2-[5-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[6,6,10,14,16-pentamethyl-18-(2-methylprop-1-enyl)-16-(3,4,5-trihydroxyoxan-2-yl)oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 1f8c9d70-80c5-4a3d-97f6-3f1d8dc08233
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[5-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[6,6,10,14,16-pentamethyl-18-(2-methylprop-1-enyl)-16-(3,4,5-trihydroxyoxan-2-yl)oxy-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C52H84O22/c1-22(2)14-23-15-50(7,74-42-37(62)32(57)26(56)19-65-42)46-49(6)13-10-24-25(51(49)20-52(46,73-23)66-21-51)8-9-30-47(3,4)31(11-12-48(24,30)5)70-45-41(72-43-38(63)34(59)28(17-54)68-43)40(35(60)29(18-55)69-45)71-44-39(64)36(61)33(58)27(16-53)67-44/h14,23-46,53-64H,8-13,15-21H2,1-7H3
• InChI Key: PMAKLEKVDHFGNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₂
• Molecular Weight: 1061.20 g/mol
• Exact Mass: 1060.54542430 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7395	73.95%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8298	82.98%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.5413	54.13%
CYP3A4 substrate	+	0.7492	74.92%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.9010	90.10%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7498	74.98%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.5769	57.69%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8087	80.87%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8209	82.09%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9083	90.83%
Acute Oral Toxicity (c)	I	0.6698	66.98%
Estrogen receptor binding	+	0.7736	77.36%
Androgen receptor binding	+	0.7792	77.92%
Thyroid receptor binding	-	0.5090	50.90%
Glucocorticoid receptor binding	+	0.7153	71.53%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	+	0.7820	78.20%
Honey bee toxicity	-	0.5460	54.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	97.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.27%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.44%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.45%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.57%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.51%	98.75%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.31%	89.05%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.26%	97.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.80%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.67%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.28%	94.45%
CHEMBL325	Q13547	Histone deacetylase 1	87.50%	95.92%
CHEMBL5255	O00206	Toll-like receptor 4	87.45%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.10%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.74%	97.14%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.26%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.76%	97.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.71%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.43%	97.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.37%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.19%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.99%	94.33%
CHEMBL237	P41145	Kappa opioid receptor	81.66%	98.10%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	81.64%	85.83%
CHEMBL1937	Q92769	Histone deacetylase 2	81.55%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.71%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.10%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163044825
• LOTUS: LTS0146960
• wikiData: Q105211355