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CHEBI:83091 - (R)-lipoyl-AMP(1−)

ChEBI IDCHEBI:83091
ChEBI Name(R)-lipoyl-AMP(1−)
Stars
ASCII Name(R)-lipoyl-AMP(1-)
DefinitionA lipoyl-AMP(1−) obtained by deprotonation of the phosphate OH group of (R)-lipoyl-AMP; major species at pH 7.3.
Last Modified23 September 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC18H25N5O8PS2
Net Charge-1
Average Mass534.533
Monoisotopic Mass534.08876
SMILESNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)CCCC[C@@H]2CCSS2)[C@@H](O)[C@H]1O
InChIInChI=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
InChIKeyQWEGOCJRZOKSOE-ADUAKINBSA-M
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
(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
UniProt Name  Source
(R)-lipoyl-5'-AMPUniProt
Manual XrefsDatabases
LIPOYL-AMPMetaCyc