3-(2-Hydroxy-4,6-dimethoxyphenyl)-1-phenylprop-2-en-1-one

Details

• Internal ID: 9fd68bc8-cd79-457c-902b-b07fd9945d27
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 3-(2-hydroxy-4,6-dimethoxyphenyl)-1-phenylprop-2-en-1-one
• SMILES (Canonical): COC1=CC(=C(C(=C1)OC)C=CC(=O)C2=CC=CC=C2)O
• SMILES (Isomeric): COC1=CC(=C(C(=C1)OC)C=CC(=O)C2=CC=CC=C2)O
• InChI: InChI=1S/C17H16O4/c1-20-13-10-16(19)14(17(11-13)21-2)8-9-15(18)12-6-4-3-5-7-12/h3-11,19H,1-2H3
• InChI Key: UEGGIRKULJYYBW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7967	79.67%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8978	89.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9531	95.31%
OATP1B3 inhibitior	+	0.9897	98.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6051	60.51%
P-glycoprotein substrate	-	0.9492	94.92%
CYP3A4 substrate	-	0.5647	56.47%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7829	78.29%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9037	90.37%
CYP2C19 inhibition	+	0.8684	86.84%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8968	89.68%
CYP2C8 inhibition	+	0.8664	86.64%
CYP inhibitory promiscuity	+	0.7605	76.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6960	69.60%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9569	95.69%
Eye irritation	+	0.8421	84.21%
Skin irritation	-	0.6490	64.90%
Skin corrosion	-	0.9851	98.51%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5203	52.03%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8735	87.35%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6049	60.49%
Acute Oral Toxicity (c)	III	0.6034	60.34%
Estrogen receptor binding	+	0.9252	92.52%
Androgen receptor binding	+	0.8416	84.16%
Thyroid receptor binding	+	0.5722	57.22%
Glucocorticoid receptor binding	+	0.6937	69.37%
Aromatase binding	+	0.7635	76.35%
PPAR gamma	+	0.7128	71.28%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	97.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.56%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.26%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.98%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	85.95%	90.20%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.96%	91.07%
CHEMBL3194	P02766	Transthyretin	83.51%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.84%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.20%	97.21%

Plants that contains it

• Helichrysum oreophilum

Cross-Links

• PubChem: 129650442
• LOTUS: LTS0143280
• wikiData: Q105270890