5-O-(1-carboxyvinyl)-3-phosphoshikimic acid

Details

• Internal ID: 4a8faa63-d896-447e-abfc-415e304f9f53
• Taxonomy: Organic acids and derivatives > Organic phosphoric acids and derivatives > Phosphate esters > Alkyl phosphates > Monoalkyl phosphates
• IUPAC Name: (3R,4S,5R)-5-(1-carboxyethenoxy)-4-hydroxy-3-phosphonooxycyclohexene-1-carboxylic acid
• SMILES (Canonical): C=C(C(=O)O)OC1CC(=CC(C1O)OP(=O)(O)O)C(=O)O
• SMILES (Isomeric): C=C(C(=O)O)O[C@@H]1CC(=C[C@H]([C@H]1O)OP(=O)(O)O)C(=O)O
• 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
• InChI Key: QUTYKIXIUDQOLK-PRJMDXOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃O₁₀P
• Molecular Weight: 324.18 g/mol
• Exact Mass: 324.02463360 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: -1.80

Synonyms

• 89771-75-5
• CHEMBL317037
• CHEBI:16257
• O5-(1-Carboxyvinyl)-3-phosphoshikimate
• (3R,4S,5R)-5-(1-carboxyethenyloxy)-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
• 5-[(1-CARBOXYVINYL)OXY]-4-HYDROXY-3-(PHOSPHONOOXY)CYCLOHEX-1-ENE-1-CARBOXYLIC ACID
• 5-O-(1-carboxyvinyl)-3-phosphoshikimate
• EPSP
• 5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE
• DTXSID70331414
• QUTYKIXIUDQOLK-PRJMDXOYSA-N
• BDBM50281341
• 1-cyclohexene-1-carboxylic acid, 5-[(1-carboxyethenyl)oxy]-4-hydroxy-3-(phosphonooxy)-, (3R,4S,5R)-
• O5-(1-carboxyvinyl)-3-phosphate shikimate
• C01269
• Q3604489
• (3R,4S,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
• 1-Cyclohexene-1-carboxylic acid, 5-[(1-carboxyethenyl)oxy]-4-hydroxy-3-(phosphonooxy)-, [3R-(3alpha,4alpha,5beta)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.38%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.11%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.69%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.60%	94.45%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 439463
• LOTUS: LTS0167889
• wikiData: Q3604489