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

Details

• Internal ID: 60bee55a-53c7-4bc7-8ec7-d8b556368bed
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,3R,4R,5'R,6R,7S,8R,9R,12S,13S,16S,18S)-3-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C50H82O23/c1-19-7-12-50(65-17-19)20(2)29-41(73-50)34(58)30-23-6-5-21-13-22(8-10-48(21,3)24(23)9-11-49(29,30)4)66-45-39(63)36(60)40(28(16-53)69-45)70-47-43(72-46-38(62)35(59)32(56)26(14-51)67-46)42(33(57)27(15-52)68-47)71-44-37(61)31(55)25(54)18-64-44/h19-47,51-63H,5-18H2,1-4H3/t19-,20+,21+,22+,23-,24+,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: HVSIYDVSJUTGKS-AYLXPYKRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₂₃
• Molecular Weight: 1051.20 g/mol
• Exact Mass: 1050.52468886 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.30
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8782	87.82%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7561	75.61%
P-glycoprotein inhibitior	+	0.7341	73.41%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7520	75.20%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6780	67.80%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8225	82.25%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8856	88.56%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8502	85.02%
Androgen receptor binding	+	0.7122	71.22%
Thyroid receptor binding	-	0.5379	53.79%
Glucocorticoid receptor binding	+	0.5768	57.68%
Aromatase binding	+	0.6393	63.93%
PPAR gamma	+	0.7458	74.58%
Honey bee toxicity	-	0.5296	52.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	97.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.18%	97.09%
CHEMBL233	P35372	Mu opioid receptor	94.68%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.54%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.57%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	93.49%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.79%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.19%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.99%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	90.82%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.73%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.41%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	87.46%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.35%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.74%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.10%	92.94%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.23%	97.86%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.93%	97.28%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.19%	96.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.57%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.27%	97.29%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.18%	97.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.73%	92.86%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.28%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.28%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.65%	80.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.40%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	80.38%	97.64%

Plants that contains it

• Solanum nigrum

Cross-Links

• PubChem: 163045627
• LOTUS: LTS0011253
• wikiData: Q105034410