3-oxo-5,6-didehydrosuberyl-CoA (PAMDB120223)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120223
Identification
Name: 3-oxo-5,6-didehydrosuberyl-CoA
Description:An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxo-5,6-dehydrosuberic acid.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (5Z)-7-carboxy-3-oxohept-5-enoyl-CoA
Chemical Formula: C29H39N7O20P3S
Average Molecular Weight: 930.643
Monoisotopic Molecular Weight: 935.1575
InChI Key: IFFFDKYRRUVOFP-KIOIQADTSA-I
InChI:InChI=1S/C29H44N7O20P3S/c1-29(2,24(43)27(44)32-8-7-18(38)31-9-10-60-20(41)11-16(37)5-3-4-6-19(39)40)13-53-59(50,51)56-58(48,49)52-12-17-23(55-57(45,46)47)22(42)28(54-17)36-15-35-21-25(30)33-14-34-26(21)36/h3-4,14-15,17,22-24,28,42-43H,5-13H2,1-2H3,(H,31,38)(H,32,44)(H,39,40)(H,48,49)(H,50,51)(H2,30,33,34)(H2,45,46,47)/p-5/b4-3-/t17-,22-,23-,24+,28-/m1/s1
CAS number: Not Available
IUPAC Name:Not Available
Traditional IUPAC Name: Not Available
SMILES:CC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(CC=CCC(=O)[O-])=O)COP(=O)(OP(=O)(OCC1(C(OP([O-])(=O)[O-])C(O)C(O1)N3(C2(=C(C(N)=NC=N2)N=C3))))[O-])[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as 3-oxo-acyl coas. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.
Kingdom Organic compounds
Super ClassLipids and lipid-like molecules
Class Fatty Acyls
Sub ClassFatty acyl thioesters
Direct Parent 3-oxo-acyl CoAs
Alternative Parents
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
  • Medium-chain fatty acid
  • Aminopyrimidine
  • Hydroxy fatty acid
  • Fatty acid
  • Fatty amide
  • Imidolactam
  • Monosaccharide
  • N-acyl-amine
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Phosphoric acid ester
  • 1,3-dicarbonyl compound
  • Pyrimidine
  • Unsaturated fatty acid
  • Imidazole
  • Heteroaromatic compound
  • Azole
  • Oxolane
  • Amino acid
  • Carbothioic s-ester
  • Ketone
  • Carboxamide group
  • Amino acid or derivatives
  • Carboxylic acid salt
  • Thiocarboxylic acid ester
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Sulfenyl compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Thiocarboxylic acid or derivatives
  • Carbonyl group
  • Organopnictogen compound
  • Organic nitrogen compound
  • Alcohol
  • Primary amine
  • Organic oxide
  • Amine
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organosulfur compound
  • Organic oxygen compound
  • Organic anion
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
  • a small molecule (CPD0-2364)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight930.641 g/molPubChem
XLogP3-AA-5.4 PubChem
Hydrogen Bond Donor Count5 PubChem
Hydrogen Bond Acceptor Count25 PubChem
Rotatable Bond Count24 PubChem
Exact Mass930.118 g/molPubChem
Monoisotopic Mass930.118 g/molPubChem
Topological Polar Surface Area457 A^2PubChem
Heavy Atom Count60 PubChem
Formal Charge-5 PubChem
Complexity1670 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count5 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count1 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
3-oxo-5,6-didehydrosuberyl-CoA semialdehyde + NADP+ + Water → 3-oxo-5,6-didehydrosuberyl-CoA + NADPH + Hydrogen ion
2,3-didehydroadipyl-CoA + acetyl-CoA → 3-oxo-5,6-didehydrosuberyl-CoA + coenzyme A
Pathways:
  • phenylacetate degradation I (aerobic)PWY0-321
    Spectra
    Spectra: Not Available
    References
    References:
    • Teufel R, Mascaraque V, Ismail W, Voss M, Perera J, Eisenreich W, Haehnel W, Fuchs G (2010)Bacterial phenylalanine and phenylacetate catabolic pathway revealed. Proceedings of the National Academy of Sciences of the United States of America 107, Pubmed: 20660314
    • Teufel R, Gantert C, Voss M, Eisenreich W, Haehnel W, Fuchs G (2011)Studies on the mechanism of ring hydrolysis in phenylacetate degradation: a metabolic branching point. The Journal of biological chemistry 286, Pubmed: 21296885
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CHEBI63253
    PUBCHEM46926111