2-[[15-(5,6-Dihydroxy-6-methylheptan-2-yl)-6-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-9-hydroxy-7,7,12,16-tetramethyl-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: aa8b0fa8-b1a5-449a-8d56-959ce8716687
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[15-(5,6-dihydroxy-6-methylheptan-2-yl)-6-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-9-hydroxy-7,7,12,16-tetramethyl-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C(C)(C)O)O)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)OC7C(C(C(CO7)O)O)O)O)C)C)OC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): CC(CCC(C(C)(C)O)O)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)OC7C(C(C(CO7)O)O)O)O)C)C)OC8C(C(C(C(O8)CO)O)O)O
• InChI: InChI=1S/C46H78O18/c1-20(8-9-27(51)42(4,5)58)29-24(61-39-35(57)33(55)32(54)25(16-47)62-39)15-44(7)26-14-21(48)37-41(2,3)28(10-11-46(37)19-45(26,46)13-12-43(29,44)6)63-40-36(31(53)23(50)18-60-40)64-38-34(56)30(52)22(49)17-59-38/h20-40,47-58H,8-19H2,1-7H3
• InChI Key: HOLYOOXYJNTQAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₁₈
• Molecular Weight: 919.10 g/mol
• Exact Mass: 918.51881563 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 18
• 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	-	0.4805	48.05%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6482	64.82%
P-glycoprotein inhibitior	+	0.7501	75.01%
P-glycoprotein substrate	+	0.5860	58.60%
CYP3A4 substrate	+	0.7354	73.54%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9472	94.72%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.8918	89.18%
CYP2C8 inhibition	+	0.6639	66.39%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7230	72.30%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7122	71.22%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8687	86.87%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.7497	74.97%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	-	0.5749	57.49%
Glucocorticoid receptor binding	+	0.6241	62.41%
Aromatase binding	+	0.6571	65.71%
PPAR gamma	+	0.7490	74.90%
Honey bee toxicity	-	0.5902	59.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.38%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.06%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	98.39%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.04%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.16%	92.88%
CHEMBL2996	Q05655	Protein kinase C delta	92.80%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.24%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.14%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.29%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	89.79%	95.93%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.79%	97.29%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.04%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	88.77%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.94%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.18%	96.77%
CHEMBL4302	P08183	P-glycoprotein 1	86.67%	92.98%
CHEMBL206	P03372	Estrogen receptor alpha	86.23%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.22%	95.89%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	86.19%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.08%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.99%	89.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	85.84%	92.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.59%	90.24%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.42%	92.78%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	85.12%	92.86%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.09%	95.69%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.00%	99.00%
CHEMBL4581	P52732	Kinesin-like protein 1	84.19%	93.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.11%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.62%	82.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.25%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.72%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.29%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.14%	100.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.05%	96.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.04%	96.47%
CHEMBL259	P32245	Melanocortin receptor 4	81.32%	95.38%
CHEMBL1871	P10275	Androgen Receptor	81.26%	96.43%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.07%	95.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.95%	91.24%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.48%	96.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.31%	90.08%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.27%	97.86%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.13%	97.50%

Plants that contains it

• Astragalus pterocephalus
• Astragalus taschkendicus

Cross-Links

• PubChem: 3481925
• LOTUS: LTS0040334
• wikiData: Q105031368