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CHEBI:86459 - (R)-lipoyl-GMP

ChEBI IDCHEBI:86459
ChEBI Name(R)-lipoyl-GMP
Stars
ASCII Name(R)-lipoyl-GMP
DefinitionAn acyclic mixed acid anhydride that results from the formal condensation of the phosphoryl group of GMP with the carboxyl group of lipoic acid.
Last Modified27 July 2015
SubmitterAnne Morgat
DownloadsMolfile
FormulaC18H26N5O9PS2
Net Charge0
Average Mass551.540
Monoisotopic Mass551.09096
SMILESNc1nc(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)OC(=O)CCCC[C@@H]4CCSS4)[C@@H](O)[C@H]3O)c2n1
InChIInChI=1S/C18H26N5O9PS2/c19-18-21-15-12(16(27)22-18)20-8-23(15)17-14(26)13(25)10(31-17)7-30-33(28,29)32-11(24)4-2-1-3-9-5-6-34-35-9/h8-10,13-14,17,25-26H,1-7H2,(H,28,29)(H3,19,21,22,27)/t9-,10-,13-,14-,17-/m1/s1
InChIKeyCBFBRENOWPXOON-GDHWZLSQSA-N
Roles Classification
Biological Role:
mammalian metabolite  Any animal metabolite produced during a metabolic reaction in mammals.
ChEBI Ontology
Outgoing Relation(s)
(R)-lipoyl-GMP (CHEBI:86459) has functional parent (R)-lipoic acid (CHEBI:30314)
(R)-lipoyl-GMP (CHEBI:86459) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
(R)-lipoyl-GMP (CHEBI:86459) has role mammalian metabolite (CHEBI:75768)
(R)-lipoyl-GMP (CHEBI:86459) is a acyclic mixed acid anhydride (CHEBI:37787)
(R)-lipoyl-GMP (CHEBI:86459) is a dithiolanes (CHEBI:39192)
(R)-lipoyl-GMP (CHEBI:86459) is a purine ribonucleoside 5'-monophosphate (CHEBI:37021)
(R)-lipoyl-GMP (CHEBI:86459) is conjugate acid of (R)-lipoyl-GMP(1−) (CHEBI:86460)
Incoming Relation(s)
(R)-lipoyl-GMP(1−) (CHEBI:86460) is conjugate base of (R)-lipoyl-GMP (CHEBI:86459)
IUPAC Name 
5'-O-[({5-[(3R)-1,2-dithiolan-3-yl]pentanoyl}oxy)(hydroxy)phosphoryl]guanosine
Synonym  Source
(R)-lipoyl adenylateChEBI
Citations