Butyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

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Internal ID fc47a533-7d7e-40b6-9224-61d3989ee881
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name butyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CCCCOC(=O)C=CC1=CC(=C(C=C1)O)OC
SMILES (Isomeric) CCCCOC(=O)C=CC1=CC(=C(C=C1)O)OC
InChI InChI=1S/C14H18O4/c1-3-4-9-18-14(16)8-6-11-5-7-12(15)13(10-11)17-2/h5-8,10,15H,3-4,9H2,1-2H3
InChI Key JTQRZRRDNZAHMH-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C14H18O4
Molecular Weight 250.29 g/mol
Exact Mass 250.12050905 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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SCHEMBL8614691
DTXSID401317446

2D Structure

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2D Structure of Butyl 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 + 0.9940 99.40%
Caco-2 + 0.8336 83.36%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8846 88.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9241 92.41%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5866 58.66%
P-glycoprotein inhibitior - 0.9794 97.94%
P-glycoprotein substrate - 0.8874 88.74%
CYP3A4 substrate - 0.5215 52.15%
CYP2C9 substrate - 0.6021 60.21%
CYP2D6 substrate - 0.8411 84.11%
CYP3A4 inhibition - 0.7619 76.19%
CYP2C9 inhibition - 0.7751 77.51%
CYP2C19 inhibition - 0.6487 64.87%
CYP2D6 inhibition - 0.8554 85.54%
CYP1A2 inhibition + 0.6011 60.11%
CYP2C8 inhibition + 0.8472 84.72%
CYP inhibitory promiscuity - 0.7942 79.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7543 75.43%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9753 97.53%
Eye irritation + 0.7403 74.03%
Skin irritation - 0.7339 73.39%
Skin corrosion - 0.9738 97.38%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6116 61.16%
Micronuclear - 0.8726 87.26%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.6065 60.65%
Respiratory toxicity - 0.8889 88.89%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity - 0.9750 97.50%
Nephrotoxicity - 0.7417 74.17%
Acute Oral Toxicity (c) III 0.7841 78.41%
Estrogen receptor binding + 0.9251 92.51%
Androgen receptor binding + 0.7669 76.69%
Thyroid receptor binding + 0.6020 60.20%
Glucocorticoid receptor binding - 0.6211 62.11%
Aromatase binding + 0.6492 64.92%
PPAR gamma + 0.5255 52.55%
Honey bee toxicity - 0.9789 97.89%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9740 97.40%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.93% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.80% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.48% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.97% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.93% 96.09%
CHEMBL3194 P02766 Transthyretin 92.55% 90.71%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 92.03% 80.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.52% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 88.40% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.96% 89.62%
CHEMBL2581 P07339 Cathepsin D 87.95% 98.95%
CHEMBL1907 P15144 Aminopeptidase N 84.03% 93.31%
CHEMBL4208 P20618 Proteasome component C5 82.61% 90.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.48% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.42% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.86% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.83% 90.71%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.66% 100.00%

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.
Phellodendron chinense

Cross-Links

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PubChem 107571
LOTUS LTS0020422
wikiData Q105134944