methyl (1S,4aS,6S,7R,7aR)-6-[(2S,3R,4S)-3-ethenyl-4-[[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]methyl]-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: 3d94fa0e-4cd8-4f2d-a378-838c788a6586
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,6S,7R,7aR)-6-[(2S,3R,4S)-3-ethenyl-4-[[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]methyl]-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(C4CC5OCC(O5)CO)C=C)OC6C(C(C(C(O6)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]4C[C@@H]5OC[C@H](O5)CO)C=C)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H52O21/c1-4-15-16(6-23-49-10-14(7-37)52-23)18(11-50-33(15)56-35-29(44)27(42)25(40)21(8-38)54-35)32(47)53-20-5-17-19(31(46)48-3)12-51-34(24(17)13(20)2)57-36-30(45)28(43)26(41)22(9-39)55-36/h4,11-17,20-30,33-45H,1,5-10H2,2-3H3/t13-,14+,15+,16-,17+,20-,21+,22+,23+,24-,25-,26-,27-,28-,29+,30+,33-,34-,35-,36-/m0/s1
• InChI Key: BDKGRKLZWISWKI-GWIJANJFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₂₁
• Molecular Weight: 820.80 g/mol
• Exact Mass: 820.30010866 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: -2.60

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.35%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.00%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.05%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.02%	95.83%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.92%	97.53%
CHEMBL5028	O14672	ADAM10	85.53%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.79%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	83.75%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.37%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.29%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.24%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.61%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.38%	94.33%
CHEMBL4040	P28482	MAP kinase ERK2	80.00%	83.82%

Plants that contains it

• Dipsacus inermis

Cross-Links

• PubChem: 162857242
• LOTUS: LTS0091222
• wikiData: Q104924331