2-(2,4-Dimethoxyphenyl)-5-prop-1-enyl-1-benzofuran

Details

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Internal ID 07a7658d-bcdc-4a45-9208-e53bb34b9d1f
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 2-(2,4-dimethoxyphenyl)-5-prop-1-enyl-1-benzofuran
SMILES (Canonical) CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3)OC)OC
SMILES (Isomeric) CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3)OC)OC
InChI InChI=1S/C19H18O3/c1-4-5-13-6-9-17-14(10-13)11-19(22-17)16-8-7-15(20-2)12-18(16)21-3/h4-12H,1-3H3
InChI Key DIOUMFOJMGVIPQ-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18O3
Molecular Weight 294.30 g/mol
Exact Mass 294.125594432 g/mol
Topological Polar Surface Area (TPSA) 31.60 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.15
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(2,4-Dimethoxyphenyl)-5-prop-1-enyl-1-benzofuran

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.9166 91.66%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.6747 67.47%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.9016 90.16%
OATP1B3 inhibitior + 0.9849 98.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7394 73.94%
P-glycoprotein inhibitior + 0.8645 86.45%
P-glycoprotein substrate - 0.6890 68.90%
CYP3A4 substrate + 0.5223 52.23%
CYP2C9 substrate - 0.5960 59.60%
CYP2D6 substrate - 0.7145 71.45%
CYP3A4 inhibition - 0.6180 61.80%
CYP2C9 inhibition + 0.6654 66.54%
CYP2C19 inhibition + 0.8509 85.09%
CYP2D6 inhibition - 0.9001 90.01%
CYP1A2 inhibition + 0.9462 94.62%
CYP2C8 inhibition + 0.7221 72.21%
CYP inhibitory promiscuity + 0.9768 97.68%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8908 89.08%
Carcinogenicity (trinary) Danger 0.4964 49.64%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.7966 79.66%
Skin irritation - 0.8085 80.85%
Skin corrosion - 0.9761 97.61%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9048 90.48%
Micronuclear + 0.6659 66.59%
Hepatotoxicity + 0.5598 55.98%
skin sensitisation - 0.8082 80.82%
Respiratory toxicity - 0.7778 77.78%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6302 63.02%
Acute Oral Toxicity (c) III 0.5092 50.92%
Estrogen receptor binding + 0.9703 97.03%
Androgen receptor binding + 0.9459 94.59%
Thyroid receptor binding + 0.7768 77.68%
Glucocorticoid receptor binding + 0.8638 86.38%
Aromatase binding + 0.8757 87.57%
PPAR gamma + 0.6808 68.08%
Honey bee toxicity - 0.8440 84.40%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7800 78.00%
Fish aquatic toxicity + 0.9842 98.42%

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 96.61% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.58% 91.11%
CHEMBL1907 P15144 Aminopeptidase N 95.02% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.04% 95.56%
CHEMBL3492 P49721 Proteasome Macropain subunit 93.01% 90.24%
CHEMBL2487 P05067 Beta amyloid A4 protein 93.00% 96.74%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.40% 86.33%
CHEMBL5747 Q92793 CREB-binding protein 89.35% 95.12%
CHEMBL4208 P20618 Proteasome component C5 88.54% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.90% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.65% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.32% 92.62%
CHEMBL2581 P07339 Cathepsin D 80.43% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.41% 97.21%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.27% 89.62%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 80.14% 92.86%

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.
Krameria bicolor
Krameria erecta
Krameria ramosissima

Cross-Links

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PubChem 162881980
LOTUS LTS0246778
wikiData Q104981546