2',4',6'-Trimethoxychalcone

Details

• Internal ID: 2fbcb9f5-0512-453b-950a-ac05105f6805
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids
• IUPAC Name: (E)-3-phenyl-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=CC(=C(C(=C1)OC)C(=O)C=CC2=CC=CC=C2)OC
• SMILES (Isomeric): COC1=CC(=C(C(=C1)OC)C(=O)/C=C/C2=CC=CC=C2)OC
• InChI: InChI=1S/C18H18O4/c1-20-14-11-16(21-2)18(17(12-14)22-3)15(19)10-9-13-7-5-4-6-8-13/h4-12H,1-3H3/b10-9+
• InChI Key: DRGVZVJDZOMQAI-MDZDMXLPSA-N
• Popularity: 6 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

• CHEMBL440948
• SCHEMBL12485774
• DRGVZVJDZOMQAI-MDZDMXLPSA-N
• AKOS024286198
• 2-Propen-1-one, 3-phenyl-1-(2,4,6-trimethoxyphenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8834	88.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8622	86.22%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9419	94.19%
OATP1B3 inhibitior	+	0.9863	98.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7525	75.25%
P-glycoprotein inhibitior	+	0.8178	81.78%
P-glycoprotein substrate	-	0.9551	95.51%
CYP3A4 substrate	-	0.6286	62.86%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6662	66.62%
CYP2C9 inhibition	-	0.9323	93.23%
CYP2C19 inhibition	+	0.7447	74.47%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	+	0.9427	94.27%
CYP2C8 inhibition	+	0.7398	73.98%
CYP inhibitory promiscuity	+	0.8909	89.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7149	71.49%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9561	95.61%
Eye irritation	+	0.7202	72.02%
Skin irritation	-	0.8454	84.54%
Skin corrosion	-	0.9935	99.35%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3660	36.60%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.9170	91.70%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.5931	59.31%
Acute Oral Toxicity (c)	III	0.6050	60.50%
Estrogen receptor binding	+	0.9065	90.65%
Androgen receptor binding	+	0.8031	80.31%
Thyroid receptor binding	+	0.6255	62.55%
Glucocorticoid receptor binding	+	0.7815	78.15%
Aromatase binding	+	0.7640	76.40%
PPAR gamma	+	0.6534	65.34%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.28%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.99%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.62%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.67%	95.50%
CHEMBL4208	P20618	Proteasome component C5	87.79%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.93%	94.08%
CHEMBL2535	P11166	Glucose transporter	84.77%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.64%	93.99%

Plants that contains it

• Alpinia pricei

Cross-Links

• PubChem: 6154317
• LOTUS: LTS0215448
• wikiData: Q104987405