(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,7S,10R,11S,14S,15R,16S,17S,18S,20S,23S)-18-hydroxy-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-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: 4d203034-88fd-4060-840b-9c0f5c12aa61
• 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,7S,10R,11S,14S,15R,16S,17S,18S,20S,23S)-18-hydroxy-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-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(C2C(C3C(N2C1)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)O
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@@H]2[C@H]([C@H]3[C@@H](N2C1)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)O
• InChI: InChI=1S/C45H73NO15/c1-18-13-28(48)31-19(2)30-27(46(31)16-18)15-26-24-8-7-22-14-23(9-11-44(22,5)25(24)10-12-45(26,30)6)58-43-40(61-42-37(54)35(52)33(50)21(4)57-42)38(55)39(29(17-47)59-43)60-41-36(53)34(51)32(49)20(3)56-41/h7,18-21,23-43,47-55H,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-/m0/s1
• InChI Key: XDGNTUGBJHWIRF-VJHFHZKPSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₃NO₁₅
• Molecular Weight: 868.10 g/mol
• Exact Mass: 867.49802062 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4597	45.97%
Caco-2	-	0.8853	88.53%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4470	44.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7968	79.68%
P-glycoprotein inhibitior	+	0.7251	72.51%
P-glycoprotein substrate	+	0.6007	60.07%
CYP3A4 substrate	+	0.7457	74.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7571	75.71%
CYP3A4 inhibition	-	0.9630	96.30%
CYP2C9 inhibition	-	0.9401	94.01%
CYP2C19 inhibition	-	0.9218	92.18%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	-	0.9302	93.02%
CYP2C8 inhibition	+	0.6825	68.25%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5303	53.03%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.6952	69.52%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.9378	93.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8030	80.30%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7322	73.22%
Acute Oral Toxicity (c)	III	0.7181	71.81%
Estrogen receptor binding	+	0.8584	85.84%
Androgen receptor binding	+	0.7307	73.07%
Thyroid receptor binding	-	0.5576	55.76%
Glucocorticoid receptor binding	-	0.6052	60.52%
Aromatase binding	+	0.6452	64.52%
PPAR gamma	+	0.7301	73.01%
Honey bee toxicity	-	0.5572	55.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6688	66.88%

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	99.30%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.09%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.53%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.93%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.57%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.50%	89.05%
CHEMBL2581	P07339	Cathepsin D	93.32%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.37%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.83%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.48%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.23%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.96%	89.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.65%	98.46%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.82%	96.90%
CHEMBL1871	P10275	Androgen Receptor	84.39%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.81%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.42%	92.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.92%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.69%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.63%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.06%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.33%	86.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.93%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.46%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.22%	95.83%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.16%	93.56%

Plants that contains it

• Paris polyphylla
• Solanum chacoense

Cross-Links

• PubChem: 101699423
• NPASS: NPC177146
• LOTUS: LTS0198268
• wikiData: Q104393610