Methyl 8-[2-(4-acetyloxy-3-hydroxy-2,5-dimethoxyoxolan-3-yl)-2-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.02,7]dodec-3-ene-3-carboxylate

Details

• Internal ID: 4e2bc719-6a48-492f-95a1-c8ce3c8c5d55
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: methyl 8-[2-(4-acetyloxy-3-hydroxy-2,5-dimethoxyoxolan-3-yl)-2-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.02,7]dodec-3-ene-3-carboxylate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC(CC2(C3CCC=C(C3(C4CC2C(=O)O4)C)C(=O)OC)C)C5(C(C(OC5OC)OC)OC(=O)C)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC(CC2(C3CCC=C(C3(C4CC2C(=O)O4)C)C(=O)OC)C)C5(C(C(OC5OC)OC)OC(=O)C)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C39H54O20/c1-17(40)51-16-24-28(52-18(2)41)29(53-19(3)42)30(54-20(4)43)34(56-24)58-27(39(47)31(55-21(5)44)35(49-9)59-36(39)50-10)15-37(6)23-14-26(57-33(23)46)38(7)22(32(45)48-8)12-11-13-25(37)38/h12,23-31,34-36,47H,11,13-16H2,1-10H3
• InChI Key: ONVAYUYWVYCTAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₄O₂₀
• Molecular Weight: 842.80 g/mol
• Exact Mass: 842.32084411 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 20
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	-	0.8432	84.32%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8322	83.22%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8086	80.86%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6168	61.68%
BSEP inhibitior	+	0.9586	95.86%
P-glycoprotein inhibitior	+	0.8159	81.59%
P-glycoprotein substrate	+	0.6140	61.40%
CYP3A4 substrate	+	0.7161	71.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9048	90.48%
CYP3A4 inhibition	-	0.8766	87.66%
CYP2C9 inhibition	-	0.8362	83.62%
CYP2C19 inhibition	-	0.9283	92.83%
CYP2D6 inhibition	-	0.9602	96.02%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	+	0.6202	62.02%
CYP inhibitory promiscuity	-	0.9227	92.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.5885	58.85%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4273	42.73%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5306	53.06%
skin sensitisation	-	0.9056	90.56%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7909	79.09%
Acute Oral Toxicity (c)	I	0.6205	62.05%
Estrogen receptor binding	+	0.7927	79.27%
Androgen receptor binding	+	0.6981	69.81%
Thyroid receptor binding	+	0.5137	51.37%
Glucocorticoid receptor binding	+	0.7863	78.63%
Aromatase binding	+	0.7215	72.15%
PPAR gamma	+	0.7766	77.66%
Honey bee toxicity	-	0.6766	67.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.24%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	94.23%	92.50%
CHEMBL4072	P07858	Cathepsin B	91.62%	93.67%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.67%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.91%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.91%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.51%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.58%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.05%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	85.91%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.64%	97.21%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.47%	95.71%
CHEMBL2581	P07339	Cathepsin D	85.31%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	85.18%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.50%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.56%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.16%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.79%	95.89%
CHEMBL5028	O14672	ADAM10	81.57%	97.50%
CHEMBL204	P00734	Thrombin	81.07%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.99%	86.33%
CHEMBL1871	P10275	Androgen Receptor	80.69%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.60%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.55%	96.47%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 163032633
• LOTUS: LTS0275810
• wikiData: Q105195167