methyl (1S,4aS,6S,7R,7aS)-6-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,7-dienoyl]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: a2602fba-f34e-4bfb-a1cc-35b6ea9781d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,6S,7R,7aS)-6-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,7-dienoyl]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)OC)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C(=CCCC(C)(C=C)OC4C(C(C(C(O4)CO)O)O)O)C
• 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)/C(=C/CC[C@@](C)(C=C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)/C
• InChI: InChI=1S/C33H50O17/c1-6-33(4,50-32-27(41)25(39)23(37)20(12-35)48-32)9-7-8-14(2)28(42)46-18-10-16-17(29(43)44-5)13-45-30(21(16)15(18)3)49-31-26(40)24(38)22(36)19(11-34)47-31/h6,8,13,15-16,18-27,30-32,34-41H,1,7,9-12H2,2-5H3/b14-8+/t15-,16+,18-,19+,20+,21+,22+,23+,24-,25-,26+,27+,30-,31-,32-,33+/m0/s1
• InChI Key: FRAOYZACGUFGBH-RPEGRJMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₀O₁₇
• Molecular Weight: 718.70 g/mol
• Exact Mass: 718.30480012 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -0.80

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	99.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.69%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.82%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.87%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.35%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.58%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.79%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.69%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.26%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	82.03%	92.50%
CHEMBL5028	O14672	ADAM10	81.96%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.84%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.46%	95.83%

Plants that contains it

• Jasminum nervosum

Cross-Links

• PubChem: 11765415
• LOTUS: LTS0191030
• wikiData: Q105000044