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-trihydroxyoxan-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: d1e8d796-4e2a-49f2-91d4-20333cf63623
• 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-trihydroxyoxan-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
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(CO8)O)O)O)C)O)C9(CCC(O9)C(C)(C)O)C)C)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC45CC46CCC7(C(C(CC7(C6CC(C5C3(C)C)OC8C(C(C(CO8)O)O)O)C)O)C9(CCC(O9)C(C)(C)O)C)C)O)O)O)O)O
• InChI: InChI=1S/C46H76O17/c1-20-28(50)31(53)33(55)38(59-20)62-34-30(52)23(49)18-58-39(34)61-26-10-12-46-19-45(46)14-13-42(6)35(44(8)11-9-27(63-44)41(4,5)56)21(47)16-43(42,7)25(45)15-24(36(46)40(26,2)3)60-37-32(54)29(51)22(48)17-57-37/h20-39,47-56H,9-19H2,1-8H3
• InChI Key: KQSZHSKJNNXOTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₇
• Molecular Weight: 901.10 g/mol
• Exact Mass: 900.50825095 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7397	73.97%
Caco-2	-	0.8799	87.99%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6908	69.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8498	84.98%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6657	66.57%
P-glycoprotein inhibitior	+	0.7569	75.69%
P-glycoprotein substrate	+	0.5898	58.98%
CYP3A4 substrate	+	0.7348	73.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.9079	90.79%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8964	89.64%
CYP2C8 inhibition	+	0.7131	71.31%
CYP inhibitory promiscuity	-	0.9535	95.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6068	60.68%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7319	73.19%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7431	74.31%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6289	62.89%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9579	95.79%
Acute Oral Toxicity (c)	I	0.6064	60.64%
Estrogen receptor binding	+	0.6902	69.02%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	-	0.5482	54.82%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	+	0.6511	65.11%
PPAR gamma	+	0.7407	74.07%
Honey bee toxicity	-	0.5947	59.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9139	91.39%

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	98.56%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.75%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.75%	95.58%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.90%	83.57%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.39%	97.31%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.25%	97.36%
CHEMBL240	Q12809	HERG	92.20%	89.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.08%	92.94%
CHEMBL1914	P06276	Butyrylcholinesterase	92.04%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.04%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.21%	96.77%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.09%	95.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	89.38%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.01%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.43%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.49%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.26%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.71%	85.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.30%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.91%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.85%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.53%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.46%	96.61%
CHEMBL1871	P10275	Androgen Receptor	83.65%	96.43%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.57%	97.86%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.02%	97.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.93%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.90%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.78%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.30%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.99%	98.99%
CHEMBL1937	Q92769	Histone deacetylase 2	80.53%	94.75%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.19%	98.00%

Plants that contains it

• Astragalus basineri
• Astragalus exilis
• Astragalus flexus
• Astragalus globiceps
• Astragalus pycnocephalus
• Astragalus sieversianus

Cross-Links

• PubChem: 5176453
• LOTUS: LTS0205624
• wikiData: Q105144777