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CHEBI:64192 - abacavir 5'-carboxylic acid

ChEBI IDCHEBI:64192
ChEBI Nameabacavir 5'-carboxylic acid
Stars
DefinitionA monocarboxylic acid oxidation product of abacavir, in which the C-5' hydroxymethyl group has been oxidised to a carboxy group. One of the two major metabolites of abacavir in humans (the other is the 5'-glucuronide, CHEBI:64189).
Last Modified15 March 2012
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC14H16N6O2
Net Charge0
Average Mass300.322
Monoisotopic Mass300.13347
SMILESNc1nc(NC2CC2)c2ncn([C@H]3C=C[C@@H](C(=O)O)C3)c2n1
InChIInChI=1S/C14H16N6O2/c15-14-18-11(17-8-2-3-8)10-12(19-14)20(6-16-10)9-4-1-7(5-9)13(21)22/h1,4,6-9H,2-3,5H2,(H,21,22)(H3,15,17,18,19)/t7-,9+/m1/s1
InChIKeyOCSMNHMMTKMVCP-APPZFPTMSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
abacavir 5'-carboxylic acid (CHEBI:64192) has functional parent abacavir (CHEBI:421707)
abacavir 5'-carboxylic acid (CHEBI:64192) has role metabolite (CHEBI:25212)
abacavir 5'-carboxylic acid (CHEBI:64192) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name 
(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-ene-1-carboxylic acid
Synonyms  Source
5'-oxoabacavirChEBI
abacavir 5'-carboxylateChEBI
abacavir carboxylateChEBI
abacavir carboxylic acidChEBI
Citations