4-{3-[4-(Acetyloxy)phenyl]acryloyl}phenyl acetate

Details

• Internal ID: 1180042f-16fc-41c6-999d-46b3d3d8e8c5
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: [4-[(E)-3-(4-acetyloxyphenyl)-3-oxoprop-1-enyl]phenyl] acetate
• InChI: InChI=1S/C19H16O5/c1-13(20)23-17-8-3-15(4-9-17)5-12-19(22)16-6-10-18(11-7-16)24-14(2)21/h3-12H,1-2H3/b12-5+
• InChI Key: LOJPXZIWUJIYDA-LFYBBSHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₅
• Molecular Weight: 324.30 g/mol
• Exact Mass: 324.09977361 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• [4-[(E)-3-(4-acetyloxyphenyl)-3-oxoprop-1-enyl]phenyl] acetate
• AN-308/25123035

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6554	65.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9029	90.29%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9655	96.55%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7457	74.57%
P-glycoprotein inhibitior	-	0.4815	48.15%
P-glycoprotein substrate	-	0.9631	96.31%
CYP3A4 substrate	-	0.6186	61.86%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.5844	58.44%
CYP2C9 inhibition	-	0.5450	54.50%
CYP2C19 inhibition	+	0.5846	58.46%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	+	0.7472	74.72%
CYP2C8 inhibition	+	0.5600	56.00%
CYP inhibitory promiscuity	+	0.5744	57.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6260	62.60%
Carcinogenicity (trinary)	Non-required	0.5330	53.30%
Eye corrosion	-	0.9772	97.72%
Eye irritation	+	0.6276	62.76%
Skin irritation	-	0.8733	87.33%
Skin corrosion	-	0.9905	99.05%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6474	64.74%
Micronuclear	-	0.5026	50.26%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.7789	77.89%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6903	69.03%
Acute Oral Toxicity (c)	III	0.8250	82.50%
Estrogen receptor binding	+	0.9222	92.22%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	+	0.5870	58.70%
Glucocorticoid receptor binding	+	0.8216	82.16%
Aromatase binding	+	0.5539	55.39%
PPAR gamma	+	0.5715	57.15%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	96.56%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.25%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.38%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.78%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.42%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.47%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.57%	95.50%

Plants that contains it

• Chamaecyparis obtusa

Cross-Links

• PubChem: 5884182
• LOTUS: LTS0202167
• wikiData: Q105154754