methyl 4-[2-[2-(3,4-diacetyloxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 58178b91-790f-48ce-af7a-631e5385119f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 4-[2-[2-(3,4-diacetyloxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC=C1C(C(=COC1OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C37H44O19/c1-9-25-26(15-31(44)47-13-12-24-10-11-28(50-19(3)39)29(14-24)51-20(4)40)27(35(45)46-8)16-49-36(25)56-37-34(54-23(7)43)33(53-22(6)42)32(52-21(5)41)30(55-37)17-48-18(2)38/h9-11,14,16,26,30,32-34,36-37H,12-13,15,17H2,1-8H3
• InChI Key: HFKPLDFHUJCNDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₄O₁₉
• Molecular Weight: 792.70 g/mol
• Exact Mass: 792.24767917 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 19
• H-Bond Donor: 0
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9503	95.03%
Caco-2	-	0.8398	83.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8778	87.78%
OATP2B1 inhibitior	+	0.7167	71.67%
OATP1B1 inhibitior	+	0.7459	74.59%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9762	97.62%
P-glycoprotein inhibitior	+	0.8549	85.49%
P-glycoprotein substrate	+	0.6417	64.17%
CYP3A4 substrate	+	0.7073	70.73%
CYP2C9 substrate	+	0.6064	60.64%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.8852	88.52%
CYP2C19 inhibition	+	0.6593	65.93%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.5134	51.34%
CYP2C8 inhibition	+	0.8633	86.33%
CYP inhibitory promiscuity	-	0.5412	54.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.7001	70.01%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.8516	85.16%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8016	80.16%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7192	71.92%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6282	62.82%
Acute Oral Toxicity (c)	III	0.5178	51.78%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	+	0.7042	70.42%
Thyroid receptor binding	+	0.5416	54.16%
Glucocorticoid receptor binding	+	0.8289	82.89%
Aromatase binding	+	0.6492	64.92%
PPAR gamma	+	0.7767	77.67%
Honey bee toxicity	-	0.6544	65.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9815	98.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.54%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.34%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.99%	86.92%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.45%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.60%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.21%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.45%	91.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.79%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.60%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.53%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.00%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.34%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.76%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.09%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.19%	94.33%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	80.63%	87.16%
CHEMBL5255	O00206	Toll-like receptor 4	80.05%	92.50%

Plants that contains it

• Fraxinus chinensis subsp. rhynchophylla

Cross-Links

• PubChem: 541168
• LOTUS: LTS0271393
• wikiData: Q105027376