1-[18-[4,5-Dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-8-ethoxy-15-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]-2-methylpropan-1-one

Details

• Internal ID: adda6f9c-1fac-46a0-a2de-f75d87ade5a6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 1-[18-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-8-ethoxy-15-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]-2-methylpropan-1-one
• InChI: InChI=1S/C42H68O13/c1-9-52-42(34(49)20(2)3)15-21(4)28-25(55-42)16-39(8)26-14-22(43)33-37(5,6)27(10-11-41(33)19-40(26,41)13-12-38(28,39)7)53-36-32(30(47)24(45)18-51-36)54-35-31(48)29(46)23(44)17-50-35/h20-33,35-36,43-48H,9-19H2,1-8H3
• InChI Key: MFSBNYZTJJBLOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₃
• Molecular Weight: 781.00 g/mol
• Exact Mass: 780.46599222 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7834	78.34%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6735	67.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.9014	90.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5804	58.04%
P-glycoprotein inhibitior	+	0.7705	77.05%
P-glycoprotein substrate	+	0.6129	61.29%
CYP3A4 substrate	+	0.7286	72.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.7702	77.02%
CYP2C19 inhibition	-	0.8099	80.99%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8893	88.93%
CYP2C8 inhibition	+	0.6605	66.05%
CYP inhibitory promiscuity	-	0.9528	95.28%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6838	68.38%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.6856	68.56%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6636	66.36%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6528	65.28%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6678	66.78%
Acute Oral Toxicity (c)	I	0.4094	40.94%
Estrogen receptor binding	+	0.7002	70.02%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	-	0.6191	61.91%
Glucocorticoid receptor binding	+	0.6750	67.50%
Aromatase binding	+	0.6976	69.76%
PPAR gamma	+	0.7369	73.69%
Honey bee toxicity	-	0.6525	65.25%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9420	94.20%

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	98.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.70%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.68%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.05%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.16%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.98%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	90.91%	95.92%
CHEMBL204	P00734	Thrombin	90.00%	96.01%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.25%	94.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.18%	95.58%
CHEMBL261	P00915	Carbonic anhydrase I	88.71%	96.76%
CHEMBL221	P23219	Cyclooxygenase-1	87.79%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.70%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	87.62%	91.19%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.94%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.66%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.31%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.32%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.26%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.84%	94.80%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.61%	95.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.40%	95.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.31%	95.71%
CHEMBL2581	P07339	Cathepsin D	82.97%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.91%	82.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.88%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.63%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.47%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.58%	94.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.16%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.14%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.12%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.90%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.36%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.35%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.03%	97.14%

Plants that contains it

• Astragalus eremophilus

Cross-Links

• PubChem: 74344033
• LOTUS: LTS0207074
• wikiData: Q105162974