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

Details

• Internal ID: 4905b70a-4d6e-42f9-95b8-a3e5087390dc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[14-hydroxy-7-(hydroxymethyl)-15-[5-hydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,12,16-trimethyl-6-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)OC1C(C(C(C(O1)CO)O)O)O)O)C2C(CC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C)O
• SMILES (Isomeric): CC(CCC(C(C)(C)OC1C(C(C(C(O1)CO)O)O)O)O)C2C(CC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C)O
• InChI: InChI=1S/C42H72O15/c1-20(7-10-26(47)37(2,3)57-36-34(53)32(51)30(49)23(17-44)55-36)28-21(46)15-40(6)25-9-8-24-38(4,19-45)27(56-35-33(52)31(50)29(48)22(16-43)54-35)11-12-41(24)18-42(25,41)14-13-39(28,40)5/h20-36,43-53H,7-19H2,1-6H3
• InChI Key: XAOHNGUGMJYNHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₅
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.48712159 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• 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	-	0.8780	87.80%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7996	79.96%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	-	0.5503	55.03%
CYP3A4 substrate	+	0.7106	71.06%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
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	+	0.5729	57.29%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6948	69.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7561	75.61%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6802	68.02%
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	-	0.6526	65.26%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.7240	72.40%
Androgen receptor binding	+	0.7640	76.40%
Thyroid receptor binding	-	0.5807	58.07%
Glucocorticoid receptor binding	+	0.6048	60.48%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.7059	70.59%
Honey bee toxicity	-	0.6692	66.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
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	99.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.63%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.22%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.65%	95.58%
CHEMBL220	P22303	Acetylcholinesterase	94.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.55%	92.88%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.60%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.78%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.41%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.76%	96.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.16%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	87.83%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.80%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.77%	97.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.77%	82.50%
CHEMBL1937	Q92769	Histone deacetylase 2	87.67%	94.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.16%	92.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.10%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.09%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.91%	85.14%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	85.24%	95.42%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.21%	91.03%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	84.96%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.60%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.59%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.55%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.47%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.84%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.69%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.51%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.45%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.35%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.29%	95.50%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.24%	99.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.21%	96.47%
CHEMBL259	P32245	Melanocortin receptor 4	81.09%	95.38%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.77%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.51%	82.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.49%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.28%	95.83%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.25%	97.29%

Plants that contains it

• Thalictrum fortunei

Cross-Links

• PubChem: 162927802
• LOTUS: LTS0252923
• wikiData: Q105324023