(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-1'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: cb8d3356-d9a5-4aa7-8b8c-3e1d1029a807
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-1'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)C)N(C1)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)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[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)C)N(C1)O
• InChI: InChI=1S/C50H81NO20/c1-20-9-14-50(51(62)17-20)21(2)32-30(71-50)16-28-26-8-7-24-15-25(10-12-48(24,5)27(26)11-13-49(28,32)6)66-47-43(70-46-40(61)37(58)34(55)23(4)65-46)42(69-44-38(59)35(56)29(53)19-63-44)41(31(18-52)67-47)68-45-39(60)36(57)33(54)22(3)64-45/h7,20-23,25-47,52-62H,8-19H2,1-6H3/t20-,21+,22+,23+,25+,26-,27+,28+,29+,30+,31-,32+,33+,34+,35+,36-,37-,38-,39-,40-,41-,42+,43-,44+,45+,46+,47-,48+,49+,50-/m1/s1
• InChI Key: HNMOCCUDUXOCOP-VFDBXUIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₁NO₂₀
• Molecular Weight: 1016.20 g/mol
• Exact Mass: 1015.53519397 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7894	78.94%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.4450	44.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9267	92.67%
P-glycoprotein inhibitior	+	0.7367	73.67%
P-glycoprotein substrate	+	0.6618	66.18%
CYP3A4 substrate	+	0.7528	75.28%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8249	82.49%
CYP3A4 inhibition	-	0.7674	76.74%
CYP2C9 inhibition	-	0.8165	81.65%
CYP2C19 inhibition	-	0.7984	79.84%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.8249	82.49%
CYP2C8 inhibition	+	0.7361	73.61%
CYP inhibitory promiscuity	-	0.8725	87.25%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Danger	0.4402	44.02%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7352	73.52%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	-	0.8178	81.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7282	72.82%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.8984	89.84%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8916	89.16%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.7223	72.23%
Thyroid receptor binding	-	0.5312	53.12%
Glucocorticoid receptor binding	+	0.5717	57.17%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	+	0.7742	77.42%
Honey bee toxicity	-	0.6148	61.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8379	83.79%

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	99.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.48%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.24%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.77%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.00%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.97%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.75%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.54%	89.00%
CHEMBL233	P35372	Mu opioid receptor	90.30%	97.93%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.66%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.53%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.20%	95.89%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.98%	94.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.94%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.60%	94.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.00%	98.46%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.93%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.69%	95.50%
CHEMBL1914	P06276	Butyrylcholinesterase	82.69%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.33%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.25%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.33%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.20%	92.50%
CHEMBL5028	O14672	ADAM10	80.61%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.39%	97.33%

Plants that contains it

• Solanum robustum

Cross-Links

• PubChem: 163091877
• LOTUS: LTS0108704
• wikiData: Q105030946