(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: bc79364b-4f40-4b77-981f-0c9b8c120fb7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)OC9C(C(C(CO9)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)C)NC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)C)NC1
• InChI: InChI=1S/C50H81NO19/c1-20-9-14-50(51-17-20)21(2)32-30(70-50)16-28-26-8-7-24-15-25(10-12-48(24,5)27(26)11-13-49(28,32)6)65-47-43(69-45-39(60)36(57)33(54)22(3)63-45)40(61)41(31(18-52)66-47)67-46-42(37(58)34(55)23(4)64-46)68-44-38(59)35(56)29(53)19-62-44/h7,20-23,25-47,51-61H,8-19H2,1-6H3/t20-,21+,22+,23+,25+,26-,27+,28+,29-,30+,31-,32+,33+,34+,35+,36-,37-,38-,39-,40+,41-,42-,43-,44+,45+,46+,47-,48+,49+,50-/m1/s1
• InChI Key: RMXBEFPNQXHZDG-FCGMIGJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₁NO₁₉
• Molecular Weight: 1000.20 g/mol
• Exact Mass: 999.54027935 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8227	82.27%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9165	91.65%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	+	0.6394	63.94%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9497	94.97%
CYP2C9 inhibition	-	0.9216	92.16%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7614	76.14%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4623	46.23%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.6850	68.50%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7961	79.61%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9274	92.74%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.8686	86.86%
Androgen receptor binding	+	0.6619	66.19%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6482	64.82%
Aromatase binding	+	0.6754	67.54%
PPAR gamma	+	0.7905	79.05%
Honey bee toxicity	-	0.6064	60.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7285	72.85%

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	99.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.99%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.05%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.48%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.31%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	92.23%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.58%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.93%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.74%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.48%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.23%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.65%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.43%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.15%	92.88%
CHEMBL2581	P07339	Cathepsin D	85.83%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.81%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.58%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.64%	97.79%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.06%	97.50%
CHEMBL233	P35372	Mu opioid receptor	81.90%	97.93%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.22%	96.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.92%	91.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.79%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.01%	95.83%

Plants that contains it

• Solanum sycophanta

Cross-Links

• PubChem: 101695784
• LOTUS: LTS0196118
• wikiData: Q104400573