methyl (1S,4aS,8S,8aS)-1-methyl-3-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(4-hydroxy-3-methoxybenzoyl)oxymethyl]oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate

Details

• Internal ID: 6b362eda-7386-47fb-9169-4d5c703b310e
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: methyl (1S,4aS,8S,8aS)-1-methyl-3-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(4-hydroxy-3-methoxybenzoyl)oxymethyl]oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate
• SMILES (Canonical): CC1C2C(CC(=O)O1)C(=COC2OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C=C4)O)OC)O)O)O)C(=O)OC
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](CC(=O)O1)C(=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC(=C(C=C4)O)OC)O)O)O)C(=O)OC
• InChI: InChI=1S/C25H30O14/c1-10-18-12(7-17(27)37-10)13(23(32)34-3)8-36-24(18)39-25-21(30)20(29)19(28)16(38-25)9-35-22(31)11-4-5-14(26)15(6-11)33-2/h4-6,8,10,12,16,18-21,24-26,28-30H,7,9H2,1-3H3/t10-,12+,16+,18+,19+,20-,21+,24-,25-/m0/s1
• InChI Key: LIVSNGMPJUCRLO-SVQDLDJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₄
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.16355563 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -0.40

Synonyms

There are no found synonyms.

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	98.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.02%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.39%	90.00%
CHEMBL2535	P11166	Glucose transporter	90.39%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	90.23%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.61%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.95%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.20%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.99%	92.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.29%	89.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.04%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.96%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	82.33%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.86%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.17%	85.14%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.80%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Gentiana pyrenaica

Cross-Links

• PubChem: 163036147
• LOTUS: LTS0207188
• wikiData: Q105152378