3-(2-Hydroxy-4,6-dimethoxyphenyl)-1-phenylprop-2-en-1-one

Details

Top
Internal ID 9fd68bc8-cd79-457c-902b-b07fd9945d27
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
IUPAC Name 3-(2-hydroxy-4,6-dimethoxyphenyl)-1-phenylprop-2-en-1-one
SMILES (Canonical) COC1=CC(=C(C(=C1)OC)C=CC(=O)C2=CC=CC=C2)O
SMILES (Isomeric) COC1=CC(=C(C(=C1)OC)C=CC(=O)C2=CC=CC=C2)O
InChI InChI=1S/C17H16O4/c1-20-13-10-16(19)14(17(11-13)21-2)8-9-15(18)12-6-4-3-5-7-12/h3-11,19H,1-2H3
InChI Key UEGGIRKULJYYBW-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C17H16O4
Molecular Weight 284.31 g/mol
Exact Mass 284.10485899 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.31
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-(2-Hydroxy-4,6-dimethoxyphenyl)-1-phenylprop-2-en-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 + 0.7967 79.67%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8978 89.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9531 95.31%
OATP1B3 inhibitior + 0.9897 98.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6051 60.51%
P-glycoprotein substrate - 0.9492 94.92%
CYP3A4 substrate - 0.5647 56.47%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.7829 78.29%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.9037 90.37%
CYP2C19 inhibition + 0.8684 86.84%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition + 0.8968 89.68%
CYP2C8 inhibition + 0.8664 86.64%
CYP inhibitory promiscuity + 0.7605 76.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.6960 69.60%
Carcinogenicity (trinary) Non-required 0.6565 65.65%
Eye corrosion - 0.9569 95.69%
Eye irritation + 0.8421 84.21%
Skin irritation - 0.6490 64.90%
Skin corrosion - 0.9851 98.51%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5203 52.03%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8735 87.35%
Respiratory toxicity - 0.8556 85.56%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity + 0.6049 60.49%
Acute Oral Toxicity (c) III 0.6034 60.34%
Estrogen receptor binding + 0.9252 92.52%
Androgen receptor binding + 0.8416 84.16%
Thyroid receptor binding + 0.5722 57.22%
Glucocorticoid receptor binding + 0.6937 69.37%
Aromatase binding + 0.7635 76.35%
PPAR gamma + 0.7128 71.28%
Honey bee toxicity - 0.9392 93.92%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9891 98.91%

Targets

Top

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.45% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.47% 86.33%
CHEMBL2535 P11166 Glucose transporter 92.56% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.06% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.24% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.26% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.98% 95.50%
CHEMBL1255126 O15151 Protein Mdm4 85.95% 90.20%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.96% 91.07%
CHEMBL3194 P02766 Transthyretin 83.51% 90.71%
CHEMBL4208 P20618 Proteasome component C5 82.84% 90.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.20% 97.21%

Plants that contains it

Top
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.
Helichrysum oreophilum

Cross-Links

Top
PubChem 129650442
LOTUS LTS0143280
wikiData Q105270890