methyl 4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-3-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

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Internal ID 34a28281-aee3-428f-95aa-eab695afd1b1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-3-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C(C1CC(=O)OCCC2=CC(=C(C=C2)O)O)CC=O)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=COC(C(C1CC(=O)OCCC2=CC(=C(C=C2)O)O)CC=O)OC3C(C(C(C(O3)CO)O)O)O
InChI InChI=1S/C25H32O14/c1-35-23(34)15-11-37-24(39-25-22(33)21(32)20(31)18(10-27)38-25)13(4-6-26)14(15)9-19(30)36-7-5-12-2-3-16(28)17(29)8-12/h2-3,6,8,11,13-14,18,20-22,24-25,27-29,31-33H,4-5,7,9-10H2,1H3
InChI Key WDYYXHRRDDQKPP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O14
Molecular Weight 556.50 g/mol
Exact Mass 556.17920569 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.38
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-3-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6666 66.66%
Caco-2 - 0.9054 90.54%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8134 81.34%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.7793 77.93%
OATP1B3 inhibitior + 0.9482 94.82%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.5905 59.05%
P-glycoprotein inhibitior - 0.5355 53.55%
P-glycoprotein substrate - 0.5507 55.07%
CYP3A4 substrate + 0.6792 67.92%
CYP2C9 substrate - 0.7989 79.89%
CYP2D6 substrate - 0.8636 86.36%
CYP3A4 inhibition - 0.9122 91.22%
CYP2C9 inhibition - 0.8076 80.76%
CYP2C19 inhibition - 0.6984 69.84%
CYP2D6 inhibition - 0.8819 88.19%
CYP1A2 inhibition - 0.7196 71.96%
CYP2C8 inhibition + 0.7740 77.40%
CYP inhibitory promiscuity - 0.8685 86.85%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7063 70.63%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9342 93.42%
Skin irritation - 0.8302 83.02%
Skin corrosion - 0.9591 95.91%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7429 74.29%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.8302 83.02%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6669 66.69%
Acute Oral Toxicity (c) III 0.6290 62.90%
Estrogen receptor binding + 0.8468 84.68%
Androgen receptor binding + 0.7149 71.49%
Thyroid receptor binding - 0.5116 51.16%
Glucocorticoid receptor binding + 0.6399 63.99%
Aromatase binding - 0.5803 58.03%
PPAR gamma + 0.6460 64.60%
Honey bee toxicity - 0.7213 72.13%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8978 89.78%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.20% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.88% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 93.75% 94.73%
CHEMBL3437 Q16853 Amine oxidase, copper containing 90.32% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.11% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.65% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.20% 94.45%
CHEMBL4208 P20618 Proteasome component C5 87.82% 90.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.90% 96.61%
CHEMBL2581 P07339 Cathepsin D 86.11% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.09% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.59% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.59% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.86% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.55% 96.90%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.66% 90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ligustrum japonicum
Ligustrum lucidum
Ligustrum vulgare

Cross-Links

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PubChem 162899048
LOTUS LTS0167553
wikiData Q104392932