(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f2c25cd1-1358-48e8-9112-d3e5f1e2aa22
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)O)C)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)OC1
• 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]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)OC1
• InChI: InChI=1S/C39H64O14/c1-17-5-10-39(48-16-17)18(2)28-25(53-39)13-22-20-12-24(23-11-19(42)6-8-37(23,3)21(20)7-9-38(22,28)4)49-36-33(47)34(30(44)27(15-41)51-36)52-35-32(46)31(45)29(43)26(14-40)50-35/h17-36,40-47H,5-16H2,1-4H3/t17-,18+,19+,20-,21+,22+,23-,24+,25+,26-,27-,28+,29-,30-,31+,32-,33-,34+,35+,36-,37-,38+,39-/m1/s1
• InChI Key: WCSHDNMAQJMTEO-YEIFKKIKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₄
• Molecular Weight: 756.90 g/mol
• Exact Mass: 756.42960671 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

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	-	0.8764	87.64%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8662	86.62%
P-glycoprotein inhibitior	+	0.7000	70.00%
P-glycoprotein substrate	-	0.6663	66.63%
CYP3A4 substrate	+	0.7407	74.07%
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	+	0.6551	65.51%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7824	78.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7081	70.81%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.6603	66.03%
Androgen receptor binding	+	0.6695	66.95%
Thyroid receptor binding	-	0.6092	60.92%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6646	66.46%
PPAR gamma	+	0.6179	61.79%
Honey bee toxicity	-	0.5617	56.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	97.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.96%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.28%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	91.82%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.08%	100.00%
CHEMBL233	P35372	Mu opioid receptor	90.06%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.77%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.53%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.53%	94.45%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.19%	97.86%
CHEMBL5255	O00206	Toll-like receptor 4	89.07%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.04%	96.95%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.95%	92.78%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.26%	95.58%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.82%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.62%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.62%	96.21%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.52%	97.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.35%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.76%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.70%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.53%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.98%	97.28%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.00%	96.67%
CHEMBL259	P32245	Melanocortin receptor 4	81.60%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.31%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.30%	92.88%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.11%	92.32%

Plants that contains it

• Camassia cusickii

Cross-Links

• PubChem: 101616807
• LOTUS: LTS0002995
• wikiData: Q105302059