Ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

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Internal ID 7b552dbf-8722-4bf8-a844-795d8c9ee805
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name ethyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) CCOC(=O)C=CC1=CC(=C(C(=C1)OC)O)OC
SMILES (Isomeric) CCOC(=O)/C=C/C1=CC(=C(C(=C1)OC)O)OC
InChI InChI=1S/C13H16O5/c1-4-18-12(14)6-5-9-7-10(16-2)13(15)11(8-9)17-3/h5-8,15H,4H2,1-3H3/b6-5+
InChI Key DMQNLOWHFHPWEA-AATRIKPKSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C13H16O5
Molecular Weight 252.26 g/mol
Exact Mass 252.09977361 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
ethyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
3-(4-Hydroxy-3,5-dimethoxy-phenyl)-acrylic acid ethyl ester
2-Propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, ethyl ester
ethyl sinapate
sinapic acid ethyl ester
SCHEMBL2394280
CHEMBL3580736
DMQNLOWHFHPWEA-AATRIKPKSA-N
MFCD06204678
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)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 + 0.9909 99.09%
Caco-2 + 0.7734 77.34%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8740 87.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8878 88.78%
OATP1B3 inhibitior + 0.9709 97.09%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.6788 67.88%
P-glycoprotein inhibitior - 0.9411 94.11%
P-glycoprotein substrate - 0.9333 93.33%
CYP3A4 substrate - 0.5654 56.54%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition - 0.8166 81.66%
CYP2C9 inhibition - 0.8516 85.16%
CYP2C19 inhibition - 0.8231 82.31%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8131 81.31%
CYP2C8 inhibition + 0.5952 59.52%
CYP inhibitory promiscuity - 0.6933 69.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7643 76.43%
Carcinogenicity (trinary) Non-required 0.7143 71.43%
Eye corrosion - 0.9567 95.67%
Eye irritation + 0.9041 90.41%
Skin irritation - 0.6714 67.14%
Skin corrosion - 0.9816 98.16%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7530 75.30%
Micronuclear - 0.5905 59.05%
Hepatotoxicity - 0.6469 64.69%
skin sensitisation - 0.6361 63.61%
Respiratory toxicity - 0.8444 84.44%
Reproductive toxicity + 0.5836 58.36%
Mitochondrial toxicity - 0.8750 87.50%
Nephrotoxicity - 0.7583 75.83%
Acute Oral Toxicity (c) III 0.7189 71.89%
Estrogen receptor binding + 0.8893 88.93%
Androgen receptor binding + 0.5237 52.37%
Thyroid receptor binding + 0.5870 58.70%
Glucocorticoid receptor binding - 0.7440 74.40%
Aromatase binding + 0.6900 69.00%
PPAR gamma - 0.6222 62.22%
Honey bee toxicity - 0.9270 92.70%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9656 96.56%

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
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.47% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.96% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.96% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.37% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.88% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.81% 91.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.52% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.24% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.05% 96.95%
CHEMBL3194 P02766 Transthyretin 81.53% 90.71%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.52% 92.68%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.34% 89.62%

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.
Descurainia sophia

Cross-Links

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PubChem 6439771
NPASS NPC109275
LOTUS LTS0036335
wikiData Q104985279