2-[4,5-Dihydroxy-2-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 78a28ae9-5e7d-4886-bb19-557beae86452
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[4,5-dihydroxy-2-[[14-hydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C47H78O18/c1-20-28(51)31(54)33(56)38(60-20)64-35-29(52)22(50)18-59-40(35)63-26-10-12-47-19-46(47)14-13-43(6)36(45(8)11-9-27(65-45)42(4,5)58)21(49)16-44(43,7)25(46)15-23(37(47)41(26,2)3)61-39-34(57)32(55)30(53)24(17-48)62-39/h20-40,48-58H,9-19H2,1-8H3
• InChI Key: OHYHOQFXLXSVIP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₈
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.51881563 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 18
• 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	+	0.6581	65.81%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6967	69.67%
P-glycoprotein inhibitior	+	0.7576	75.76%
P-glycoprotein substrate	+	0.5746	57.46%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.7218	72.18%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7432	74.32%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7050	70.50%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9758	97.58%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.6994	69.94%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	-	0.5534	55.34%
Glucocorticoid receptor binding	+	0.6459	64.59%
Aromatase binding	+	0.6583	65.83%
PPAR gamma	+	0.7470	74.70%
Honey bee toxicity	-	0.5917	59.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8633	86.33%

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	99.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.61%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	95.09%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.45%	95.58%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.06%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.70%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.89%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.39%	96.09%
CHEMBL3589	P55263	Adenosine kinase	90.48%	98.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.45%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.16%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.09%	92.94%
CHEMBL259	P32245	Melanocortin receptor 4	87.86%	95.38%
CHEMBL1977	P11473	Vitamin D receptor	87.77%	99.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.40%	97.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.24%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.95%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	85.87%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.60%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.29%	97.31%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.12%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.45%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.38%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.33%	96.95%
CHEMBL220	P22303	Acetylcholinesterase	83.08%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	83.05%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.93%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.56%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.54%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.98%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.65%	97.14%
CHEMBL2581	P07339	Cathepsin D	80.09%	98.95%

Plants that contains it

• Astragalus basineri
• Astragalus flexus

Cross-Links

• PubChem: 4483251
• LOTUS: LTS0262347
• wikiData: Q105192376