(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6S,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]oxyoxane-3,4,5-triol

Details

• Internal ID: 14c1b12c-b782-46d0-a6b8-c649e30b6c26
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6S,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]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)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)O)O)C)C)C)NC1
• InChI: InChI=1S/C33H55NO7/c1-17-7-12-33(34-15-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(38)28(37)27(36)25(16-35)40-30/h17-30,34-38H,5-16H2,1-4H3/t17-,18-,19-,20-,21+,22-,23-,24-,25+,26-,27+,28-,29+,30+,31-,32-,33-/m0/s1
• InChI Key: JDRMNHOIHYWSFN-UGSFAPCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₅NO₇
• Molecular Weight: 577.80 g/mol
• Exact Mass: 577.39785309 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5898	58.98%
Caco-2	-	0.8477	84.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4445	44.45%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8717	87.17%
P-glycoprotein inhibitior	+	0.6319	63.19%
P-glycoprotein substrate	-	0.6656	66.56%
CYP3A4 substrate	+	0.7292	72.92%
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	+	0.5091	50.91%
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	-	0.9303	93.03%
Skin irritation	-	0.7295	72.95%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.7902	79.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.7153	71.53%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.8353	83.53%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7686	76.86%
Acute Oral Toxicity (c)	III	0.5270	52.70%
Estrogen receptor binding	+	0.6045	60.45%
Androgen receptor binding	-	0.5995	59.95%
Thyroid receptor binding	-	0.5932	59.32%
Glucocorticoid receptor binding	-	0.4786	47.86%
Aromatase binding	+	0.6504	65.04%
PPAR gamma	+	0.5434	54.34%
Honey bee toxicity	-	0.6482	64.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	98.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.36%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.67%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.28%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.79%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	93.46%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.47%	94.45%
CHEMBL233	P35372	Mu opioid receptor	92.04%	97.93%
CHEMBL2996	Q05655	Protein kinase C delta	90.10%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.82%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.65%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.08%	100.00%
CHEMBL204	P00734	Thrombin	88.78%	96.01%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.26%	97.31%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	86.99%	96.67%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.86%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.28%	95.50%
CHEMBL4581	P52732	Kinesin-like protein 1	84.99%	93.18%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.73%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.97%	96.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.44%	95.58%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.24%	97.50%
CHEMBL206	P03372	Estrogen receptor alpha	82.98%	97.64%
CHEMBL5255	O00206	Toll-like receptor 4	82.02%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.45%	97.86%

Plants that contains it

• Solanum arboreum

Cross-Links

• PubChem: 15286303
• LOTUS: LTS0090944
• wikiData: Q105125693