(2S,3R,4S,5S,6R)-2-[(2S)-6-methyl-2-[(2R,3R,5R,8R,9S,10R,12R,13R,14S,17S)-2,3,12-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 2a386a3e-ad48-4a03-b7f3-c4568bf48f79
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S)-6-methyl-2-[(2R,3R,5R,8R,9S,10R,12R,13R,14S,17S)-2,3,12-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1(C(CC3C2CCC4C3(CC(C(C4(C)C)O)O)C)O)C)C)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@]1([C@@H](C[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@H]([C@@H](C4(C)C)O)O)C)O)C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)C
• InChI: InChI=1S/C41H70O13/c1-20(2)10-9-14-40(7,54-36-33(49)31(47)30(46)25(53-36)19-52-35-32(48)29(45)24(43)18-51-35)27-13-15-39(6)21-11-12-26-37(3,4)34(50)23(42)17-38(26,5)22(21)16-28(44)41(27,39)8/h10,21-36,42-50H,9,11-19H2,1-8H3/t21-,22+,23-,24-,25-,26+,27-,28-,29+,30-,31+,32-,33-,34+,35+,36+,38-,39+,40+,41+/m1/s1
• InChI Key: NTAGUZJPWDAQFP-ROSRTFAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₃
• Molecular Weight: 771.00 g/mol
• Exact Mass: 770.48164228 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 13
• 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	+	0.7409	74.09%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.8566	85.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5349	53.49%
P-glycoprotein inhibitior	+	0.7665	76.65%
P-glycoprotein substrate	+	0.5090	50.90%
CYP3A4 substrate	+	0.7280	72.80%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.9048	90.48%
CYP2C8 inhibition	+	0.7041	70.41%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.5820	58.20%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7763	77.63%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5927	59.27%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9301	93.01%
Acute Oral Toxicity (c)	I	0.6012	60.12%
Estrogen receptor binding	+	0.6999	69.99%
Androgen receptor binding	+	0.7344	73.44%
Thyroid receptor binding	-	0.5756	57.56%
Glucocorticoid receptor binding	+	0.6248	62.48%
Aromatase binding	+	0.6876	68.76%
PPAR gamma	+	0.7196	71.96%
Honey bee toxicity	-	0.6391	63.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9532	95.32%

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	99.09%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.89%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.94%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.29%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.14%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.10%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.02%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.95%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.58%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.50%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.48%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.49%	96.90%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.48%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.11%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.02%	86.33%
CHEMBL5957	P21589	5'-nucleotidase	84.88%	97.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.51%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	83.17%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.50%	92.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.31%	92.86%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.69%	97.36%
CHEMBL259	P32245	Melanocortin receptor 4	81.36%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.27%	92.62%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.55%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.51%	82.69%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.24%	85.31%
CHEMBL3401	O75469	Pregnane X receptor	80.10%	94.73%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 163020794
• LOTUS: LTS0078187
• wikiData: Q105185332