3-(3,5-Dihydroxy-4-methoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

Details

• Internal ID: 8b7ac1d5-00cd-48ba-92fc-361fc65a5337
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 3-(3,5-dihydroxy-4-methoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C17H16O6/c1-22-11-4-5-12(14(19)9-11)13(18)6-3-10-7-15(20)17(23-2)16(21)8-10/h3-9,19-21H,1-2H3
• InChI Key: NAQKTACKUWLLGQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.9190	91.90%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	+	0.5651	56.51%
OATP1B1 inhibitior	+	0.9477	94.77%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	+	0.5753	57.53%
P-glycoprotein inhibitior	-	0.6052	60.52%
P-glycoprotein substrate	-	0.9574	95.74%
CYP3A4 substrate	-	0.5746	57.46%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	+	0.7141	71.41%
CYP2C9 inhibition	+	0.6640	66.40%
CYP2C19 inhibition	+	0.8098	80.98%
CYP2D6 inhibition	-	0.8246	82.46%
CYP1A2 inhibition	+	0.8916	89.16%
CYP2C8 inhibition	+	0.5648	56.48%
CYP inhibitory promiscuity	+	0.8246	82.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8205	82.05%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9557	95.57%
Eye irritation	+	0.7737	77.37%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.8726	87.26%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6686	66.86%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.6278	62.78%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6829	68.29%
Acute Oral Toxicity (c)	III	0.7249	72.49%
Estrogen receptor binding	+	0.9042	90.42%
Androgen receptor binding	+	0.7674	76.74%
Thyroid receptor binding	+	0.7640	76.40%
Glucocorticoid receptor binding	+	0.7367	73.67%
Aromatase binding	+	0.7465	74.65%
PPAR gamma	+	0.7728	77.28%
Honey bee toxicity	-	0.9183	91.83%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.22%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.97%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.37%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.05%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.02%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.58%	99.17%
CHEMBL3194	P02766	Transthyretin	86.42%	90.71%
CHEMBL2535	P11166	Glucose transporter	86.27%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.01%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.40%	96.12%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.06%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.87%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	80.64%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.60%	98.95%

Plants that contains it

• Xanthorrhoea resinosa

Cross-Links

• PubChem: 73299303
• LOTUS: LTS0226218
• wikiData: Q105176472