3-(2,4-Dihydroxy-3-methoxyphenyl)-1-phenylprop-2-en-1-one

Details

• Internal ID: b5eec2fa-61e2-4f91-a5fa-0bf945471a07
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 3-(2,4-dihydroxy-3-methoxyphenyl)-1-phenylprop-2-en-1-one
• InChI: InChI=1S/C16H14O4/c1-20-16-14(18)10-8-12(15(16)19)7-9-13(17)11-5-3-2-4-6-11/h2-10,18-19H,1H3
• InChI Key: NUJWXDJYMPFKHZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.6579	65.79%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6630	66.30%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9763	97.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.6792	67.92%
P-glycoprotein inhibitior	-	0.7943	79.43%
P-glycoprotein substrate	-	0.9550	95.50%
CYP3A4 substrate	-	0.5726	57.26%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7829	78.29%
CYP3A4 inhibition	+	0.5927	59.27%
CYP2C9 inhibition	+	0.8248	82.48%
CYP2C19 inhibition	+	0.7952	79.52%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	+	0.9206	92.06%
CYP2C8 inhibition	+	0.7268	72.68%
CYP inhibitory promiscuity	+	0.8329	83.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8105	81.05%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9522	95.22%
Eye irritation	+	0.9301	93.01%
Skin irritation	-	0.5434	54.34%
Skin corrosion	-	0.8163	81.63%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8057	80.57%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6081	60.81%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6843	68.43%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.9643	96.43%
Androgen receptor binding	+	0.7346	73.46%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6682	66.82%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	+	0.7428	74.28%
Honey bee toxicity	-	0.9512	95.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	97.02%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.68%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.62%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.33%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.15%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.56%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.04%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.69%	94.62%
CHEMBL4208	P20618	Proteasome component C5	82.52%	90.00%
CHEMBL3194	P02766	Transthyretin	82.48%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.88%	98.11%
CHEMBL2581	P07339	Cathepsin D	81.23%	98.95%

Plants that contains it

• Vachellia vernicosa

Cross-Links

• PubChem: 130277346
• LOTUS: LTS0135382
• wikiData: Q105185912