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

Details

• Internal ID: be23405a-1924-4435-9d46-9f9e1170618c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,6S,7R,7aR)-6-[(2S,3S,4S)-3-ethenyl-4-(2-hydroxyethyl)-2-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-1-[(2S,3S,4S,5S,6S)-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(C4CCO)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]4CCO)C=C)O[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C33H48O19/c1-4-13-14(5-6-34)16(10-46-30(13)51-32-26(41)24(39)22(37)19(8-35)49-32)29(44)48-18-7-15-17(28(43)45-3)11-47-31(21(15)12(18)2)52-33-27(42)25(40)23(38)20(9-36)50-33/h4,10-15,18-27,30-42H,1,5-9H2,2-3H3/t12-,13-,14-,15+,18-,19+,20-,21-,22+,23+,24-,25-,26-,27-,30-,31-,32-,33-/m0/s1
• InChI Key: VSNATUGVSVGFFN-PLYQUBCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₈O₁₉
• Molecular Weight: 748.70 g/mol
• Exact Mass: 748.27897930 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: -2.30

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	98.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.14%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.00%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.53%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.04%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.62%	95.83%
CHEMBL4208	P20618	Proteasome component C5	85.31%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.05%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	83.40%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.19%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.53%	86.33%

Plants that contains it

• Dipsacus fullonum
• Strychnos lucida

Cross-Links

• PubChem: 162932854
• LOTUS: LTS0123666
• wikiData: Q105292374