CHEBI:58443 - SAICAR(4−)

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ChEBI Name SAICAR(4−)
ChEBI ID CHEBI:58443
ChEBI ASCII Name SAICAR(4-)
Definition An organophosphate oxoanion that is the tetraanionic form of SAICAR. It is the major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C13H15N4O12P
Net Charge -4
Average Mass 450.25380
Monoisotopic Mass 450.04460
InChI InChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/p-4/t4-,5+,8+,9+,12+/m0/s1
InChIKey NAQGHJTUZRHGAC-ZZZDFHIKSA-J
SMILES Nc1c(ncn1[C@@H]1O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]1O)C(=O)N[C@@H](CC([O-])=O)C([O-])=O
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing SAICAR(4−) (CHEBI:58443) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
SAICAR(4−) (CHEBI:58443) has role human metabolite (CHEBI:77746)
SAICAR(4−) (CHEBI:58443) is a dicarboxylic acid dianion (CHEBI:28965)
SAICAR(4−) (CHEBI:58443) is a organophosphate oxoanion (CHEBI:58945)
SAICAR(4−) (CHEBI:58443) is conjugate base of SAICAR (CHEBI:18319)
Incoming SAICAR (CHEBI:18319) is conjugate acid of SAICAR(4−) (CHEBI:58443)
IUPAC Names
(2S)-2-[5-amino-1-(5-O-phosphonato-β-D-ribosyl)imidazole-4-carboxamido]succinate
5-amino-N-[(1S)-1,2-dicarboxylatoethyl]-1-(5-O-phosphonato-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
Synonym Source
(2S)-2-[5-amino-1-(5-phospho-β-D-ribosyl)imidazole-4-carboxamido]succinate UniProt
Manual Xref Database
P-RIBOSYL-4-SUCCCARB-AMINOIMIDAZOLE MetaCyc
View more database links
Citations Waiting for Citations Types Sources
23086999 PubMed citation Europe PMC
24606918 PubMed citation Europe PMC
Last Modified
21 January 2016