3-(2,3-Dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

Details

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Internal ID 25e2e0d7-c888-4c4d-8961-f483def48e6b
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
IUPAC Name 3-(2,3-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
SMILES (Canonical) COC1=CC(=C(C=C1)C(=O)C=CC2=C(C(=CC=C2)OC)OC)O
SMILES (Isomeric) COC1=CC(=C(C=C1)C(=O)C=CC2=C(C(=CC=C2)OC)OC)O
InChI InChI=1S/C18H18O5/c1-21-13-8-9-14(16(20)11-13)15(19)10-7-12-5-4-6-17(22-2)18(12)23-3/h4-11,20H,1-3H3
InChI Key ZPBDKGAFNCLNTD-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H18O5
Molecular Weight 314.30 g/mol
Exact Mass 314.11542367 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.31
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-(2,3-Dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9937 99.37%
Caco-2 + 0.9438 94.38%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.8159 81.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9399 93.99%
OATP1B3 inhibitior + 0.9651 96.51%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.6090 60.90%
P-glycoprotein inhibitior + 0.6820 68.20%
P-glycoprotein substrate - 0.8898 88.98%
CYP3A4 substrate + 0.5135 51.35%
CYP2C9 substrate - 0.8053 80.53%
CYP2D6 substrate - 0.8356 83.56%
CYP3A4 inhibition + 0.5168 51.68%
CYP2C9 inhibition - 0.9746 97.46%
CYP2C19 inhibition + 0.5781 57.81%
CYP2D6 inhibition - 0.9008 90.08%
CYP1A2 inhibition + 0.7048 70.48%
CYP2C8 inhibition + 0.6911 69.11%
CYP inhibitory promiscuity + 0.6325 63.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7825 78.25%
Carcinogenicity (trinary) Non-required 0.6008 60.08%
Eye corrosion - 0.9615 96.15%
Eye irritation - 0.4830 48.30%
Skin irritation - 0.7313 73.13%
Skin corrosion - 0.9864 98.64%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5728 57.28%
Micronuclear + 0.5733 57.33%
Hepatotoxicity - 0.6060 60.60%
skin sensitisation - 0.8715 87.15%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.8125 81.25%
Nephrotoxicity - 0.5626 56.26%
Acute Oral Toxicity (c) III 0.6006 60.06%
Estrogen receptor binding + 0.8584 85.84%
Androgen receptor binding + 0.7702 77.02%
Thyroid receptor binding + 0.6479 64.79%
Glucocorticoid receptor binding + 0.5995 59.95%
Aromatase binding + 0.5382 53.82%
PPAR gamma + 0.6434 64.34%
Honey bee toxicity - 0.9205 92.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9852 98.52%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.01% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.88% 91.11%
CHEMBL2535 P11166 Glucose transporter 95.93% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.14% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.61% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.06% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.14% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.04% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.45% 99.15%
CHEMBL2581 P07339 Cathepsin D 88.99% 98.95%
CHEMBL3194 P02766 Transthyretin 85.28% 90.71%
CHEMBL4208 P20618 Proteasome component C5 84.48% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.40% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.36% 94.00%
CHEMBL1255126 O15151 Protein Mdm4 81.33% 90.20%
CHEMBL340 P08684 Cytochrome P450 3A4 80.85% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.83% 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.
Andrographis macrobotrys

Cross-Links

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PubChem 3601121
LOTUS LTS0034025
wikiData Q105380818