N-[(2R,6S)-6-[(3S,8S,9S,10R,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-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptyl]acetamide

Details

• Internal ID: 09d0ddae-4867-426f-a4fd-8a345d84a0ad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: N-[(2R,6S)-6-[(3S,8S,9S,10R,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-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptyl]acetamide
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C5CCC6(C(C5CC=C4C3)CC(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]5CC[C@]6([C@H]([C@@H]5CC=C4C3)C[C@H]([C@@H]6[C@H](C)C(=O)CC[C@@H](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/C46H75NO17/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/h8,20-22,25-28,30-44,48,51-58H,7,9-19H2,1-6H3,(H,47,49)/t20-,21-,22+,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: CUMOVBHYOAOTHH-WZXLWCJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₅NO₁₇
• Molecular Weight: 914.10 g/mol
• Exact Mass: 913.50349992 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.21
• 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	+	0.7027	70.27%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9139	91.39%
MATE1 inhibitior	-	0.9266	92.66%
OCT2 inhibitior	-	0.7548	75.48%
BSEP inhibitior	+	0.9530	95.30%
P-glycoprotein inhibitior	+	0.7380	73.80%
P-glycoprotein substrate	+	0.7502	75.02%
CYP3A4 substrate	+	0.7579	75.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.8727	87.27%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	+	0.7124	71.24%
CYP inhibitory promiscuity	-	0.9013	90.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4975	49.75%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.6527	65.27%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.8278	82.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8179	81.79%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9629	96.29%
Acute Oral Toxicity (c)	III	0.6775	67.75%
Estrogen receptor binding	+	0.8715	87.15%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	-	0.5291	52.91%
Glucocorticoid receptor binding	+	0.7242	72.42%
Aromatase binding	+	0.6991	69.91%
PPAR gamma	+	0.8109	81.09%
Honey bee toxicity	-	0.6221	62.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8857	88.57%

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	99.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.08%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	98.63%	95.00%
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	97.78%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.28%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.20%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.07%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.87%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.75%	100.00%
CHEMBL5028	O14672	ADAM10	88.01%	97.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.67%	95.58%
CHEMBL340	P08684	Cytochrome P450 3A4	87.36%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.29%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.48%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	85.39%	92.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.07%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.98%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.00%	96.90%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.80%	96.61%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.50%	97.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.33%	89.67%
CHEMBL255	P29275	Adenosine A2b receptor	82.06%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.91%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.78%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.52%	97.29%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 162943790
• LOTUS: LTS0058068
• wikiData: Q104970378