Methyl Shikimate

Details

• Internal ID: 718868c5-5eca-44fe-9bb7-bade9e555d67
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Shikimic acids and derivatves
• IUPAC Name: methyl (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylate
• SMILES (Canonical): COC(=O)C1=CC(C(C(C1)O)O)O
• SMILES (Isomeric): COC(=O)C1=C[C@H]([C@H]([C@@H](C1)O)O)O
• InChI: InChI=1S/C8H12O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2,5-7,9-11H,3H2,1H3/t5-,6-,7-/m1/s1
• InChI Key: LSNUUAUXWJZSFD-FSDSQADBSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18 g/mol
• Exact Mass: 188.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -1.40

Synonyms

• Methyl (-)-Shikimate
• methyl (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylate
• MFCD08274584
• SCHEMBL3006812
• AKOS006286961
• (3R-(3alpha,4alpha,5beta))-3,4,5-trihydroxy-1-Cyclohexene-1-carboxylic acid methyl ester

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	96.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.20%	83.82%
CHEMBL2581	P07339	Cathepsin D	88.54%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.73%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.04%	98.75%

Plants that contains it

• Hydrangea macrophylla
• Sequoiadendron giganteum

Cross-Links

• PubChem: 10773951
• LOTUS: LTS0161079
• wikiData: Q105156676