1-[2-(4-Hydroxyphenyl)-3-methyl-1-benzofuran-5-yl]propan-2-one

Details

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Internal ID e6ff9df4-585c-4aaf-8499-524ee24b5fe7
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 1-[2-(4-hydroxyphenyl)-3-methyl-1-benzofuran-5-yl]propan-2-one
SMILES (Canonical) CC1=C(OC2=C1C=C(C=C2)CC(=O)C)C3=CC=C(C=C3)O
SMILES (Isomeric) CC1=C(OC2=C1C=C(C=C2)CC(=O)C)C3=CC=C(C=C3)O
InChI InChI=1S/C18H16O3/c1-11(19)9-13-3-8-17-16(10-13)12(2)18(21-17)14-4-6-15(20)7-5-14/h3-8,10,20H,9H2,1-2H3
InChI Key PUVPACOCVKDGTF-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H16O3
Molecular Weight 280.30 g/mol
Exact Mass 280.109944368 g/mol
Topological Polar Surface Area (TPSA) 50.40 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.25
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 1-[2-(4-Hydroxyphenyl)-3-methyl-1-benzofuran-5-yl]propan-2-one

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 + 0.7958 79.58%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7684 76.84%
OATP2B1 inhibitior + 0.5614 56.14%
OATP1B1 inhibitior + 0.8809 88.09%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6970 69.70%
P-glycoprotein inhibitior - 0.6666 66.66%
P-glycoprotein substrate - 0.6796 67.96%
CYP3A4 substrate + 0.5270 52.70%
CYP2C9 substrate - 0.5853 58.53%
CYP2D6 substrate - 0.6809 68.09%
CYP3A4 inhibition - 0.7700 77.00%
CYP2C9 inhibition + 0.8212 82.12%
CYP2C19 inhibition + 0.7566 75.66%
CYP2D6 inhibition - 0.9012 90.12%
CYP1A2 inhibition + 0.8771 87.71%
CYP2C8 inhibition + 0.8244 82.44%
CYP inhibitory promiscuity + 0.7189 71.89%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4125 41.25%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9363 93.63%
Skin irritation - 0.7261 72.61%
Skin corrosion - 0.9627 96.27%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4613 46.13%
Micronuclear + 0.6718 67.18%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.6550 65.50%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9294 92.94%
Acute Oral Toxicity (c) III 0.5212 52.12%
Estrogen receptor binding + 0.8851 88.51%
Androgen receptor binding + 0.8613 86.13%
Thyroid receptor binding + 0.5897 58.97%
Glucocorticoid receptor binding + 0.8480 84.80%
Aromatase binding + 0.8208 82.08%
PPAR gamma + 0.9001 90.01%
Honey bee toxicity - 0.8685 86.85%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9798 97.98%

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
CHEMBL2581 P07339 Cathepsin D 97.83% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.39% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.80% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.32% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 90.19% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.60% 99.17%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 87.79% 93.65%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.57% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.93% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.95% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.48% 94.45%
CHEMBL242 Q92731 Estrogen receptor beta 82.56% 98.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.91% 95.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.80% 90.93%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.04% 91.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.03% 95.89%

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 lanceolata

Cross-Links

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PubChem 14352604
LOTUS LTS0174299
wikiData Q105215307