CHEBI:64192 - abacavir 5'-carboxylic acid

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ChEBI Name abacavir 5'-carboxylic acid
ChEBI ID CHEBI:64192
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H16N6O2
Net Charge 0
Average Mass 300.31580
Monoisotopic Mass 300.13347
InChI InChI=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
InChIKey OCSMNHMMTKMVCP-APPZFPTMSA-N
SMILES Nc1nc(NC2CC2)c2ncn([C@@H]3C[C@@H](C=C3)C(O)=O)c2n1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
5'-oxoabacavir ChEBI
abacavir 5'-carboxylate ChEBI
abacavir carboxylate ChEBI
abacavir carboxylic acid ChEBI
Citations Waiting for Citations Types Sources
11678376 PubMed citation Europe PMC
22032494 PubMed citation Europe PMC
Last Modified
15 March 2012