2-[[2,11-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]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a2cbdae3-6da1-4613-87e2-5489953eae4a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[2,11-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]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC2C(OC3(C1C4(CCC56CC57C(CCC6C4(C3O)C)C(C(CC7O)OC8C(C(C(C(O8)CO)O)O)O)(C)C)C)O2)C(C)(C)O
• SMILES (Isomeric): CC1CC2C(OC3(C1C4(CCC56CC57C(CCC6C4(C3O)C)C(C(CC7O)OC8C(C(C(C(O8)CO)O)O)O)(C)C)C)O2)C(C)(C)O
• InChI: InChI=1S/C36H58O11/c1-16-12-17-27(31(4,5)43)47-36(46-17)26(16)32(6)10-11-34-15-35(34)19(8-9-20(34)33(32,7)29(36)42)30(2,3)22(13-21(35)38)45-28-25(41)24(40)23(39)18(14-37)44-28/h16-29,37-43H,8-15H2,1-7H3
• InChI Key: XEOKATHZLYGOQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₁
• Molecular Weight: 666.80 g/mol
• Exact Mass: 666.39791266 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6650	66.50%
Caco-2	-	0.8536	85.36%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6361	63.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9101	91.01%
P-glycoprotein inhibitior	+	0.6918	69.18%
P-glycoprotein substrate	+	0.5230	52.30%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.8840	88.40%
CYP2C9 inhibition	-	0.7743	77.43%
CYP2C19 inhibition	-	0.8614	86.14%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	+	0.7435	74.35%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.6787	67.87%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6724	67.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7279	72.79%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5748	57.48%
skin sensitisation	-	0.9086	90.86%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6989	69.89%
Acute Oral Toxicity (c)	I	0.5951	59.51%
Estrogen receptor binding	+	0.5300	53.00%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.5527	55.27%
Glucocorticoid receptor binding	+	0.5425	54.25%
Aromatase binding	+	0.6698	66.98%
PPAR gamma	+	0.6344	63.44%
Honey bee toxicity	-	0.6584	65.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8616	86.16%

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	99.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.18%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.97%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.49%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	94.87%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.15%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.67%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.57%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.72%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	87.04%	95.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.72%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	86.65%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.09%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.94%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	85.25%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.13%	94.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.13%	92.86%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.23%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	83.05%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.67%	97.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.74%	95.36%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.53%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.08%	85.14%
CHEMBL1977	P11473	Vitamin D receptor	81.00%	99.43%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.83%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.59%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.46%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.33%	91.24%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.29%	92.88%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.29%	97.88%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.28%	97.50%
CHEMBL1871	P10275	Androgen Receptor	80.04%	96.43%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 85193499
• LOTUS: LTS0230816
• wikiData: Q105326505