CHEBI:17052 - 3-phosphoshikimic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways
ChEBI Name 3-phosphoshikimic acid
ChEBI ID CHEBI:17052
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11886, CHEBI:20195, CHEBI:9134, CHEBI:15084
Supplier Information
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Formula C7H11O8P
Net Charge 0
Average Mass 254.13120
InChI InChI=1S/C7H11O8P/c8-4-1-3(7(10)11)2-5(6(4)9)15-16(12,13)14/h2,4-6,8-9H,1H2,(H,10,11)(H2,12,13,14)/t4-,5-,6+/m1/s1
InChIKey QYOJSKGCWNAKGW-PBXRRBTRSA-N
SMILES O[C@@H]1CC(=C[C@@H](OP(O)(O)=O)[C@H]1O)C(O)=O
Metabolite of Species Details
Escherichia coli (NCBI:562) See: PubMed
Roles Classification
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 3-phosphoshikimic acid (CHEBI:17052) has functional parent shikimic acid (CHEBI:16119)
3-phosphoshikimic acid (CHEBI:17052) has role Escherichia coli metabolite (CHEBI:76971)
3-phosphoshikimic acid (CHEBI:17052) is a phosphoshikimic acid (CHEBI:37412)
3-phosphoshikimic acid (CHEBI:17052) is conjugate acid of 3-phosphonatoshikimate(3−) (CHEBI:145989)
Incoming 3-phosphonatoshikimate(3−) (CHEBI:145989) is conjugate base of 3-phosphoshikimic acid (CHEBI:17052)
IUPAC Name
rel-(3R,4S,5R)-4,5-dihydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
Synonyms Sources
Shikimate 3-phosphate KEGG COMPOUND
Shikimate 5-phosphate KEGG COMPOUND
Database Links Databases
C00000002 KNApSAcK
C03175 KEGG COMPOUND
DB04328 DrugBank
S3P PDBeChem
View more database links
Last Modified
25 January 2016
General Comment
2004-04-30 The numbering system used for the 3-phosphoshikimate is that of the IUPAC/IUBMB recommendations on cyclitols, sections I-8 and I-9. The use of the term '5-phosphoshikimate' for this compound is based on an earlier system of numbering.