Basic information
- CAS
89771-75-5- Standard SMILES
C=C(O[C@@H]1CC(C(=O)O)=C[C@@H](OP(=O)(O)O)[C@H]1O)C(=O)O- InChIKey
QUTYKIXIUDQOLK-PRJMDXOYSA-N- Molecular formula
- C10H13O10P
- Average molar mass
- 324.18 g/mol
- Monoisotopic mass
- 324.0246336
Overview
5-O-(1-carboxyvinyl)-3-phosphoshikimic acid is a polyunsaturated dicarboxylic acid and a phosphoshikimic acid. It has a role as an Escherichia coli metabolite. It is functionally related to a shikimic acid. It is a conjugate acid of a 5-O-(1-carboxylatovinyl)-3-phosphonatoshikimate.
Names & identifiers
- Preferred name
- 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid
- IUPAC
- (3R,4S,5R)-5-(1-carboxyethenoxy)-4-hydroxy-3-phosphonooxycyclohexene-1-carboxylic acid
- English name
- 5-enol-pyruvoylshikimate 3-phosphate (EPSP)
- Molecular formula
- C10H13O10P
- Molecular weight
- 324.18
Names & synonyms
5-O-(1-carboxyvinyl)-3-phosphoshikimic acid89771-75-5CHEBI:16257DTXSID70331414(3R,4S,5R)-5-(1-carboxyethenyloxy)-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acidRefChem:1073183DTXCID20282508O5-(1-Carboxyvinyl)-3-phosphoshikimateCHEMBL3170375-O-(1-carboxyvinyl)-3-phosphoshikimate5-[(1-CARBOXYVINYL)OXY]-4-HYDROXY-3-(PHOSPHONOOXY)CYCLOHEX-1-ENE-1-CARBOXYLIC ACID1-cyclohexene-1-carboxylic acid, 5-[(1-carboxyethenyl)oxy]-4-hydroxy-3-(phosphonooxy)-, (3R,4S,5R)-
Show more names
5-enol-pyruvoylshikimate 3-phosphate (EPSP)
EPSP5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATEorb3179715SCHEMBL29359693QUTYKIXIUDQOLK-PRJMDXOYSA-NBDBM50281341(3R,4S,5R)-5-(1-carboxyethenoxy)-4-hydroxy-3-phosphonooxycyclohexene-1-carboxylic acid(3R,4S,5R)-5-((1-Carboxyvinyl)oxy)-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
Database identifiers
Properties
Computed structural properties
- XLogP
- -1.8
- Topological polar surface area
- 171 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 6
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 532
Physicochemical properties
- Boiling point
- 724 · 724.0±70.0 °C(Predicted)
- Density
- 1.75 · 1.75±0.1 g/cm3(Predicted)
- pka
- 1.85 · 1.85±0.10(Predicted)
Chemistry & industry
Upstream & downstream products
Downstream products
Suppliers2 total
北京秦岭医药科技有限公司010-61241352 18901327973 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
Additional notes
DefinitionChEBI: 5-O-(1-carboxyvinyl)-3-phosphoshikimic acid is a phosphoshikimic acid and a polyunsaturated dicarboxylic acid. It has a role as an Escherichia coli metabolite. It is functionally related to a shikimic acid. It is a conjugate acid of a 5-O-(1-carboxylatovinyl)-3-phosphonatoshikimate.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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