(2R,3R,4S,5R,6R)-2-[[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-[(1R,2S,4S,5'R,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,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 7703ba1d-a4c4-44ff-9a8e-a12c65f47b7a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-[(1R,2S,4S,5'R,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,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C45H74O18/c1-19-7-12-45(57-17-19)20(2)30-26(63-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)58-42-39(62-41-38(55)35(52)32(49)28(16-47)60-41)36(53)33(50)29(61-42)18-56-40-37(54)34(51)31(48)27(15-46)59-40/h19-42,46-55H,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-/m1/s1
• InChI Key: UTXFFSIHMAHBLN-BFWUUNFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₈
• Molecular Weight: 903.10 g/mol
• Exact Mass: 902.48751551 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5917	59.17%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7224	72.24%
P-glycoprotein substrate	-	0.6656	66.56%
CYP3A4 substrate	+	0.7449	74.49%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.6400	64.00%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7665	76.65%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7196	71.96%
Acute Oral Toxicity (c)	I	0.7761	77.61%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.6814	68.14%
Thyroid receptor binding	-	0.5828	58.28%
Glucocorticoid receptor binding	-	0.4740	47.40%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.7077	70.77%
Honey bee toxicity	-	0.5491	54.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8210	82.10%

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	98.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.17%	97.09%
CHEMBL233	P35372	Mu opioid receptor	94.63%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	93.52%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.03%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.69%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.12%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.95%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.69%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.21%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	90.48%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.13%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.17%	92.86%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.29%	97.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.75%	96.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.20%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.04%	92.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.76%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.64%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.70%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.60%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.33%	100.00%
CHEMBL1871	P10275	Androgen Receptor	83.16%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	83.00%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.91%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.96%	89.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.67%	92.32%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.62%	86.92%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.44%	93.10%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.89%	93.04%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.85%	97.31%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	80.69%	97.25%
CHEMBL206	P03372	Estrogen receptor alpha	80.17%	97.64%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.00%	96.38%

Plants that contains it

• Smilax aristolochiifolia

Cross-Links

• PubChem: 163040471
• LOTUS: LTS0204394
• wikiData: Q105279154