1-(2,4-Dihydroxyphenyl)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]prop-2-en-1-one

Details

• Internal ID: 149c0ef2-53cf-4af9-80ab-72edd4db5a4b
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-(2,4-dihydroxyphenyl)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]prop-2-en-1-one
• InChI: InChI=1S/C21H22O5/c1-5-21(2,3)16-10-13(20(26-4)12-19(16)25)6-9-17(23)15-8-7-14(22)11-18(15)24/h5-12,22,24-25H,1H2,2-4H3
• InChI Key: UYRRMZSSCNIGNC-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.7695	76.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8472	84.72%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7691	76.91%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7273	72.73%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	+	0.8338	83.38%
CYP2C9 inhibition	+	0.6928	69.28%
CYP2C19 inhibition	+	0.7876	78.76%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	+	0.7845	78.45%
CYP2C8 inhibition	+	0.7822	78.22%
CYP inhibitory promiscuity	+	0.7275	72.75%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7916	79.16%
Carcinogenicity (trinary)	Non-required	0.6876	68.76%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.5344	53.44%
Skin irritation	-	0.8083	80.83%
Skin corrosion	-	0.8883	88.83%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4381	43.81%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7281	72.81%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.8079	80.79%
Estrogen receptor binding	+	0.8703	87.03%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	+	0.8155	81.55%
Glucocorticoid receptor binding	+	0.7771	77.71%
Aromatase binding	+	0.8233	82.33%
PPAR gamma	+	0.7963	79.63%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	94.24%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.99%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.62%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.45%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.73%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.60%	89.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.97%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.97%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.82%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.98%	90.00%

Plants that contains it

• Glycyrrhiza inflata

Cross-Links

• PubChem: 75306643
• LOTUS: LTS0208165
• wikiData: Q105281884