2-[2-[4,5-Dihydroxy-2-[[2-hydroxy-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]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 863772a8-9d01-4122-9de6-43257855e1e2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[2-[4,5-dihydroxy-2-[[2-hydroxy-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]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C47H76O19/c1-19-14-21-36(42(4,5)58)66-47(65-21)35(19)43(6)12-13-46-18-45(46)11-10-26(41(2,3)24(45)8-9-25(46)44(43,7)40(47)57)62-38-33(27(51)20(50)17-59-38)64-39-34(31(55)29(53)23(16-49)61-39)63-37-32(56)30(54)28(52)22(15-48)60-37/h19-40,48-58H,8-18H2,1-7H3
• InChI Key: DUVWWMLNINDGPC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₉
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.49808019 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5750	57.50%
Caco-2	-	0.8852	88.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6150	61.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5308	53.08%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	+	0.5754	57.54%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8946	89.46%
CYP2C8 inhibition	+	0.7713	77.13%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7097	70.97%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6925	69.25%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8429	84.29%
Acute Oral Toxicity (c)	I	0.6862	68.62%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.7624	76.24%
Thyroid receptor binding	-	0.5334	53.34%
Glucocorticoid receptor binding	+	0.6084	60.84%
Aromatase binding	+	0.6513	65.13%
PPAR gamma	+	0.7739	77.39%
Honey bee toxicity	-	0.6215	62.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8309	83.09%

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	99.39%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.73%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.09%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.61%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.87%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.31%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.51%	95.93%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.39%	92.88%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.30%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	91.87%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.01%	96.95%
CHEMBL206	P03372	Estrogen receptor alpha	90.35%	97.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.34%	95.58%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.29%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.81%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.47%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	88.23%	94.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.51%	92.86%
CHEMBL220	P22303	Acetylcholinesterase	87.49%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.00%	95.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.34%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.93%	91.24%
CHEMBL2581	P07339	Cathepsin D	84.86%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.68%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.28%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.51%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.36%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	83.19%	94.01%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.03%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.07%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	82.00%	99.43%
CHEMBL5255	O00206	Toll-like receptor 4	81.42%	92.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.07%	97.53%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.98%	97.86%
CHEMBL233	P35372	Mu opioid receptor	80.84%	97.93%
CHEMBL325	Q13547	Histone deacetylase 1	80.54%	95.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.19%	94.00%

Plants that contains it

• Actaea cimicifuga

Cross-Links

• PubChem: 162907513
• LOTUS: LTS0024812
• wikiData: Q104989485