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

Details

• Internal ID: 4db1b9c5-154e-4a89-9911-195774f2a825
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C47H76O18/c1-20-9-14-47(58-18-20)21(2)32-29(65-47)16-28-26-8-7-24-15-25(10-12-45(24,5)27(26)11-13-46(28,32)6)60-44-41(64-42-37(54)35(52)33(50)22(3)59-42)39(56)40(30(17-48)61-44)63-43-38(55)36(53)34(51)31(62-43)19-57-23(4)49/h20-22,24-44,48,50-56H,7-19H2,1-6H3/t20-,21-,22-,24+,25-,26+,27-,28-,29-,30+,31+,32-,33-,34+,35+,36-,37+,38+,39-,40+,41+,42-,43-,44+,45-,46-,47+/m0/s1
• InChI Key: QPCXNOOIVSKVLM-KCROQFHVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₈
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.50316557 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7795	77.95%
OATP2B1 inhibitior	-	0.8740	87.40%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7954	79.54%
P-glycoprotein inhibitior	+	0.7349	73.49%
P-glycoprotein substrate	-	0.6434	64.34%
CYP3A4 substrate	+	0.7521	75.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.6792	67.92%
CYP inhibitory promiscuity	-	0.9439	94.39%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6468	64.68%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7562	75.62%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8027	80.27%
Acute Oral Toxicity (c)	I	0.7157	71.57%
Estrogen receptor binding	+	0.8549	85.49%
Androgen receptor binding	+	0.6729	67.29%
Thyroid receptor binding	-	0.5571	55.71%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	+	0.6544	65.44%
PPAR gamma	+	0.7489	74.89%
Honey bee toxicity	-	0.5498	54.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8713	87.13%

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	98.84%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.11%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.69%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.60%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	93.24%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.63%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	92.03%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.92%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.26%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.32%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.74%	95.50%
CHEMBL233	P35372	Mu opioid receptor	89.43%	97.93%
CHEMBL226	P30542	Adenosine A1 receptor	88.50%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.18%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.95%	97.31%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.44%	97.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.79%	97.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.55%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.10%	92.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.61%	96.38%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.42%	92.32%
CHEMBL5028	O14672	ADAM10	82.02%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.87%	96.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.24%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.51%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.31%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.15%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.09%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.07%	93.10%

Plants that contains it

• Asparagus racemosus

Cross-Links

• PubChem: 163033552
• LOTUS: LTS0271567
• wikiData: Q105225314