3-[(3S,4R,5R,8R,9R,10R,13S,14S,15R)-13-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-4,9,10-trimethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoic acid

Details

• Internal ID: a0fe558d-375f-4ee8-bf88-396e0887b653
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 3-[(3S,4R,5R,8R,9R,10R,13S,14S,15R)-13-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-4,9,10-trimethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C(C6(CC5)C)(CCC(C7(C)CCC(=O)O)C(=C)C)C)C(=C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@H]4[C@H]6CC[C@H]7[C@]([C@@]6(CC5)C)(CC[C@H]([C@@]7(C)CCC(=O)O)C(=C)C)C)C(=C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H76O18/c1-21(2)24-11-16-48(18-17-46(7)26(31(24)48)9-10-29-45(6,14-13-30(50)51)25(22(3)4)12-15-47(29,46)8)44(60)66-43-38(58)35(55)33(53)28(64-43)20-61-41-39(59)36(56)40(27(19-49)63-41)65-42-37(57)34(54)32(52)23(5)62-42/h23-29,31-43,49,52-59H,1,3,9-20H2,2,4-8H3,(H,50,51)/t23-,24-,25-,26+,27+,28+,29+,31-,32-,33+,34+,35-,36+,37+,38+,39+,40+,41+,42-,43-,45+,46+,47+,48-/m0/s1
• InChI Key: UPYSQKFKPGNSIY-VAYTUIHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₈
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.50316557 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6584	65.84%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7734	77.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.8845	88.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6298	62.98%
BSEP inhibitior	+	0.8342	83.42%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6224	62.24%
CYP3A4 substrate	+	0.7278	72.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8497	84.97%
CYP2C9 inhibition	-	0.9019	90.19%
CYP2C19 inhibition	-	0.9180	91.80%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	+	0.7488	74.88%
CYP inhibitory promiscuity	-	0.9681	96.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6641	66.41%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9054	90.54%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9244	92.44%
Acute Oral Toxicity (c)	I	0.4943	49.43%
Estrogen receptor binding	+	0.8352	83.52%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	-	0.5223	52.23%
Glucocorticoid receptor binding	+	0.7075	70.75%
Aromatase binding	+	0.6607	66.07%
PPAR gamma	+	0.8035	80.35%
Honey bee toxicity	-	0.6167	61.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9713	97.13%

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	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.30%	96.61%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL233	P35372	Mu opioid receptor	94.60%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.62%	97.25%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	92.39%	97.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	89.76%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.47%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.31%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.40%	92.32%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.76%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.00%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.95%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.94%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.99%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.94%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.51%	93.04%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.97%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.94%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.54%	97.33%
CHEMBL5028	O14672	ADAM10	81.48%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.95%	96.77%
CHEMBL237	P41145	Kappa opioid receptor	80.89%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.19%	100.00%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 161161363
• LOTUS: LTS0258906
• wikiData: Q105277081