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[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4,5-trimethoxyphenyl)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 d7ef3d72-8d9a-4f42-ac78-fc8a6be774f5
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1OC)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)/C=C/C4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
InChI InChI=1S/C36H46O19/c1-45-20-11-18(12-21(46-2)32(20)49-5)7-9-26(39)51-16-25-28(41)30(43)31(44)35(52-25)55-36(17-38)34(29(42)24(15-37)54-36)53-27(40)10-8-19-13-22(47-3)33(50-6)23(14-19)48-4/h7-14,24-25,28-31,34-35,37-38,41-44H,15-17H2,1-6H3/b9-7+,10-8+/t24-,25-,28-,29-,30+,31-,34+,35-,36+/m1/s1
InChI Key NCOMQTOUSWASRA-NRZKAHDTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46O19
Molecular Weight 782.70 g/mol
Exact Mass 782.26332923 g/mol
Topological Polar Surface Area (TPSA) 257.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.82
H-Bond Acceptor 19
H-Bond Donor 6
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4,5-trimethoxyphenyl)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 - 0.7827 78.27%
Caco-2 - 0.8674 86.74%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7184 71.84%
OATP1B1 inhibitior + 0.8680 86.80%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9189 91.89%
P-glycoprotein inhibitior + 0.7385 73.85%
P-glycoprotein substrate - 0.7282 72.82%
CYP3A4 substrate + 0.6454 64.54%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8609 86.09%
CYP3A4 inhibition - 0.7802 78.02%
CYP2C9 inhibition - 0.8269 82.69%
CYP2C19 inhibition - 0.8158 81.58%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.7069 70.69%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7749 77.49%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8143 81.43%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8829 88.29%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8280 82.80%
Androgen receptor binding + 0.6481 64.81%
Thyroid receptor binding + 0.5612 56.12%
Glucocorticoid receptor binding + 0.7061 70.61%
Aromatase binding + 0.6047 60.47%
PPAR gamma + 0.7422 74.22%
Honey bee toxicity - 0.6845 68.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9374 93.74%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.90% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.52% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.33% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.67% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.51% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.69% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.28% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.92% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.32% 86.92%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.16% 95.83%
CHEMBL4302 P08183 P-glycoprotein 1 85.07% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.87% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.45% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 82.20% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.81% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.58% 96.90%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.29% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.77% 94.33%

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 11968497
LOTUS LTS0032512
wikiData Q105177299