CC12Ccc3C(ccc4CC(ccc34C)OC5OC(CO)C(OC6OC(CO)C(O)C(OC7occ(O)C(O)C7O)C6OC8OC(CO)C(O)C(O)C8O)C(O)C5O)C2CC9OC%10(ccc(C)CN%10)C(C)C19

Details

• Internal ID: f67d91fb-58b2-4416-aef6-d23b07164da6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)NC1
• 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[C@@H]6[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)CO)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)CO)O)O)O)O)O)C)C)C)NC1
• InChI: InChI=1S/C50H83NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-43(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(56)27(55)19-64-44/h20-47,51-63H,5-19H2,1-4H3/t20-,21-,22-,23-,24+,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+/m0/s1
• InChI Key: REJLGAUYTKNVJM-GYPWPFDFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₃NO₂₁
• Molecular Weight: 1034.20 g/mol
• Exact Mass: 1033.54575866 g/mol
• Topological Polar Surface Area (TPSA): 338.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.70
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

• 17406-45-0
• .beta.-D-Galactopyranoside, (3.beta.,5.alpha.,22.beta.,25S)-spirosolan-3-yl O-.beta.-D-glucopyranosyl-(1.fwdarw.2)-O-[.beta.-D-xylopyranosyl-(1.fwdarw.3)]-O-.beta.-D-glucopyranosyl-(1.fwdarw.4)-
• .beta.-D-Galactopyranoside, (3.beta.,5.alpha.,22.beta.,25S)-spirosolan-3-yl O-.beta.-D-glucopyranosyl-(1?2)-O-[.beta.-D-xylopyranosyl-(1?3)]-O-.beta.-D-glucopyranosyl-(1?4)-
• CC12CCC3C(CCC4CC(CCC34C)OC5OC(CO)C(OC6OC(CO)C(O)C(OC7OCC(O)C(O)C7O)C6OC8OC(CO)C(O)C(O)C8O)C(O)C5O)C2CC9OC%10(CCC(C)CN%10)C(C)C19

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5898	58.98%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4445	44.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7192	71.92%
P-glycoprotein inhibitior	+	0.7330	73.30%
P-glycoprotein substrate	+	0.5289	52.89%
CYP3A4 substrate	+	0.7487	74.87%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9579	95.79%
CYP2C9 inhibition	-	0.9328	93.28%
CYP2C19 inhibition	-	0.9122	91.22%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.9356	93.56%
CYP2C8 inhibition	+	0.6762	67.62%
CYP inhibitory promiscuity	-	0.8908	89.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5924	59.24%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.7295	72.95%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.7632	76.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7987	79.87%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9310	93.10%
Acute Oral Toxicity (c)	III	0.5270	52.70%
Estrogen receptor binding	+	0.8453	84.53%
Androgen receptor binding	+	0.5730	57.30%
Thyroid receptor binding	-	0.5234	52.34%
Glucocorticoid receptor binding	+	0.5779	57.79%
Aromatase binding	+	0.6529	65.29%
PPAR gamma	+	0.7608	76.08%
Honey bee toxicity	-	0.5836	58.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.5848	58.48%

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	98.60%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.02%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL233	P35372	Mu opioid receptor	95.22%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.16%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.37%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.18%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	92.73%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.80%	96.21%
CHEMBL204	P00734	Thrombin	91.78%	96.01%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.65%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	89.53%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.45%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.21%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	88.95%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.62%	89.05%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.54%	97.31%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.19%	91.24%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	88.14%	96.67%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.91%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.62%	96.77%
CHEMBL206	P03372	Estrogen receptor alpha	87.23%	97.64%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.58%	97.86%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.16%	92.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.54%	97.50%
CHEMBL4581	P52732	Kinesin-like protein 1	85.41%	93.18%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.94%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	83.86%	91.83%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.60%	91.03%
CHEMBL5255	O00206	Toll-like receptor 4	82.33%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.24%	96.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.91%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.84%	94.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.86%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	80.75%	92.98%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.42%	95.83%

Plants that contains it

• Solanum lycopersicum

Cross-Links

• PubChem: 44630495
• NPASS: NPC32795