[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: d87defa4-9028-496d-9ff7-128225469fe0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C48H78O18/c1-21(2)22-10-15-48(43(60)66-42-39(59)36(56)33(53)26(64-42)20-61-40-37(57)34(54)31(51)24(18-49)62-40)17-16-46(6)23(30(22)48)8-9-28-45(5)13-12-29(44(3,4)27(45)11-14-47(28,46)7)65-41-38(58)35(55)32(52)25(19-50)63-41/h22-42,49-59H,1,8-20H2,2-7H3/t22-,23+,24+,25+,26+,27-,28+,29-,30+,31+,32+,33+,34-,35-,36-,37+,38+,39+,40+,41-,42-,45-,46+,47+,48-/m0/s1
• InChI Key: LOHPNXPOCRDJSL-JZYZLOROSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₈
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.51881563 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 2.70

Synonyms

• 3beta-(beta-D-Glucopyranosyloxy)lupa-20(29)-ene-28-oic acid 6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl ester

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.88%	97.09%
CHEMBL233	P35372	Mu opioid receptor	91.73%	97.93%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.95%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.81%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.73%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	88.77%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.11%	92.94%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.98%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.58%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	86.17%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.82%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.28%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	84.04%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.68%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.50%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.36%	96.21%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.20%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.14%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	82.88%	98.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.82%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.56%	95.83%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.12%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.10%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.03%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.90%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.58%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.61%	96.38%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.40%	97.33%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%

Plants that contains it

• Brunfelsia grandiflora
• Centaurea hermannii
• Oreopanax guatemalensis

Cross-Links

• PubChem: 88134720
• NPASS: NPC116361
• LOTUS: LTS0199850
• wikiData: Q105154715