cis-2-Hydroxy 4-methoxycinnamic acid 2-glucoside

Details

• Internal ID: 763638f2-0b92-4839-b6cc-621a91bc7914
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (Z)-3-[4-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
• SMILES (Canonical): COC1=CC(=C(C=C1)C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)/C=C\C(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H20O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3-/t11-,13-,14+,15-,16-/m1/s1
• InChI Key: FQWZGEBZILOCET-QEQKPWIDSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₉
• Molecular Weight: 356.32 g/mol
• Exact Mass: 356.11073221 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.60

Synonyms

• MEGxp0_001980
• 2-beta-D-Glucopyranosyloxy-4-methoxy-cis-cinnamic acid
• CHEBI:181633
• AKOS040739179
• NCGC00384792-01
• cis-2-beta-d-glucopyranosyloxy-4-methoxy-cinnamic acid
• (Z)-3-[4-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
• NCGC00384792-01_C16H20O9_2-Propenoic acid, 3-[2-(beta-D-glucopyranosyloxy)-4-methoxyphenyl]-, (2Z)-

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.08%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.14%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.45%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.41%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.87%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.66%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.45%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.46%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.68%	95.50%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 24094157
• LOTUS: LTS0087087
• wikiData: Q104999970