Tetramethoxychalcone

Details

• Internal ID: 3b265c36-b701-4cd4-b32d-0d2816848f2e
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 1-phenyl-3-(2,3,4,5-tetramethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1)C=CC(=O)C2=CC=CC=C2)OC)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C(=C1)C=CC(=O)C2=CC=CC=C2)OC)OC)OC
• InChI: InChI=1S/C19H20O5/c1-21-16-12-14(17(22-2)19(24-4)18(16)23-3)10-11-15(20)13-8-6-5-7-9-13/h5-12H,1-4H3
• InChI Key: FALFKLOXQUVHQP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

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	+	0.9456	94.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7783	77.83%
P-glycoprotein inhibitior	+	0.8488	84.88%
P-glycoprotein substrate	-	0.9248	92.48%
CYP3A4 substrate	-	0.5717	57.17%
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	+	0.8496	84.96%
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	+	0.6986	69.86%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7094	70.94%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7400	74.00%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.9455	94.55%
Androgen receptor binding	+	0.7693	76.93%
Thyroid receptor binding	+	0.6926	69.26%
Glucocorticoid receptor binding	+	0.7525	75.25%
Aromatase binding	-	0.5310	53.10%
PPAR gamma	+	0.6376	63.76%
Honey bee toxicity	-	0.9301	93.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
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	96.69%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.79%	96.00%
CHEMBL2535	P11166	Glucose transporter	91.41%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.20%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.72%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	87.67%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.45%	96.09%
CHEMBL4208	P20618	Proteasome component C5	84.94%	90.00%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 145786676
• LOTUS: LTS0012608
• wikiData: Q104992310