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[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)ethylperoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 9b95c07e-a524-40ec-8e20-d55bb9b1df1e
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)ethylperoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H26O11/c24-15-5-1-13(2-6-15)4-8-19(27)31-12-18-20(28)21(29)22(30)23(33-18)34-32-10-9-14-3-7-16(25)17(26)11-14/h1-8,11,18,20-26,28-30H,9-10,12H2/b8-4+/t18-,20-,21+,22-,23+/m1/s1
InChI Key UOIKECDNPFWDAD-AGXJAXIASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H26O11
Molecular Weight 478.40 g/mol
Exact Mass 478.14751164 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)ethylperoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6519 65.19%
Caco-2 - 0.9018 90.18%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7582 75.82%
OATP2B1 inhibitior - 0.8530 85.30%
OATP1B1 inhibitior + 0.8949 89.49%
OATP1B3 inhibitior + 0.9270 92.70%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4730 47.30%
P-glycoprotein inhibitior - 0.6247 62.47%
P-glycoprotein substrate - 0.8037 80.37%
CYP3A4 substrate + 0.6306 63.06%
CYP2C9 substrate - 0.6012 60.12%
CYP2D6 substrate - 0.8531 85.31%
CYP3A4 inhibition - 0.8128 81.28%
CYP2C9 inhibition - 0.6203 62.03%
CYP2C19 inhibition - 0.7315 73.15%
CYP2D6 inhibition - 0.8787 87.87%
CYP1A2 inhibition - 0.8046 80.46%
CYP2C8 inhibition + 0.7894 78.94%
CYP inhibitory promiscuity - 0.7173 71.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6407 64.07%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.8278 82.78%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3737 37.37%
Micronuclear - 0.6067 60.67%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.7868 78.68%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8959 89.59%
Acute Oral Toxicity (c) III 0.6934 69.34%
Estrogen receptor binding + 0.6743 67.43%
Androgen receptor binding + 0.6890 68.90%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5695 56.95%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6249 62.49%
Honey bee toxicity - 0.6624 66.24%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9177 91.77%

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 99.61% 91.11%
CHEMBL3194 P02766 Transthyretin 96.07% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.64% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.40% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.23% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.51% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.60% 85.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.44% 99.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 90.28% 89.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.93% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.80% 94.62%
CHEMBL226 P30542 Adenosine A1 receptor 88.39% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 88.03% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.06% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.64% 96.00%
CHEMBL4208 P20618 Proteasome component C5 84.09% 90.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.74% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 83.25% 83.82%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.96% 91.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.78% 96.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.74% 90.71%
CHEMBL2581 P07339 Cathepsin D 82.06% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.02% 86.92%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.71% 80.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.60% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.87% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.63% 85.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162817190
LOTUS LTS0163007
wikiData Q105276382