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Record Information
Version	2.0
Creation Date	2012-05-31 14:34:24 -0600
Update Date	2015-06-03 17:19:35 -0600
Secondary Accession Numbers	ECMDB20231
Identification
Name:	3-Hydroxyadipyl-CoA
Description	3-hydroxyadipyl-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:0xaa1393e0> Close
Synonyms:	Not Available
Chemical Formula:	C27H44N7O20P3S
Weight:	Average: 911.659 Monoisotopic: 911.157467109
InChI Key:	OTEACGAEDCIMBS-UHFFFAOYSA-N
InChI:	InChI=1S/C27H44N7O20P3S/c1-27(2,22(41)25(42)30-6-5-16(36)29-7-8-58-18(39)9-14(35)3-4-17(37)38)11-51-57(48,49)54-56(46,47)50-10-15-21(53-55(43,44)45)20(40)26(52-15)34-13-33-19-23(28)31-12-32-24(19)34/h12-15,20-22,26,35,40-41H,3-11H2,1-2H3,(H,29,36)(H,30,42)(H,37,38)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)
CAS number:	Not Available
IUPAC Name:	6-({2-[(3-{[4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-4-hydroxy-6-oxohexanoic acid
Traditional IUPAC Name:	6-[(2-{[3-({4-[({[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-1,2-dihydroxy-3,3-dimethylbutylidene}amino)-1-hydroxypropylidene]amino}ethyl)sulfanyl]-4-hydroxy-6-oxohexanoic acid
SMILES:	CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(O)=NCCC(O)=NCCSC(=O)CC(O)CCC(O)=O
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 Pentose phosphates Ribonucleoside 3'-phosphates Beta amino acids and derivatives Glycosylamines 6-aminopurines Organic pyrophosphates Monosaccharide phosphates Medium-chain hydroxy acids and derivatives Medium-chain fatty acids Aminopyrimidines and derivatives Thia fatty acids Hydroxy fatty acids Monoalkyl phosphates Imidolactams N-substituted imidazoles N-acyl amines Tetrahydrofurans Heteroaromatic compounds Amino acids Secondary carboxylic acid amides Secondary alcohols Carbothioic S-esters Thioesters Monocarboxylic acids and derivatives Sulfenyl compounds Azacyclic compounds Carboxylic acids Oxacyclic compounds Primary amines Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
Substituents	Coenzyme a or derivatives Purine ribonucleoside diphosphate Purine ribonucleoside bisphosphate Purine ribonucleoside 3',5'-bisphosphate Ribonucleoside 3'-phosphate Pentose-5-phosphate Pentose phosphate Beta amino acid or derivatives Glycosyl compound N-glycosyl compound 6-aminopurine Pentose monosaccharide Organic pyrophosphate Monosaccharide phosphate Imidazopyrimidine Purine Medium-chain hydroxy acid Medium-chain fatty acid Aminopyrimidine Hydroxy fatty acid Monoalkyl phosphate Thia fatty acid Monosaccharide N-acyl-amine Pyrimidine N-substituted imidazole Alkyl phosphate Organic phosphoric acid derivative Fatty amide Fatty acid Phosphoric acid ester Imidolactam Heteroaromatic compound Imidazole Tetrahydrofuran Azole Amino acid Secondary carboxylic acid amide Amino acid or derivatives Carbothioic s-ester Carboxamide group Secondary alcohol Thiocarboxylic acid ester Sulfenyl compound Thiocarboxylic acid or derivatives Organoheterocyclic compound Carboxylic acid derivative Carboxylic acid Azacycle Oxacycle Monocarboxylic acid or derivatives Organopnictogen compound Organic nitrogen compound Primary amine Organosulfur compound Carbonyl group Organooxygen compound Organic oxide Organonitrogen compound Alcohol Hydrocarbon derivative Amine Organic oxygen compound Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-4
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 5.53 g/L ALOGPS logP -0.6 ALOGPS logP -4.8 ChemAxon logS -2.2 ALOGPS pKa (Strongest Acidic) 0.82 ChemAxon pKa (Strongest Basic) 4.84 ChemAxon Physiological Charge -4 ChemAxon Hydrogen Acceptor Count 22 ChemAxon Hydrogen Donor Count 11 ChemAxon Polar Surface Area 428.14 Ų ChemAxon Rotatable Bond Count 25 ChemAxon Refractivity 194.86 m³·mol⁻¹ ChemAxon Polarizability 82.46 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-Hydroxyadipyl-CoA + NAD <> Hydrogen ion + 3-Oxoadipyl-CoA + NADH 3-Hydroxyadipyl-CoA <> 2,3-dehydroadipyl-CoA + Water 2,3-didehydroadipyl-CoA + Water > 3-Hydroxyadipyl-CoA 3-Hydroxyadipyl-CoA + NAD > NADH + Hydrogen ion + 3-Oxoadipyl-CoA
SMPDB Pathways:	Phenylethylamine metabolism PW002027
KEGG Pathways:	Not Available
EcoCyc Pathways:	phenylacetate degradation I (aerobic) PWY0-321
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-000l-0891000250-53450427b4445ddd4477 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-000i-0971100000-43600e0c123cdc4895ac View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-000i-2950000000-7709eb6393c101778ef8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0563-3900020342-6a7d9365e765bff6c40f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-001i-3910120010-d2b62947f61683a275d4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-057i-6900100000-2a752edf951d085a8926 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03dl-0100000069-315247fa5b049149ef8f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-004i-1000400291-82d0d2cd53ed14c77b50 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4i-1002900000-2214263466a1eccdfa8c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0006-0000000092-3a676aa3369b3250fdca View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-059f-6300000591-255472970655e564a49d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-03fv-9302202670-081933a5fbc973aea962 View in MoNA MS Mass Spectrum (Electron Ionization) 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 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID Not Available HMDB ID HMDB0301432 Pubchem Compound ID 90 Kegg ID Not Available ChemSpider ID 88 Wikipedia ID Not Available BioCyc ID 3-HYDROXYADIPYL-COA EcoCyc ID 3-HYDROXYADIPYL-COA

Enzymes