ChemComp-EPS: 5-[(1-CARBOXYVINYL)OXY]-4-HYDROXY-3-(PHOSPHONOOXY)CYCLOHEX-1-ENE-...

Basic information

• Entry: Database: PDB chemical components / ID: EPS
• Name: Name: 5-[(1-carboxyvinyl)oxy]-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid; Synonyms: 5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE

Chemical information

Composition

Formula: C₁₀H₁₃O₁₀P / Number of atoms: 34 / Formula weight: 324.178 / Formal charge: 0

Others

1qxo

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: EPS / Model coordinates PDB-ID: 1QXO

History

Create component	Sep 15, 2003
Modify descriptor	Jun 4, 2011
Modify synonyms	Jun 5, 2020

• External links: UniChem / ChemSpider / BindingDB / Brenda / ChEBI / ChEMBL / CompTox / KEGG_Ligand / Metabolights / NMRShiftDB / Nikkaji / PubChem / Wikipedia search / Google search

Details

SMILES

• ACDLabs 10.04: O=C(O)C1=CC(OP(=O)(O)O)C(O)C(O/C(C(=O)O)=C)C1
• CACTVS 3.341: O[CH]1[CH](CC(=C[CH]1O[P](O)(O)=O)C(O)=O)OC(=C)C(O)=O
• OpenEye OEToolkits 1.5.0: C=C(C(=O)O)OC1CC(=CC(C1O)OP(=O)(O)O)C(=O)O

SMILES CANONICAL

• CACTVS 3.341: O[C@H]1[C@@H](CC(=C[C@H]1O[P](O)(O)=O)C(O)=O)OC(=C)C(O)=O
• OpenEye OEToolkits 1.5.0: C=C(C(=O)O)O[C@@H]1CC(=C[C@H]([C@H]1O)OP(=O)(O)O)C(=O)O

InChI

• InChI 1.03: 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

• InChI 1.03: QUTYKIXIUDQOLK-PRJMDXOYSA-N

SYSTEMATIC NAME

• ACDLabs 10.04: (3R,4S,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
• OpenEye OEToolkits 1.5.0: (3R,4S,5R)-4-hydroxy-5-(3-hydroxy-3-oxo-prop-1-en-2-yl)oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid

PDB entries

Showing all 2 items

PDB-1qxo:
Crystal structure of Chorismate synthase complexed with oxidized FMN and EPSP

PDB-2o0z:
Mycobacterium tuberculosis epsp synthase in complex with product (EPS)