methyl (1S,4aR,6S,7S,7aR)-6-[(2S,3R,4R)-4-(2,2-dimethoxyethyl)-3-ethenyl-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: e8c915f4-3df4-4e03-806f-97474329c300
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aR,6S,7S,7aR)-6-[(2S,3R,4R)-4-(2,2-dimethoxyethyl)-3-ethenyl-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=COC(C(C4CC(OC)OC)C=C)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](C[C@@H]2[C@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)OC(=O)C4=CO[C@H]([C@@H]([C@H]4CC(OC)OC)C=C)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C35H52O20/c1-6-14-15(8-22(46-3)47-4)17(11-49-32(14)54-34-28(42)26(40)24(38)20(9-36)52-34)31(45)51-19-7-16-18(30(44)48-5)12-50-33(23(16)13(19)2)55-35-29(43)27(41)25(39)21(10-37)53-35/h6,11-16,19-29,32-43H,1,7-10H2,2-5H3/t13-,14-,15-,16+,19+,20-,21-,23+,24+,25+,26+,27+,28-,29-,32+,33+,34+,35+/m1/s1
• InChI Key: DNZCAZQBJHUVDX-LAJPPLAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₂₀
• Molecular Weight: 792.80 g/mol
• Exact Mass: 792.30519404 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: -1.80

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	98.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.12%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.65%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	89.09%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.75%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.87%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.37%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.02%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL5028	O14672	ADAM10	81.82%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.69%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.08%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.86%	86.33%

Plants that contains it

• Dipsacus inermis
• Strychnos axillaris
• Strychnos lucida

Cross-Links

• PubChem: 154497623
• LOTUS: LTS0221122
• wikiData: Q104985855