2-[3,5-Dihydroxy-2-(hydroxymethyl)-6-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl)oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 75c18557-be88-48ec-8ed5-684bd10073c1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[3,5-dihydroxy-2-(hydroxymethyl)-6-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl)oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)C)NC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)C)NC1
• InChI: InChI=1S/C39H63NO12/c1-18-7-12-39(40-15-18)19(2)28-25(52-39)14-24-22-6-5-20-13-21(8-10-37(20,3)23(22)9-11-38(24,28)4)48-36-33(47)34(30(44)27(17-42)50-36)51-35-32(46)31(45)29(43)26(16-41)49-35/h5,18-19,21-36,40-47H,6-17H2,1-4H3
• InChI Key: HQYJBHVOASMCAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃NO₁₂
• Molecular Weight: 737.90 g/mol
• Exact Mass: 737.43502644 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8227	82.27%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	-	0.7279	72.79%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4880	48.80%
P-glycoprotein inhibitior	+	0.6929	69.29%
P-glycoprotein substrate	+	0.5187	51.87%
CYP3A4 substrate	+	0.7350	73.50%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9497	94.97%
CYP2C9 inhibition	-	0.9216	92.16%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7049	70.49%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4623	46.23%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.6850	68.50%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.9270	92.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7451	74.51%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.8853	88.53%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7733	77.33%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.6439	64.39%
Thyroid receptor binding	-	0.6064	60.64%
Glucocorticoid receptor binding	-	0.5068	50.68%
Aromatase binding	+	0.6670	66.70%
PPAR gamma	+	0.6883	68.83%
Honey bee toxicity	-	0.6608	66.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7285	72.85%

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	99.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.44%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.12%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.98%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	94.80%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.57%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.63%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.31%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.06%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	84.79%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.10%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.09%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.04%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.93%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.66%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.14%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.45%	91.03%
CHEMBL5255	O00206	Toll-like receptor 4	81.03%	92.50%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.80%	96.67%
CHEMBL4581	P52732	Kinesin-like protein 1	80.66%	93.18%
CHEMBL237	P41145	Kappa opioid receptor	80.63%	98.10%
CHEMBL2581	P07339	Cathepsin D	80.42%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.33%	92.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.06%	93.56%

Plants that contains it

• Solanum dulcamara

Cross-Links

• PubChem: 74029829
• LOTUS: LTS0066394
• wikiData: Q105032498