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

Details

• Internal ID: 4f293dfe-ad8e-4310-9dbf-b65c040f2384
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [15-[4-acetyloxy-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-9-hydroxy-7,7,12,16-tetramethyl-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] 2-hydroxyacetate
• InChI: InChI=1S/C44H70O17/c1-20(46)57-25-15-42(8,61-35(25)39(4,5)54)34-24(58-28(50)16-45)14-41(7)26-13-21(47)33-38(2,3)27(9-10-44(33)19-43(26,44)12-11-40(34,41)6)59-37-32(30(52)23(49)18-56-37)60-36-31(53)29(51)22(48)17-55-36/h21-27,29-37,45,47-49,51-54H,9-19H2,1-8H3
• InChI Key: YLAGFDBJODXZKF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₇
• Molecular Weight: 871.00 g/mol
• Exact Mass: 870.46130076 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6958	69.58%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	0.8788	87.88%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	+	0.6173	61.73%
P-glycoprotein inhibitior	+	0.7649	76.49%
P-glycoprotein substrate	+	0.6461	64.61%
CYP3A4 substrate	+	0.7457	74.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.7822	78.22%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	+	0.7276	72.76%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5640	56.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7523	75.23%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6459	64.59%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6309	63.09%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.7420	74.20%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	+	0.7400	74.00%
Aromatase binding	+	0.6611	66.11%
PPAR gamma	+	0.7722	77.22%
Honey bee toxicity	-	0.6239	62.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9297	92.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.59%	96.95%
CHEMBL204	P00734	Thrombin	92.46%	96.01%
CHEMBL1914	P06276	Butyrylcholinesterase	92.01%	95.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.82%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.14%	91.07%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.84%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.64%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.48%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.43%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	88.25%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.56%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.55%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.43%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.99%	91.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.89%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.71%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.41%	85.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.36%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.33%	92.94%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.23%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.85%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.16%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.13%	97.28%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.68%	95.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.37%	96.90%
CHEMBL2581	P07339	Cathepsin D	83.16%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.81%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.36%	91.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.03%	82.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.43%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.42%	94.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.02%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.84%	92.62%
CHEMBL5028	O14672	ADAM10	80.46%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.27%	97.33%

Plants that contains it

• Astragalus pendulus

Cross-Links

• PubChem: 162853755
• LOTUS: LTS0058315
• wikiData: Q105350010