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

Details

• Internal ID: 173f9640-3dde-4726-be68-d15e08a75584
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 1-(3,5-dihydroxy-4-methoxyphenyl)-3-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C17H16O6/c1-22-12-5-3-10(14(19)9-12)4-6-13(18)11-7-15(20)17(23-2)16(21)8-11/h3-9,19-21H,1-2H3
• InChI Key: UXBSNCHWDWECDB-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: 2.60
• 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	+	0.8154	81.54%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.6021	60.21%
P-glycoprotein inhibitior	-	0.6697	66.97%
P-glycoprotein substrate	-	0.9273	92.73%
CYP3A4 substrate	-	0.5136	51.36%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7829	78.29%
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	+	0.7253	72.53%
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	+	0.7217	72.17%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.8726	87.26%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7324	73.24%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6278	62.78%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7194	71.94%
Acute Oral Toxicity (c)	III	0.7249	72.49%
Estrogen receptor binding	+	0.8801	88.01%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	+	0.6374	63.74%
Glucocorticoid receptor binding	+	0.8317	83.17%
Aromatase binding	+	0.7356	73.56%
PPAR gamma	+	0.7006	70.06%
Honey bee toxicity	-	0.9280	92.80%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	98.23%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.57%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.37%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.82%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.62%	86.33%
CHEMBL3194	P02766	Transthyretin	90.98%	90.71%
CHEMBL2535	P11166	Glucose transporter	88.66%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.47%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.73%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.58%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.31%	91.07%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.09%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	82.04%	91.19%

Plants that contains it

• Xanthorrhoea australis

Cross-Links

• PubChem: 163018385
• LOTUS: LTS0095299
• wikiData: Q105280706