N-[(2R,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-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]-3-methylbutanamide

Details

• Internal ID: 0128fe48-be53-4b12-a112-c6af88235d3f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: N-[(2R,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-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]-3-methylbutanamide
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3)CCC5C4CCC6(C5CC(C6C(C)C(=O)CCC(C)CNC(=O)CC(C)C)O)C)C)CO)OC7C(C(C(CO7)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@H]3CC[C@]4([C@H](C3)CC[C@@H]5[C@@H]4CC[C@]6([C@H]5C[C@H]([C@@H]6[C@H](C)C(=O)CC[C@@H](C)CNC(=O)CC(C)C)O)C)C)CO)O[C@H]7[C@H]([C@H]([C@@H](CO7)O)O)O)O)O
• InChI: InChI=1S/C49H83NO17/c1-22(2)16-35(55)50-19-23(3)8-11-31(52)24(4)36-32(53)18-30-28-10-9-26-17-27(12-14-48(26,6)29(28)13-15-49(30,36)7)64-46-42(61)40(59)43(34(20-51)65-46)66-47-44(39(58)37(56)25(5)63-47)67-45-41(60)38(57)33(54)21-62-45/h22-30,32-34,36-47,51,53-54,56-61H,8-21H2,1-7H3,(H,50,55)/t23-,24-,25+,26+,27+,28-,29+,30+,32-,33-,34-,36+,37+,38+,39-,40-,41+,42-,43-,44-,45+,46-,47+,48+,49+/m1/s1
• InChI Key: AUNMQINLVHJCMT-RDUVYICNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₃NO₁₇
• Molecular Weight: 958.20 g/mol
• Exact Mass: 957.56610018 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5551	55.51%
Caco-2	-	0.8747	87.47%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6358	63.58%
OATP2B1 inhibitior	-	0.8738	87.38%
OATP1B1 inhibitior	+	0.8265	82.65%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8400	84.00%
P-glycoprotein inhibitior	+	0.7390	73.90%
P-glycoprotein substrate	+	0.7041	70.41%
CYP3A4 substrate	+	0.7591	75.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.8993	89.93%
CYP2C19 inhibition	-	0.8713	87.13%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	+	0.6543	65.43%
CYP inhibitory promiscuity	-	0.8940	89.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6009	60.09%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.7373	73.73%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7930	79.30%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9577	95.77%
Acute Oral Toxicity (c)	III	0.6102	61.02%
Estrogen receptor binding	+	0.8617	86.17%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	+	0.7216	72.16%
Aromatase binding	+	0.7109	71.09%
PPAR gamma	+	0.8099	80.99%
Honey bee toxicity	-	0.6106	61.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7146	71.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	96.84%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.54%	96.38%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.99%	98.05%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.40%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.07%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.72%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.31%	97.29%
CHEMBL237	P41145	Kappa opioid receptor	93.25%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.16%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.06%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.58%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.08%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.23%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.63%	97.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.10%	95.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.53%	96.21%
CHEMBL204	P00734	Thrombin	87.09%	96.01%
CHEMBL5255	O00206	Toll-like receptor 4	86.89%	92.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.50%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.21%	90.71%
CHEMBL1075317	P61964	WD repeat-containing protein 5	85.76%	96.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.70%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.08%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.95%	82.50%
CHEMBL4302	P08183	P-glycoprotein 1	84.59%	92.98%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.39%	82.69%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.37%	97.86%
CHEMBL5028	O14672	ADAM10	84.30%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.19%	96.47%
CHEMBL233	P35372	Mu opioid receptor	82.62%	97.93%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.55%	96.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.45%	96.90%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.11%	99.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.08%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.46%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.23%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.18%	95.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.15%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	80.60%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.57%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.23%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 163192171
• LOTUS: LTS0065837
• wikiData: Q104919056