2,4-Dihydroxy-4',6-dimethoxychalcone

Details

• Internal ID: 86a94e2a-44af-48cf-9696-372a986d4b26
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 3-(2,4-dihydroxy-6-methoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=CC=C(C=C1)C(=O)C=CC2=C(C=C(C=C2OC)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C(=O)C=CC2=C(C=C(C=C2OC)O)O
• InChI: InChI=1S/C17H16O5/c1-21-13-5-3-11(4-6-13)15(19)8-7-14-16(20)9-12(18)10-17(14)22-2/h3-10,18,20H,1-2H3
• InChI Key: KJFNNCGVGSDNRR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.9221	92.21%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8138	81.38%
OATP2B1 inhibitior	-	0.5774	57.74%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.6949	69.49%
P-glycoprotein inhibitior	-	0.6173	61.73%
P-glycoprotein substrate	-	0.9094	90.94%
CYP3A4 substrate	-	0.5054	50.54%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7829	78.29%
CYP3A4 inhibition	+	0.7770	77.70%
CYP2C9 inhibition	+	0.7656	76.56%
CYP2C19 inhibition	+	0.9176	91.76%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	+	0.9475	94.75%
CYP2C8 inhibition	+	0.8890	88.90%
CYP inhibitory promiscuity	+	0.8786	87.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7627	76.27%
Carcinogenicity (trinary)	Non-required	0.7034	70.34%
Eye corrosion	-	0.9647	96.47%
Eye irritation	+	0.9051	90.51%
Skin irritation	-	0.6705	67.05%
Skin corrosion	-	0.8917	89.17%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6567	65.67%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7366	73.66%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6385	63.85%
Acute Oral Toxicity (c)	III	0.7234	72.34%
Estrogen receptor binding	+	0.8681	86.81%
Androgen receptor binding	+	0.8862	88.62%
Thyroid receptor binding	+	0.5520	55.20%
Glucocorticoid receptor binding	+	0.5502	55.02%
Aromatase binding	+	0.7200	72.00%
PPAR gamma	+	0.8264	82.64%
Honey bee toxicity	-	0.9421	94.21%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	95.92%	95.56%
CHEMBL3194	P02766	Transthyretin	94.03%	90.71%
CHEMBL4208	P20618	Proteasome component C5	93.84%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.79%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.68%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.63%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL2535	P11166	Glucose transporter	89.82%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.97%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.19%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.51%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.10%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.10%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.01%	91.19%

Plants that contains it

• Imperata cylindrica

Cross-Links

• PubChem: 74819284
• LOTUS: LTS0208291
• wikiData: Q105141825