2'-(5''-triphospho-α-D-ribosyl)-3'-dephospho-CoA (PAMDB120392)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120392
Identification
Name: 2'-(5''-triphospho-α-D-ribosyl)-3'-dephospho-CoA
Description:An organophosphate oxoanion that is the hexaanion formed from 2'-(5-triphosphoribosyl)-3'-dephospho-CoA by global loss of protons from the di- and tri-phospho groups.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 2'-(5''-triphospho-α-D-ribosyl)-3'-dephospho-CoA
  • 2'-(5''-triphosphoribosyl)-3'-dephospho-CoA hexaanion
  • 2-5-triphosphoribosyl-3-dephospho-CoA(6−)
Chemical Formula: C26H41N7O26P5S
Average Molecular Weight: 1054.57
Monoisotopic Molecular Weight: 1059.0901
InChI Key: NFWZJXFBUKDGOX-HWCXJHOSSA-I
InChI:InChI=1S/C26H46N7O26P5S/c1-26(2,20(38)23(39)29-4-3-14(34)28-5-6-65)9-53-63(47,48)58-61(43,44)52-8-13-17(36)19(24(54-13)33-11-32-15-21(27)30-10-31-22(15)33)56-25-18(37)16(35)12(55-25)7-51-62(45,46)59-64(49,50)57-60(40,41)42/h10-13,16-20,24-25,35-38,65H,3-9H2,1-2H3,(H,28,34)(H,29,39)(H,43,44)(H,45,46)(H,47,48)(H,49,50)(H2,27,30,31)(H2,40,41,42)/p-5/t12-,13-,16-,17-,18-,19-,20+,24-,25-/m1/s1
CAS number: Not Available
IUPAC Name:2'-(5-triphosphonato-α-D-ribofuranosyl)adenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] diphosphate}
Traditional IUPAC Name: Not Available
SMILES:CC(C)(COP([O-])(=O)OP([O-])(=O)OCC2(C(O)C(OC1(C(O)C(O)C(COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])O)O1))C(O2)N4(C=NC3(C(N)=NC=NC=34))))C(O)C(=O)NCCC(=O)NCCS
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
Kingdom Organic compounds
Super ClassNucleosides, nucleotides, and analogues
Class Purine nucleotides
Sub ClassPurine ribonucleotides
Direct Parent Purine ribonucleoside diphosphates
Alternative Parents
Substituents
  • Purine ribonucleoside diphosphate
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Beta amino acid or derivatives
  • Glycosyl compound
  • N-glycosyl compound
  • O-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Fatty amide
  • Monosaccharide
  • N-acyl-amine
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Fatty acyl
  • Imidolactam
  • Phosphoric acid ester
  • Alkyl phosphate
  • Pyrimidine
  • Tetrahydrofuran
  • Azole
  • Heteroaromatic compound
  • Imidazole
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Amino acid or derivatives
  • Carboxamide group
  • Azacycle
  • Alkylthiol
  • Organoheterocyclic compound
  • Acetal
  • Oxacycle
  • Carboxylic acid derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organic oxygen compound
  • Primary amine
  • Amine
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic anion
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
  • a small molecule (2-5-TRIPHOSPHORIBOSYL-3-DEPHOSPHO-)
Physical Properties
State: Not Available
Charge:-6
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight1054.566 g/molPubChem
XLogP3-AA-9.9 PubChem
Hydrogen Bond Donor Count9 PubChem
Hydrogen Bond Acceptor Count31 PubChem
Rotatable Bond Count25 PubChem
Exact Mass1054.051 g/molPubChem
Monoisotopic Mass1054.051 g/molPubChem
Topological Polar Surface Area514 A^2PubChem
Heavy Atom Count65 PubChem
Formal Charge-5 PubChem
Complexity1860 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count7 PubChem
Undefined Atom Stereocenter Count2 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
2'-(5''-triphospho-α-D-ribosyl)-3'-dephospho-CoA → diphosphate
Hydrogen ion + 3'-dephospho-CoA + ATP → 2'-(5''-triphospho-α-D-ribosyl)-3'-dephospho-CoA + Adenine
Pathways:
Spectra
Spectra: Not Available
References
References:
  • Hoenke S, Wild MR, Dimroth P (2000)Biosynthesis of triphosphoribosyl-dephospho-coenzyme A, the precursor of the prosthetic group of malonate decarboxylase. Biochemistry 39, Pubmed: 11052675
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
BIGG2324025
CHEBI61378
PUBCHEM25203684