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 No supplier information found for this compound.
Download Molfile XML SDF
Formula C10H13O10P
Net Charge 0
Average Mass 324.17800
Monoisotopic Mass 324.02463
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:txid562) 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
Manual Xrefs Databases
C00007627 KNApSAcK
C01269 KEGG COMPOUND
EPS PDBeChem
View more database links
Citation Type Source
17586643 PubMed citation Europe PMC
Last Modified
15 February 2017