Charge:	-3
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 5.63 g/L ALOGPS logP -0.45 ALOGPS logP -5.8 ChemAxon logS -2.2 ALOGPS pKa (Strongest Acidic) 0.83 ChemAxon pKa (Strongest Basic) 4.79 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 21 ChemAxon Hydrogen Donor Count 10 ChemAxon Polar Surface Area 407.91 Ų ChemAxon Rotatable Bond Count 24 ChemAxon Refractivity 193.66 m³·mol⁻¹ ChemAxon Polarizability 79.83 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:	3-Hydroxy-5-oxohexanoate + Acetyl-CoA <> 3-Hydroxy-5-oxohexanoyl-CoA + Acetic acid Acetyl-CoA + 3-Hydroxy-5-oxohexanoate > Acetic acid + 3-Hydroxy-5-oxohexanoyl-CoA + 3-Hydroxy-5-oxohexanoyl-CoA
SMPDB Pathways:	Aminobenzoate Degradation PW000757
KEGG Pathways:	1,4-Dichlorobenzene degradation ec00627 Microbial metabolism in diverse environments ec01120
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 splash10-002r-0971000240-77191bcd8745789a55a7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-000i-0962000000-9483e55b3755699fcfe0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-000i-2940000000-6637635931076fd439c4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0059-5910031360-01780ebe8493c16aa045 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-003r-3910110010-648c47ed308f16983d43 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-057i-5900100000-595ea40e931ef28a0318 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 20052 HMDB ID Not Available Pubchem Compound ID 9543236 Kegg ID C16273 ChemSpider ID 7822209 Wikipedia ID Not Available BioCyc ID CPD-20 EcoCyc ID CPD-20

Enzymes