Methyl 3,4,5-trihydroxycyclohexene-1-carboxylate

Details

• Internal ID: ddecda49-8f2c-4fdd-a14e-1d0254979f58
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Shikimic acids and derivatves
• IUPAC Name: methyl 3,4,5-trihydroxycyclohexene-1-carboxylate
• SMILES (Canonical): COC(=O)C1=CC(C(C(C1)O)O)O
• SMILES (Isomeric): COC(=O)C1=CC(C(C(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
• InChI Key: LSNUUAUXWJZSFD-UHFFFAOYSA-N
• Popularity: 8 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 3,4,5-trihydroxycyclohexene-1-carboxylate
• Shikimic Acid Methyl Ester
• METHYL 3,4,5-TRIHYDROXYCYCLOHEX-1-ENE-1-CARBOXYLATE
• MFCD08274584
• NSC280656
• SCHEMBL1716907
• DTXSID40961363
• CHEBI:182136
• AKOS027439524
• AS-0235
• NSC-280656
• SY326748
• FT-0672119
• Methyl (3R,4S,5R)-3,4,5-Trihydroxy-1-cyclohexenecarboxylate

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: 430652
• LOTUS: LTS0080922
• wikiData: Q82942760