Trimethoxy-chalcone

Details

• Internal ID: f32f4b45-9666-4ada-9d18-e3a70b197783
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 1-phenyl-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C=C1)C=CC(=O)C2=CC=CC=C2)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)C=CC(=O)C2=CC=CC=C2)OC)OC
• InChI: InChI=1S/C18H18O4/c1-20-16-12-10-14(17(21-2)18(16)22-3)9-11-15(19)13-7-5-4-6-8-13/h4-12H,1-3H3
• InChI Key: WWYKTTKHXLXWAU-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.9300	93.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6886	68.86%
P-glycoprotein inhibitior	+	0.7788	77.88%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.5750	57.50%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7807	78.07%
CYP3A4 inhibition	+	0.6861	68.61%
CYP2C9 inhibition	-	0.9568	95.68%
CYP2C19 inhibition	+	0.7316	73.16%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	+	0.9177	91.77%
CYP2C8 inhibition	+	0.8060	80.60%
CYP inhibitory promiscuity	+	0.8469	84.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9447	94.47%
Eye irritation	+	0.5840	58.40%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7092	70.92%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.4546	45.46%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.9491	94.91%
Androgen receptor binding	+	0.8488	84.88%
Thyroid receptor binding	+	0.6825	68.25%
Glucocorticoid receptor binding	+	0.7428	74.28%
Aromatase binding	+	0.6001	60.01%
PPAR gamma	+	0.5503	55.03%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.02%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	93.33%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.57%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.43%	95.50%
CHEMBL2535	P11166	Glucose transporter	89.12%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.99%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.62%	91.11%

Plants that contains it

• Crotalaria ramosissima
• Murraya paniculata

Cross-Links

• PubChem: 54454091
• LOTUS: LTS0082701
• wikiData: Q105314425