2-[2-[[2,16-Dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 4837b064-7681-40c9-9c1b-09fa528253f7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[2-[[2,16-dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxyoxane-3,4,5-triol
• InChI: InChI=1S/C40H64O14/c1-17-12-20-30(35(4,5)48)54-40(53-20)29(17)37(7)23(43)13-39-16-38(39)11-10-24(34(2,3)21(38)8-9-22(39)36(37,6)33(40)47)51-32-27(46)28(19(42)15-50-32)52-31-26(45)25(44)18(41)14-49-31/h17-33,41-48H,8-16H2,1-7H3
• InChI Key: PNTWYWKENZSIGV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₄
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.42960671 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6673	66.73%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6311	63.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8074	80.74%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.6072	60.72%
CYP3A4 substrate	+	0.7261	72.61%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8266	82.66%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.8171	81.71%
CYP2C19 inhibition	-	0.8255	82.55%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.8814	88.14%
CYP2C8 inhibition	+	0.7530	75.30%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6414	64.14%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8921	89.21%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7736	77.36%
Acute Oral Toxicity (c)	I	0.5609	56.09%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	+	0.7522	75.22%
Thyroid receptor binding	-	0.5747	57.47%
Glucocorticoid receptor binding	+	0.5748	57.48%
Aromatase binding	+	0.6722	67.22%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.6246	62.46%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8917	89.17%

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	98.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.43%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.43%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.52%	96.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.65%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.14%	92.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	90.47%	95.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.04%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.00%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.22%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.97%	96.61%
CHEMBL3837	P07711	Cathepsin L	87.13%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	86.41%	95.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.94%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.84%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	85.26%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.23%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.62%	95.58%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.66%	97.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.47%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.80%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.16%	97.31%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.15%	92.86%
CHEMBL1902	P62942	FK506-binding protein 1A	81.77%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.77%	86.33%
CHEMBL1871	P10275	Androgen Receptor	81.22%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.78%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.59%	92.62%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.52%	94.01%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.52%	97.33%
CHEMBL206	P03372	Estrogen receptor alpha	80.34%	97.64%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.23%	91.07%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.22%	85.31%

Plants that contains it

• Actaea vaginata

Cross-Links

• PubChem: 73008515
• LOTUS: LTS0228227
• wikiData: Q105212189