CHEBI:86459 - (R)-lipoyl-GMP

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (R)-lipoyl-GMP
ChEBI ID CHEBI:86459
ChEBI ASCII Name (R)-lipoyl-GMP
Definition An acyclic mixed acid anhydride that results from the formal condensation of the phosphoryl group of GMP with the carboxyl group of lipoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
Download Molfile XML SDF
Formula C18H26N5O9PS2
Net Charge 0
Average Mass 551.53100
Monoisotopic Mass 551.09096
InChI InChI=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
InChIKey CBFBRENOWPXOON-GDHWZLSQSA-N
SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCC[C@@H]2CCSS2)[C@@H](O)[C@H]1O
Roles Classification
Biological Role(s): mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 (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 adenylate ChEBI
Citation Waiting for Citations Type Source
11382754 PubMed citation SUBMITTER
Last Modified
27 July 2015