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

Details

• Internal ID: 9c6507f2-c398-4a66-9ae7-8f2d3fd6f5a0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[9-hydroxy-15-[6-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-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)OC1C(C(C(CO1)O)O)O)C2C(CC3(C2(CCC45C3CC(C6C4(C5)CCC(C6(C)C)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)OC1C(C(C(CO1)O)O)O)C2C(CC3(C2(CCC45C3CC(C6C4(C5)CCC(C6(C)C)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(8-9-28(42(4,5)58)64-39-35(56)31(52)23(50)18-60-39)29-24(61-40-36(57)33(54)32(53)25(16-47)62-40)15-44(7)26-14-21(48)37-41(2,3)27(63-38-34(55)30(51)22(49)17-59-38)10-11-46(37)19-45(26,46)13-12-43(29,44)6/h20-40,47-58H,8-19H2,1-7H3
• InChI Key: GBAVXHKSFSIIEK-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	-	0.8802	88.02%
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	+	0.8289	82.89%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6924	69.24%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	+	0.5705	57.05%
CYP3A4 substrate	+	0.7293	72.93%
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	+	0.6533	65.33%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7265	72.65%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6927	69.27%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8143	81.43%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.7380	73.80%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	-	0.5638	56.38%
Glucocorticoid receptor binding	+	0.6104	61.04%
Aromatase binding	+	0.6426	64.26%
PPAR gamma	+	0.7448	74.48%
Honey bee toxicity	-	0.6058	60.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.27%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.51%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.07%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.81%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.90%	92.88%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.37%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.11%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	90.55%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.43%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.22%	89.62%
CHEMBL2581	P07339	Cathepsin D	89.01%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.69%	92.94%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	88.39%	92.50%
CHEMBL206	P03372	Estrogen receptor alpha	87.11%	97.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.61%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.43%	97.14%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	86.41%	92.86%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	86.25%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.88%	90.24%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.80%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.65%	97.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.46%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	85.35%	95.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.17%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.79%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.56%	95.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.77%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.24%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.12%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.09%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.96%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	82.79%	99.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.39%	95.83%
CHEMBL1914	P06276	Butyrylcholinesterase	82.35%	95.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.30%	92.78%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.03%	90.08%
CHEMBL1871	P10275	Androgen Receptor	81.42%	96.43%
CHEMBL4302	P08183	P-glycoprotein 1	81.22%	92.98%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.16%	89.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.07%	91.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.05%	98.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.86%	97.31%
CHEMBL1937	Q92769	Histone deacetylase 2	80.41%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.11%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	80.03%	94.45%

Plants that contains it

• Astragalus onobrychioides

Cross-Links

• PubChem: 162897456
• LOTUS: LTS0214004
• wikiData: Q105005741