(E)-3-(4-hydroxy-2-methoxyphenyl)-1-phenylprop-2-en-1-one

Details

• Internal ID: 9199b997-372b-4229-834e-6507c7f64797
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: (E)-3-(4-hydroxy-2-methoxyphenyl)-1-phenylprop-2-en-1-one
• SMILES (Canonical): COC1=C(C=CC(=C1)O)C=CC(=O)C2=CC=CC=C2
• SMILES (Isomeric): COC1=C(C=CC(=C1)O)/C=C/C(=O)C2=CC=CC=C2
• InChI: InChI=1S/C16H14O3/c1-19-16-11-14(17)9-7-13(16)8-10-15(18)12-5-3-2-4-6-12/h2-11,17H,1H3/b10-8+
• InChI Key: LZXOBQXLOPBWFS-CSKARUKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8513	85.13%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9036	90.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8600	86.00%
OATP1B3 inhibitior	+	0.9916	99.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6913	69.13%
P-glycoprotein inhibitior	-	0.8573	85.73%
P-glycoprotein substrate	-	0.8815	88.15%
CYP3A4 substrate	-	0.5468	54.68%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7829	78.29%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	+	0.9257	92.57%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	+	0.9224	92.24%
CYP2C8 inhibition	+	0.8878	88.78%
CYP inhibitory promiscuity	+	0.7265	72.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6760	67.60%
Carcinogenicity (trinary)	Non-required	0.5567	55.67%
Eye corrosion	-	0.9084	90.84%
Eye irritation	+	0.9781	97.81%
Skin irritation	+	0.5811	58.11%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5236	52.36%
Micronuclear	+	0.5882	58.82%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8478	84.78%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.5538	55.38%
Acute Oral Toxicity (c)	IV	0.5839	58.39%
Estrogen receptor binding	+	0.9092	90.92%
Androgen receptor binding	+	0.8440	84.40%
Thyroid receptor binding	+	0.5250	52.50%
Glucocorticoid receptor binding	+	0.6543	65.43%
Aromatase binding	+	0.8302	83.02%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.9230	92.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.28%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.36%	91.11%
CHEMBL2535	P11166	Glucose transporter	91.86%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.05%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.77%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.25%	95.50%
CHEMBL3194	P02766	Transthyretin	87.93%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.22%	96.00%
CHEMBL4208	P20618	Proteasome component C5	85.65%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.76%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.52%	95.89%

Plants that contains it

• Vachellia vernicosa

Cross-Links

• PubChem: 135188160
• LOTUS: LTS0249374
• wikiData: Q105160196