3,4-Dimethoxycinnamyl acetate

Details

• Internal ID: d83defac-3576-4c90-a095-0b4b3384159b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: [(E)-3-(3,4-dimethoxyphenyl)prop-2-enyl] acetate
• InChI: InChI=1S/C13H16O4/c1-10(14)17-8-4-5-11-6-7-12(15-2)13(9-11)16-3/h4-7,9H,8H2,1-3H3/b5-4+
• InChI Key: MVLZLHBOBVWBQS-SNAWJCMRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• NSC626951
• bmse010090
• CHEBI:86550
• trans-3,4-dimethoxycinnamyl acetate
• [(E)-3-(3,4-dimethoxyphenyl)allyl] acetate
• AC1NTSTL
• AC1Q65U3
• 3-(3,4-dimethoxyphenyl)prop-2-en-1-yl acetate
• [(E)-3-(3,4-dimethoxyphenyl)prop-2-enyl] acetate
• CHEMBL1965921
• SCHEMBL18424967
• SCHEMBL18424970
• NSC-626951
• Q27159235
• (2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.9201	92.01%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8552	85.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7384	73.84%
P-glycoprotein inhibitior	-	0.9465	94.65%
P-glycoprotein substrate	-	0.9270	92.70%
CYP3A4 substrate	-	0.5755	57.55%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.6746	67.46%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.7445	74.45%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6602	66.02%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7187	71.87%
Carcinogenicity (trinary)	Non-required	0.6822	68.22%
Eye corrosion	-	0.9355	93.55%
Eye irritation	+	0.9043	90.43%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9870	98.70%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4693	46.93%
Micronuclear	-	0.7279	72.79%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8190	81.90%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.5649	56.49%
Acute Oral Toxicity (c)	III	0.6057	60.57%
Estrogen receptor binding	+	0.6744	67.44%
Androgen receptor binding	-	0.5218	52.18%
Thyroid receptor binding	-	0.6870	68.70%
Glucocorticoid receptor binding	-	0.6144	61.44%
Aromatase binding	+	0.6923	69.23%
PPAR gamma	-	0.8793	87.93%
Honey bee toxicity	-	0.9375	93.75%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5107	51.07%
Fish aquatic toxicity	+	0.9850	98.50%

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	96.90%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.25%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.94%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.04%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.17%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.09%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	82.08%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.74%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.59%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.32%	89.00%

Plants that contains it

• Fagraea berteroana

Cross-Links

• PubChem: 5387771
• LOTUS: LTS0259667
• wikiData: Q27159235