3-(4-Acetyloxy-3-methoxyphenyl)prop-2-enyl acetate

Details

• Internal ID: dbb38ad1-a041-4c87-a4f5-37b8426b4ccb
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: 3-(4-acetyloxy-3-methoxyphenyl)prop-2-enyl acetate
• SMILES (Canonical): CC(=O)OCC=CC1=CC(=C(C=C1)OC(=O)C)OC
• SMILES (Isomeric): CC(=O)OCC=CC1=CC(=C(C=C1)OC(=O)C)OC
• InChI: InChI=1S/C14H16O5/c1-10(15)18-8-4-5-12-6-7-13(19-11(2)16)14(9-12)17-3/h4-7,9H,8H2,1-3H3
• InChI Key: KCODNVFFXXYJPA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8887	88.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8601	86.01%
P-glycoprotein inhibitior	-	0.8906	89.06%
P-glycoprotein substrate	-	0.8923	89.23%
CYP3A4 substrate	-	0.5528	55.28%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.6442	64.42%
CYP2C9 inhibition	-	0.7539	75.39%
CYP2C19 inhibition	-	0.6459	64.59%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	+	0.5754	57.54%
CYP2C8 inhibition	-	0.5714	57.14%
CYP inhibitory promiscuity	-	0.6560	65.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6919	69.19%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9523	95.23%
Eye irritation	+	0.6922	69.22%
Skin irritation	-	0.7746	77.46%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4684	46.84%
Micronuclear	-	0.6379	63.79%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7657	76.57%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	+	0.5947	59.47%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.5539	55.39%
Acute Oral Toxicity (c)	III	0.6087	60.87%
Estrogen receptor binding	+	0.6707	67.07%
Androgen receptor binding	-	0.5554	55.54%
Thyroid receptor binding	-	0.5664	56.64%
Glucocorticoid receptor binding	-	0.5384	53.84%
Aromatase binding	+	0.6563	65.63%
PPAR gamma	-	0.8476	84.76%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5193	51.93%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.48%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.95%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.90%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.18%	89.00%
CHEMBL2535	P11166	Glucose transporter	84.11%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.19%	90.00%
CHEMBL3194	P02766	Transthyretin	81.08%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.94%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.22%	89.62%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 613644
• LOTUS: LTS0222799
• wikiData: Q105138859