Shikimate-3-phosphate

Details

• Internal ID: 908266d2-098c-4fbe-894f-ed19331843c0
• Taxonomy: Organic acids and derivatives > Organic phosphoric acids and derivatives > Phosphate esters > Alkyl phosphates > Monoalkyl phosphates
• IUPAC Name: (3R,4S,5R)-4,5-dihydroxy-3-phosphonooxycyclohexene-1-carboxylic acid
• SMILES (Canonical): C1C(C(C(C=C1C(=O)O)OP(=O)(O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@@H](C=C1C(=O)O)OP(=O)(O)O)O)O
• 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
• InChI Key: QYOJSKGCWNAKGW-PBXRRBTRSA-N
• Popularity: 162 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₁O₈P
• Molecular Weight: 254.13 g/mol
• Exact Mass: 254.01915430 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: -2.80

Synonyms

• 63959-45-5
• 3-phosphoshikimic acid
• Shikimate 3-phosphate
• Shikimate 5-phosphate
• (3R,4S,5R)-4,5-dihydroxy-3-phosphonooxycyclohexene-1-carboxylic acid
• CHEBI:17052
• (3R,4S,5R)-4,5-dihydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
• rel-(3R,4S,5R)-4,5-dihydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
• Shikimic acid 3-phosphate
• SCHEMBL67425
• CHEMBL95193
• DTXSID10981376
• BDBM100283
• S-3-P
• DISCONTINUED. See S357026
• DB04328
• C03175
• Q3604556
• 3-Phosphoshikimic acid lithium salt, >=95.0% (HPLC)
• 4,5-dihydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid
• (3R,4S,5R)-4,5-Dihydroxy-3-(phosphonooxy)cyclohex-1-enecarboxylic acid
• 1-cyclohexene-1-carboxylic acid, 4,5-dihydroxy-3-(phosphonooxy)-, (3R,4S,5R)-
• 1-Cyclohexene-1-carboxylic acid, 4,5-dihydroxy-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	97.21%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.63%	93.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.43%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.94%	95.56%

Plants that contains it

• Zea mays

Cross-Links

• PubChem: 121947
• LOTUS: LTS0217991
• wikiData: Q105345739