N-[(2S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptyl]butanamide

Details

• Internal ID: 5c239bae-7d98-4960-832e-ba51145c9013
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: N-[(2S,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptyl]butanamide
• SMILES (Canonical): CCCC(=O)NCC(C)CCC(=O)C(C)C1C(CC2C1(CCC3C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)C)O)O)O)O)O)C)C)O
• SMILES (Isomeric): CCCC(=O)NC[C@@H](C)CCC(=O)[C@@H](C)[C@H]1[C@@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@@H]([C@@H]([C@H](O5)CO)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)O)C)C)O
• InChI: InChI=1S/C43H73NO13/c1-7-8-32(48)44-19-21(2)9-12-29(46)22(3)33-30(47)18-28-26-11-10-24-17-25(13-15-42(24,5)27(26)14-16-43(28,33)6)55-41-38(53)36(51)39(31(20-45)56-41)57-40-37(52)35(50)34(49)23(4)54-40/h21-28,30-31,33-41,45,47,49-53H,7-20H2,1-6H3,(H,44,48)/t21-,22+,23-,24-,25-,26+,27-,28-,30+,31+,33-,34-,35+,36-,37+,38+,39+,40-,41+,42-,43-/m0/s1
• InChI Key: CAAZAEDZLMPWRX-WQSDPBPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₃NO₁₃
• Molecular Weight: 812.00 g/mol
• Exact Mass: 811.50819138 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6173	61.73%
Caco-2	-	0.8769	87.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5938	59.38%
OATP2B1 inhibitior	-	0.8674	86.74%
OATP1B1 inhibitior	+	0.8209	82.09%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7348	73.48%
P-glycoprotein inhibitior	+	0.7357	73.57%
P-glycoprotein substrate	+	0.6712	67.12%
CYP3A4 substrate	+	0.7504	75.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.7968	79.68%
CYP2C9 inhibition	-	0.9042	90.42%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.9188	91.88%
CYP2C8 inhibition	+	0.5990	59.90%
CYP inhibitory promiscuity	-	0.8546	85.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6082	60.82%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.7250	72.50%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8515	85.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7776	77.76%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9493	94.93%
Acute Oral Toxicity (c)	III	0.5763	57.63%
Estrogen receptor binding	+	0.8350	83.50%
Androgen receptor binding	+	0.6721	67.21%
Thyroid receptor binding	-	0.6311	63.11%
Glucocorticoid receptor binding	+	0.6296	62.96%
Aromatase binding	+	0.6932	69.32%
PPAR gamma	+	0.7326	73.26%
Honey bee toxicity	-	0.6361	63.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7195	71.95%

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	98.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.14%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.08%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.98%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.88%	95.58%
CHEMBL1914	P06276	Butyrylcholinesterase	95.15%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.09%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.53%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.51%	96.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.38%	98.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.18%	97.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.36%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	90.54%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	90.46%	98.10%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.98%	95.36%
CHEMBL202	P00374	Dihydrofolate reductase	89.91%	89.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.39%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	88.87%	91.19%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	88.19%	98.46%
CHEMBL5255	O00206	Toll-like receptor 4	88.16%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.75%	82.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.32%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.21%	100.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	86.97%	99.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.15%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	86.10%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.04%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.37%	96.43%
CHEMBL233	P35372	Mu opioid receptor	84.73%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.61%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.59%	94.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.37%	92.86%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.86%	96.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.85%	95.71%
CHEMBL299	P17252	Protein kinase C alpha	83.72%	98.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.85%	95.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.58%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.46%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.19%	92.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.17%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.17%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.99%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.79%	96.90%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.72%	85.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.70%	93.56%
CHEMBL5028	O14672	ADAM10	81.02%	97.50%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	80.20%	96.28%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.11%	96.25%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 163028875
• LOTUS: LTS0024917
• wikiData: Q104950875