2-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethyl (1S,4aS,6S,7R,7aS)-6-(2,3-dihydroxybenzoyl)oxy-7-methyl-1-[(2S,3R,4S,5S,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: 031bdbb9-1336-42a4-ae4d-df9d23bbbfcc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 2-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethyl (1S,4aS,6S,7R,7aS)-6-(2,3-dihydroxybenzoyl)oxy-7-methyl-1-[(2S,3R,4S,5S,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)OCCC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C6=C(C(=CC=C6)O)O
• SMILES (Isomeric): C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OCC[C@H]3[C@H]([C@@H](OC=C3C(=O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)C6=C(C(=CC=C6)O)O
• InChI: InChI=1S/C40H52O22/c1-4-16-17(20(34(51)54-3)13-56-37(16)61-39-32(49)30(47)28(45)24(11-41)59-39)8-9-55-35(52)21-14-57-38(62-40-33(50)31(48)29(46)25(12-42)60-40)26-15(2)23(10-19(21)26)58-36(53)18-6-5-7-22(43)27(18)44/h4-7,13-17,19,23-26,28-33,37-50H,1,8-12H2,2-3H3/t15-,16+,17-,19+,23-,24+,25+,26+,28+,29+,30-,31-,32+,33+,37-,38-,39-,40-/m0/s1
• InChI Key: GOEVPRKRDIYZPG-XIBUIZCCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₂₂
• Molecular Weight: 884.80 g/mol
• Exact Mass: 884.29502328 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: -0.20

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	99.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	97.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.66%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	92.84%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.96%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.78%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.65%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.47%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	85.22%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL5028	O14672	ADAM10	84.15%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.39%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.02%	86.92%
CHEMBL4530	P00488	Coagulation factor XIII	82.76%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.60%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.19%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.10%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%

Plants that contains it

• Gentiana depressa

Cross-Links

• PubChem: 101663344
• LOTUS: LTS0192831
• wikiData: Q105013821