(E)-3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid

Details

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Internal ID 7bab5c3f-156d-4600-8abc-822cf68ea79b
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives > Coumaric acids
IUPAC Name (E)-3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid
SMILES (Canonical) COC1=C(C=C2C(=C1)C=CO2)C=CC(=O)O
SMILES (Isomeric) COC1=C(C=C2C(=C1)C=CO2)/C=C/C(=O)O
InChI InChI=1S/C12H10O4/c1-15-10-6-9-4-5-16-11(9)7-8(10)2-3-12(13)14/h2-7H,1H3,(H,13,14)/b3-2+
InChI Key OGPPYEWGUGMXAG-NSCUHMNNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C12H10O4
Molecular Weight 218.20 g/mol
Exact Mass 218.05790880 g/mol
Topological Polar Surface Area (TPSA) 59.70 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 + 0.5972 59.72%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.6976 69.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8943 89.43%
OATP1B3 inhibitior + 0.9796 97.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7733 77.33%
P-glycoprotein inhibitior - 0.9396 93.96%
P-glycoprotein substrate - 0.9227 92.27%
CYP3A4 substrate - 0.5832 58.32%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8540 85.40%
CYP3A4 inhibition - 0.6876 68.76%
CYP2C9 inhibition + 0.6060 60.60%
CYP2C19 inhibition + 0.5212 52.12%
CYP2D6 inhibition - 0.9182 91.82%
CYP1A2 inhibition + 0.8536 85.36%
CYP2C8 inhibition + 0.5465 54.65%
CYP inhibitory promiscuity + 0.5452 54.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8950 89.50%
Carcinogenicity (trinary) Danger 0.3816 38.16%
Eye corrosion - 0.9399 93.99%
Eye irritation + 0.8517 85.17%
Skin irritation - 0.5592 55.92%
Skin corrosion - 0.9748 97.48%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6130 61.30%
Micronuclear + 0.8159 81.59%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8253 82.53%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6515 65.15%
Acute Oral Toxicity (c) III 0.4802 48.02%
Estrogen receptor binding + 0.8055 80.55%
Androgen receptor binding + 0.7329 73.29%
Thyroid receptor binding - 0.7026 70.26%
Glucocorticoid receptor binding - 0.5383 53.83%
Aromatase binding + 0.8279 82.79%
PPAR gamma + 0.7776 77.76%
Honey bee toxicity - 0.9330 93.30%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6755 67.55%
Fish aquatic toxicity + 0.9792 97.92%

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 95.46% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.57% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.80% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.19% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.41% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.75% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.19% 95.50%

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.
Codonopsis lanceolata

Cross-Links

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PubChem 56964356
LOTUS LTS0126801
wikiData Q105191763