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

Details

• Internal ID: be3b1345-67a1-4e86-be56-29be86450186
• 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-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S)-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)NC1)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([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)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)NC1)O
• InChI: InChI=1S/C45H73NO17/c1-18-12-29(49)45(46-15-18)19(2)30-26(63-45)14-25-23-7-6-21-13-22(8-10-43(21,4)24(23)9-11-44(25,30)5)58-42-39(62-40-36(55)34(53)31(50)20(3)57-40)38(33(52)28(17-48)60-42)61-41-37(56)35(54)32(51)27(16-47)59-41/h6,18-20,22-42,46-56H,7-17H2,1-5H3/t18-,19+,20+,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: KJSMQTVWJNOUKJ-RJEBGEILSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₃NO₁₇
• Molecular Weight: 900.10 g/mol
• Exact Mass: 899.48784986 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7187	71.87%
Caco-2	-	0.8839	88.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6001	60.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8211	82.11%
P-glycoprotein inhibitior	+	0.7208	72.08%
P-glycoprotein substrate	+	0.6208	62.08%
CYP3A4 substrate	+	0.7407	74.07%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9169	91.69%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.7390	73.90%
CYP inhibitory promiscuity	-	0.8463	84.63%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4793	47.93%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.6911	69.11%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7678	76.78%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8510	85.10%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8898	88.98%
Acute Oral Toxicity (c)	III	0.6734	67.34%
Estrogen receptor binding	+	0.8444	84.44%
Androgen receptor binding	+	0.6960	69.60%
Thyroid receptor binding	-	0.5461	54.61%
Glucocorticoid receptor binding	-	0.5364	53.64%
Aromatase binding	+	0.6672	66.72%
PPAR gamma	+	0.7412	74.12%
Honey bee toxicity	-	0.6195	61.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7174	71.74%

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	98.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.03%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.06%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.55%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.26%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.83%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.95%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.44%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.88%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.43%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.36%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.94%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.13%	86.33%
CHEMBL237	P41145	Kappa opioid receptor	85.28%	98.10%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.14%	94.75%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.09%	94.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.85%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.48%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.23%	95.50%

Plants that contains it

• Solanum donianum

Cross-Links

• PubChem: 21636347
• LOTUS: LTS0268171
• wikiData: Q104396561