CHEBI:83091 - (R)-lipoyl-AMP(1−)

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (R)-lipoyl-AMP(1−)
ChEBI ID CHEBI:83091
ChEBI ASCII Name (R)-lipoyl-AMP(1-)
Definition A lipoyl-AMP(1−) obtained by deprotonation of the phosphate OH group of (R)-lipoyl-AMP; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C18H25N5O8PS2
Net Charge -1
Average Mass 534.52400
Monoisotopic Mass 534.08877
InChI InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/p-1/t10-,11-,14-,15-,18-/m1/s1
InChIKey QWEGOCJRZOKSOE-ADUAKINBSA-M
SMILES Nc1ncnc2n(cnc12)[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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via lipoyl-AMP(1-) )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-lipoyl-AMP(1−) (CHEBI:83091) is a lipoyl-AMP(1−) (CHEBI:58923)
(R)-lipoyl-AMP(1−) (CHEBI:83091) is conjugate base of (R)-lipoyl-AMP (CHEBI:83864)
Incoming (R)-lipoyl-AMP (CHEBI:83864) is conjugate acid of (R)-lipoyl-AMP(1−) (CHEBI:83091)
IUPAC Name
5'-O-[({5-[(3R)-1,2-dithiolan-3-yl]pentanoyl}oxy)phosphinato]adenosine
Synonym Source
(R)-lipoyl-5'-AMP UniProt
Manual Xref Database
LIPOYL-AMP MetaCyc
View more database links
Last Modified
23 September 2019