[5-Hydroxy-6-(16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14-yl)oxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] acetate

Details

• Internal ID: 8c2eb318-b781-4083-9467-362c9a63ad0e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [5-hydroxy-6-(16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14-yl)oxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(C(CC(C6)O)OC7C(C(C(CO7)OC(=O)C)OC8C(C(C(C(O8)C)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(C(CC(C6)O)OC7C(C(C(CO7)OC(=O)C)OC8C(C(C(C(O8)C)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C40H64O13/c1-18-9-12-40(48-16-18)19(2)30-27(53-40)15-26-24-8-7-22-13-23(42)14-29(39(22,6)25(24)10-11-38(26,30)5)51-36-34(46)35(28(17-47-36)50-21(4)41)52-37-33(45)32(44)31(43)20(3)49-37/h18-20,22-37,42-46H,7-17H2,1-6H3
• InChI Key: AVELULGCHYLCQA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₃
• Molecular Weight: 752.90 g/mol
• Exact Mass: 752.43469209 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6186	61.86%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7020	70.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8287	82.87%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	+	0.5131	51.31%
CYP3A4 substrate	+	0.7628	76.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.9444	94.44%
CYP2C19 inhibition	-	0.9147	91.47%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.9109	91.09%
CYP2C8 inhibition	+	0.7434	74.34%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5798	57.98%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.6155	61.55%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6831	68.31%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9216	92.16%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7513	75.13%
Acute Oral Toxicity (c)	I	0.6553	65.53%
Estrogen receptor binding	+	0.7624	76.24%
Androgen receptor binding	+	0.6773	67.73%
Thyroid receptor binding	-	0.6308	63.08%
Glucocorticoid receptor binding	+	0.5745	57.45%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.6824	68.24%
Honey bee toxicity	-	0.5193	51.93%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.8640	86.40%

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	95.84%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.51%	89.05%
CHEMBL3922	P50579	Methionine aminopeptidase 2	93.31%	97.28%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.06%	91.11%
CHEMBL204	P00734	Thrombin	92.50%	96.01%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.30%	97.31%
CHEMBL5255	O00206	Toll-like receptor 4	90.51%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.85%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.08%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.57%	91.19%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	88.48%	98.99%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.44%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.35%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.30%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.10%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	87.32%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.67%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	86.31%	95.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.83%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.71%	96.61%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.16%	97.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.92%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.09%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.99%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.69%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	83.15%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.55%	92.62%
CHEMBL5028	O14672	ADAM10	82.18%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.98%	91.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.20%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%

Plants that contains it

• Dichelostemma multiflorum

Cross-Links

• PubChem: 74029652
• LOTUS: LTS0188314
• wikiData: Q104919405