Abutiloside B

Details

• Internal ID: fd354462-ba46-4694-8730-5f7a3b705e8b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: N-[(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,3R,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]acetamide
• 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)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)CCC(C)CNC(=O)C)O)C)C)CO)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O
• InChI: InChI=1S/C46H77NO17/c1-20(17-47-23(4)49)7-10-29(50)21(2)33-30(51)16-28-26-9-8-24-15-25(11-13-45(24,5)27(26)12-14-46(28,33)6)61-43-39(58)37(56)40(32(18-48)62-43)63-44-41(36(55)34(53)22(3)60-44)64-42-38(57)35(54)31(52)19-59-42/h20-22,24-28,30-44,48,51-58H,7-19H2,1-6H3,(H,47,49)/t20?,21-,22+,24+,25+,26-,27+,28+,30-,31-,32-,33+,34+,35+,36-,37-,38-,39-,40-,41-,42+,43-,44+,45+,46+/m1/s1
• InChI Key: MTFMWINXJJVOSD-FMAWDGSQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₇NO₁₇
• Molecular Weight: 916.10 g/mol
• Exact Mass: 915.51914999 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6303	63.03%
Caco-2	-	0.8780	87.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8721	87.21%
P-glycoprotein inhibitior	+	0.7364	73.64%
P-glycoprotein substrate	+	0.6885	68.85%
CYP3A4 substrate	+	0.7570	75.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.8706	87.06%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.8666	86.66%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.9194	91.94%
CYP2C8 inhibition	+	0.6191	61.91%
CYP inhibitory promiscuity	-	0.9118	91.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6159	61.59%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.7259	72.59%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.7678	76.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8068	80.68%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9043	90.43%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9620	96.20%
Acute Oral Toxicity (c)	III	0.5644	56.44%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.6777	67.77%
Thyroid receptor binding	-	0.5638	56.38%
Glucocorticoid receptor binding	+	0.6912	69.12%
Aromatase binding	+	0.7093	70.93%
PPAR gamma	+	0.7926	79.26%
Honey bee toxicity	-	0.5963	59.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6821	68.21%

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	98.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	97.84%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.92%	96.38%
CHEMBL1914	P06276	Butyrylcholinesterase	96.44%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.17%	98.05%
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.83%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.20%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	91.66%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.36%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	91.24%	91.19%
CHEMBL237	P41145	Kappa opioid receptor	90.29%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.40%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.36%	96.61%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.87%	97.29%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.32%	95.71%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.17%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.04%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.95%	97.50%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	86.51%	96.28%
CHEMBL5028	O14672	ADAM10	86.24%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	86.01%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.93%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.92%	97.86%
CHEMBL233	P35372	Mu opioid receptor	84.47%	97.93%
CHEMBL204	P00734	Thrombin	84.26%	96.01%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.70%	82.50%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.35%	99.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.31%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.10%	95.50%
CHEMBL299	P17252	Protein kinase C alpha	82.91%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.84%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.56%	91.24%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.07%	96.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.91%	96.90%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.45%	98.75%
CHEMBL2514	O95665	Neurotensin receptor 2	81.03%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.94%	95.83%
CHEMBL202	P00374	Dihydrofolate reductase	80.76%	89.92%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.05%	96.25%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 10581624
• LOTUS: LTS0091634
• wikiData: Q105171664