(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: ab779b4a-747f-45b3-a529-70408479abed
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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)OC8C(C(C(C(O8)C)O)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[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)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/C45H73NO16/c1-18-13-29(48)45(46-16-18)19(2)30-27(62-45)15-26-24-8-7-22-14-23(9-11-43(22,5)25(24)10-12-44(26,30)6)58-42-39(61-41-36(54)34(52)32(50)21(4)57-41)37(55)38(28(17-47)59-42)60-40-35(53)33(51)31(49)20(3)56-40/h7,18-21,23-42,46-55H,8-17H2,1-6H3/t18-,19+,20+,21+,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: FYJLZZCMJMWRLW-OLTYPKOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₃NO₁₆
• Molecular Weight: 884.10 g/mol
• Exact Mass: 883.49293524 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 7

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	-	0.8853	88.53%
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	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8521	85.21%
P-glycoprotein inhibitior	+	0.7259	72.59%
P-glycoprotein substrate	+	0.6110	61.10%
CYP3A4 substrate	+	0.7436	74.36%
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	+	0.7388	73.88%
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	-	0.9112	91.12%
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	+	0.8069	80.69%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9375	93.75%
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	-	0.8860	88.60%
Acute Oral Toxicity (c)	III	0.6734	67.34%
Estrogen receptor binding	+	0.8441	84.41%
Androgen receptor binding	+	0.6863	68.63%
Thyroid receptor binding	-	0.5363	53.63%
Glucocorticoid receptor binding	+	0.5865	58.65%
Aromatase binding	+	0.6792	67.92%
PPAR gamma	+	0.7490	74.90%
Honey bee toxicity	-	0.6038	60.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	98.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.24%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.26%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.04%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.94%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.33%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.02%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.97%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.90%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.31%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.36%	94.75%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	82.52%	95.00%
CHEMBL233	P35372	Mu opioid receptor	82.52%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	82.24%	98.10%
CHEMBL1871	P10275	Androgen Receptor	81.89%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.94%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.12%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.08%	97.36%

Plants that contains it

• Solanum donianum

Cross-Links

• PubChem: 21636346
• LOTUS: LTS0009744
• wikiData: Q104396560