methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9R,11S,12aS,14aR,14bR)-9-hydroxy-11-methoxycarbonyl-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate

Details

• Internal ID: 70a2796c-4a64-4c57-887b-3aed32e88b95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9R,11S,12aS,14aR,14bR)-9-hydroxy-11-methoxycarbonyl-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)C(=O)OC)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@](C[C@H]8O)(C)C(=O)OC)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C50H80O19/c1-22-30(53)32(55)36(59)41(64-22)68-38-33(56)31(54)25(21-51)65-42(38)69-39-35(58)34(57)37(40(60)62-9)67-43(39)66-29-14-15-48(6)26(45(29,2)3)13-16-50(8)27(48)12-11-23-24-19-46(4,44(61)63-10)20-28(52)47(24,5)17-18-49(23,50)7/h11,22,24-39,41-43,51-59H,12-21H2,1-10H3/t22-,24-,25+,26-,27+,28+,29-,30-,31-,32+,33-,34-,35-,36+,37-,38+,39+,41-,42-,43+,46-,47+,48-,49+,50+/m0/s1
• InChI Key: IKVCXYUSGMDRID-HOWOKUKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₁₉
• Molecular Weight: 985.20 g/mol
• Exact Mass: 984.52938032 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8228	82.28%
Caco-2	-	0.8946	89.46%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8470	84.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7382	73.82%
OATP1B3 inhibitior	-	0.2838	28.38%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7995	79.95%
P-glycoprotein inhibitior	+	0.7542	75.42%
P-glycoprotein substrate	-	0.6407	64.07%
CYP3A4 substrate	+	0.7378	73.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.7502	75.02%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.9107	91.07%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	+	0.7441	74.41%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.5778	57.78%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7598	75.98%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.9447	94.47%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8489	84.89%
Acute Oral Toxicity (c)	III	0.7200	72.00%
Estrogen receptor binding	+	0.7842	78.42%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	-	0.5616	56.16%
Glucocorticoid receptor binding	+	0.7600	76.00%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.8051	80.51%
Honey bee toxicity	-	0.6440	64.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9388	93.88%

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	98.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.08%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.39%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.65%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.26%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.91%	94.33%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.63%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.50%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.80%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.58%	92.50%
CHEMBL5028	O14672	ADAM10	81.14%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.14%	89.00%

Plants that contains it

• Robinia pseudoacacia

Cross-Links

• PubChem: 162911851
• LOTUS: LTS0266757
• wikiData: Q105114961