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(E)-2-(4,5-Dihydroxy-2-{3-[(4-Hydroxyphenethyl)Amino]-3-Oxopropyl}Phenyl)-3-(4-Hydroxy-3-Methoxyphenyl)-N-(4-Acetamidobutyl)Acrylamide

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 8627fbb8-105e-42b8-a3d5-525800317a8d
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name (E)-N-(4-acetamidobutyl)-2-[4,5-dihydroxy-2-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxopropyl]phenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H39N3O8/c1-21(37)34-14-3-4-15-36-33(43)27(17-23-7-11-28(39)31(18-23)44-2)26-20-30(41)29(40)19-24(26)8-12-32(42)35-16-13-22-5-9-25(38)10-6-22/h5-7,9-11,17-20,38-41H,3-4,8,12-16H2,1-2H3,(H,34,37)(H,35,42)(H,36,43)/b27-17+
InChI Key WZTWRBBZCZLFSH-WPWMEQJKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C33H39N3O8
Molecular Weight 605.70 g/mol
Exact Mass 605.27371521 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 15

Synonyms

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(E)-2-(4,5-Dihydroxy-2-(3-((4-Hydroxyphenethyl)Amino)-3-Oxopropyl)Phenyl)-3-(4-Hydroxy-3-Methoxyphenyl)-N-(4-Acetamidobutyl)Acrylamide
(E)-N-(4-acetamidobutyl)-2-(4,5-dihydroxy-2-(3-(2-(4-hydroxyphenyl)ethylamino)-3-oxopropyl)phenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
(E)-N-(4-acetamidobutyl)-2-[4,5-dihydroxy-2-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxopropyl]phenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
RefChem:69997
CHEMBL2337118
SCHEMBL28354895

2D Structure

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2D Structure of (E)-2-(4,5-Dihydroxy-2-{3-[(4-Hydroxyphenethyl)Amino]-3-Oxopropyl}Phenyl)-3-(4-Hydroxy-3-Methoxyphenyl)-N-(4-Acetamidobutyl)Acrylamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9084 90.84%
Caco-2 - 0.8886 88.86%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8837 88.37%
OATP2B1 inhibitior + 0.5753 57.53%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.9344 93.44%
MATE1 inhibitior - 0.7486 74.86%
OCT2 inhibitior - 0.6787 67.87%
BSEP inhibitior + 0.9360 93.60%
P-glycoprotein inhibitior + 0.8211 82.11%
P-glycoprotein substrate + 0.7616 76.16%
CYP3A4 substrate + 0.6555 65.55%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.8230 82.30%
CYP3A4 inhibition + 0.6000 60.00%
CYP2C9 inhibition - 0.7643 76.43%
CYP2C19 inhibition - 0.7663 76.63%
CYP2D6 inhibition - 0.6668 66.68%
CYP1A2 inhibition - 0.7558 75.58%
CYP2C8 inhibition + 0.8689 86.89%
CYP inhibitory promiscuity - 0.9411 94.11%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8443 84.43%
Carcinogenicity (trinary) Non-required 0.7069 70.69%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9289 92.89%
Skin irritation - 0.7169 71.69%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3882 38.82%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8798 87.98%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6594 65.94%
Acute Oral Toxicity (c) III 0.6662 66.62%
Estrogen receptor binding + 0.8345 83.45%
Androgen receptor binding + 0.7819 78.19%
Thyroid receptor binding + 0.5849 58.49%
Glucocorticoid receptor binding + 0.7158 71.58%
Aromatase binding + 0.5228 52.28%
PPAR gamma + 0.7281 72.81%
Honey bee toxicity - 0.7152 71.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9609 96.09%

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 99.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.73% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 97.45% 97.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.22% 99.17%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 96.12% 93.10%
CHEMBL2535 P11166 Glucose transporter 95.93% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.73% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.09% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.96% 95.50%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 92.79% 96.67%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 92.62% 97.03%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 91.75% 89.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.88% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 90.42% 94.73%
CHEMBL1255126 O15151 Protein Mdm4 89.81% 90.20%
CHEMBL3492 P49721 Proteasome Macropain subunit 89.52% 90.24%
CHEMBL4208 P20618 Proteasome component C5 88.90% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.85% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.43% 91.19%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.41% 85.31%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 83.96% 96.25%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.10% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.76% 94.33%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.71% 92.29%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.49% 95.17%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.18% 85.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.98% 94.75%

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.
Lycium chinense

Cross-Links

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PubChem 71524309
NPASS NPC5462
LOTUS LTS0111290
wikiData Q105323500