[6-[[6-(3-Acetyloxy-4,5-dihydroxyoxan-2-yl)oxy-14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: eab4c692-b38e-4e09-8450-e9e44b005e6d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [6-[[6-(3-acetyloxy-4,5-dihydroxyoxan-2-yl)oxy-14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C45H72O16/c1-21(46)55-19-26-31(51)32(52)33(53)37(59-26)58-25-16-27-42(8)17-23(48)35(43(9)12-10-29(61-43)40(5,6)54)41(42,7)14-15-44(27)20-45(44)13-11-28(39(3,4)36(25)45)60-38-34(57-22(2)47)30(50)24(49)18-56-38/h23-38,48-54H,10-20H2,1-9H3
• InChI Key: RVOAFEYDJKKKJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₆
• Molecular Weight: 869.00 g/mol
• Exact Mass: 868.48203620 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7374	73.74%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7982	79.82%
OATP2B1 inhibitior	-	0.8744	87.44%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.6675	66.75%
P-glycoprotein inhibitior	+	0.7738	77.38%
P-glycoprotein substrate	+	0.5840	58.40%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8137	81.37%
CYP2C9 inhibition	-	0.7860	78.60%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	+	0.7281	72.81%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6363	63.63%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.7031	70.31%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6649	66.49%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7050	70.50%
skin sensitisation	-	0.9115	91.15%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9641	96.41%
Acute Oral Toxicity (c)	I	0.6737	67.37%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	+	0.7400	74.00%
Thyroid receptor binding	-	0.5702	57.02%
Glucocorticoid receptor binding	+	0.7644	76.44%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	+	0.7869	78.69%
Honey bee toxicity	-	0.6174	61.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9595	95.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.57%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.48%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.67%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.13%	96.77%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.48%	97.21%
CHEMBL1914	P06276	Butyrylcholinesterase	92.00%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.40%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.40%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.67%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.55%	91.19%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.38%	83.57%
CHEMBL5255	O00206	Toll-like receptor 4	86.30%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.18%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.94%	85.31%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.94%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.67%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	85.46%	95.38%
CHEMBL1871	P10275	Androgen Receptor	84.74%	96.43%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.16%	95.64%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.08%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.11%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.83%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.76%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.70%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.32%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.13%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.42%	91.07%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.37%	94.62%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.19%	92.86%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.07%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.02%	100.00%

Plants that contains it

• Astragalus globiceps

Cross-Links

• PubChem: 162902876
• LOTUS: LTS0198866
• wikiData: Q105246137