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[(2S,3S,4R,5R)-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)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 194fe214-93b7-49ca-89a6-eb8d570395b2
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3S,4R,5R)-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H50O22/c1-56-26-14-22(6-10-25(26)47)7-12-35(50)64-42-41(63-34(49)13-9-24-17-29(59-4)37(52)30(18-24)60-5)31(19-45)65-44(42,21-46)66-43-40(55)39(54)38(53)32(62-43)20-61-33(48)11-8-23-15-27(57-2)36(51)28(16-23)58-3/h6-18,31-32,38-43,45-47,51-55H,19-21H2,1-5H3/b11-8+,12-7+,13-9+/t31-,32-,38-,39+,40-,41-,42+,43-,44+/m1/s1
InChI Key ZFUNZIPOLRYQON-CTDLUVRVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H50O22
Molecular Weight 930.90 g/mol
Exact Mass 930.27937322 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 22
H-Bond Donor 8
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R)-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)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 - 0.8702 87.02%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7204 72.04%
OATP1B1 inhibitior + 0.8351 83.51%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9200 92.00%
P-glycoprotein inhibitior + 0.7575 75.75%
P-glycoprotein substrate - 0.6297 62.97%
CYP3A4 substrate + 0.6720 67.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
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 + 0.7889 78.89%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9039 90.39%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7560 75.60%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9549 95.49%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8050 80.50%
Androgen receptor binding + 0.6726 67.26%
Thyroid receptor binding + 0.6124 61.24%
Glucocorticoid receptor binding + 0.6727 67.27%
Aromatase binding + 0.5962 59.62%
PPAR gamma + 0.7575 75.75%
Honey bee toxicity - 0.7143 71.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.76% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.72% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.22% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 94.80% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.69% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.95% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.30% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 92.88% 94.73%
CHEMBL3194 P02766 Transthyretin 90.14% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.40% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.90% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.35% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.33% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 83.53% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.13% 94.33%
CHEMBL4208 P20618 Proteasome component C5 82.94% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.16% 86.92%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.69% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.65% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.94% 96.90%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.48% 95.50%

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 122178691
LOTUS LTS0243788
wikiData Q105374747