CHEBI:16257 - 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid
ChEBI ID CHEBI:16257
ChEBI ASCII Name 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2104, CHEBI:12094, CHEBI:12097, CHEBI:20533
Supplier Information
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Formula C10H13O10P
Net Charge 0
Average Mass 324.17800
Monoisotopic Mass 324.025
InChI InChI=1S/C10H13O10P/c1-4(9(12)13)19-6-2-5(10(14)15)3-7(8(6)11)20-21(16,17)18/h3,6-8,11H,1-2H2,(H,12,13)(H,14,15)(H2,16,17,18)/t6-,7-,8+/m1/s1
InChIKey QUTYKIXIUDQOLK-PRJMDXOYSA-N
SMILES O[C@H]1[C@@H](CC(=C[C@H]1OP(O)(O)=O)C(O)=O)OC(=C)C(O)=O
Metabolite of Species Details
Escherichia coli (NCBI:562) See: PubMed
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): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid (CHEBI:16257) has functional parent shikimic acid (CHEBI:16119)
5-O-(1-carboxyvinyl)-3-phosphoshikimic acid (CHEBI:16257) has role Escherichia coli metabolite (CHEBI:76971)
5-O-(1-carboxyvinyl)-3-phosphoshikimic acid (CHEBI:16257) is a phosphoshikimic acid (CHEBI:37412)
5-O-(1-carboxyvinyl)-3-phosphoshikimic acid (CHEBI:16257) is a polyunsaturated dicarboxylic acid (CHEBI:134531)
5-O-(1-carboxyvinyl)-3-phosphoshikimic acid (CHEBI:16257) is conjugate acid of 5-O-(1-carboxylatovinyl)-3-phosphonatoshikimate (CHEBI:57701)
Incoming 5-O-(1-carboxylatovinyl)-3-phosphonatoshikimate (CHEBI:57701) is conjugate base of 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid (CHEBI:16257)
IUPAC Name
(3R,4S,5R)-5-(1-carboxyethenyloxy)-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
Synonyms Sources
5-O-(1-carboxyvinyl)-3-phosphoshikimate ChEBI
5-O-(1-Carboxyvinyl)-3-phosphoshikimate KEGG COMPOUND
O5-(1-carboxyvinyl)-3-phosphoshikimate ChEBI
O5-(1-Carboxyvinyl)-3-phosphoshikimate KEGG COMPOUND
Database Links Databases
C00007627 KNApSAcK
C01269 KEGG COMPOUND
EPS PDBeChem
View more database links
Citation Waiting for Citations Type Source
17586643 PubMed citation Europe PMC
Last Modified
15 February 2017