1-(5-Hydroxy-3-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-yl)ethanone

Details

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Internal ID 0a822e8d-6049-44cc-9f7d-692f07479e46
Taxonomy Benzenoids > Benzene and substituted derivatives > Acetophenones
IUPAC Name 1-(5-hydroxy-3-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-yl)ethanone
SMILES (Canonical) CC(=C)C1C(C2=CC(=C(C=C2O1)C(=O)C)O)OC
SMILES (Isomeric) CC(=C)C1C(C2=CC(=C(C=C2O1)C(=O)C)O)OC
InChI InChI=1S/C14H16O4/c1-7(2)13-14(17-4)10-5-11(16)9(8(3)15)6-12(10)18-13/h5-6,13-14,16H,1H2,2-4H3
InChI Key AQYMPYYJWAIFLS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H16O4
Molecular Weight 248.27 g/mol
Exact Mass 248.10485899 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.62
H-Bond Acceptor 4
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-(5-Hydroxy-3-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-yl)ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 + 0.6520 65.20%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6393 63.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9218 92.18%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9309 93.09%
P-glycoprotein inhibitior - 0.8700 87.00%
P-glycoprotein substrate - 0.8173 81.73%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8251 82.51%
CYP3A4 inhibition + 0.6093 60.93%
CYP2C9 inhibition - 0.8464 84.64%
CYP2C19 inhibition + 0.7716 77.16%
CYP2D6 inhibition - 0.9328 93.28%
CYP1A2 inhibition + 0.8497 84.97%
CYP2C8 inhibition - 0.6667 66.67%
CYP inhibitory promiscuity + 0.7851 78.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4929 49.29%
Eye corrosion - 0.9426 94.26%
Eye irritation + 0.7958 79.58%
Skin irritation - 0.6635 66.35%
Skin corrosion - 0.9690 96.90%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4821 48.21%
Micronuclear + 0.7059 70.59%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.6425 64.25%
Respiratory toxicity - 0.7889 78.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.4730 47.30%
Acute Oral Toxicity (c) II 0.6492 64.92%
Estrogen receptor binding - 0.5440 54.40%
Androgen receptor binding - 0.6942 69.42%
Thyroid receptor binding - 0.5232 52.32%
Glucocorticoid receptor binding - 0.7874 78.74%
Aromatase binding - 0.5589 55.89%
PPAR gamma - 0.6334 63.34%
Honey bee toxicity - 0.7171 71.71%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9695 96.95%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.05% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.89% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 88.47% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 86.37% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.66% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.71% 94.80%
CHEMBL2581 P07339 Cathepsin D 80.65% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.00% 94.45%

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.
Acritopappus teixeirae
Microglossa pyrifolia

Cross-Links

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PubChem 129716254
LOTUS LTS0015963
wikiData Q104917166