2-[2-methoxy-4-[(E)-3-oxoprop-1-enyl]phenoxy]prop-2-enal

Details

• Internal ID: c3ef0744-cc1c-44d9-b803-c3ee8f54aeeb
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: 2-[2-methoxy-4-[(E)-3-oxoprop-1-enyl]phenoxy]prop-2-enal
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC=O)OC(=C)C=O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C=O)OC(=C)C=O
• InChI: InChI=1S/C13H12O4/c1-10(9-15)17-12-6-5-11(4-3-7-14)8-13(12)16-2/h3-9H,1H2,2H3/b4-3+
• InChI Key: WBOKDUZHHCSUBJ-ONEGZZNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7299	72.99%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8491	84.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9841	98.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6350	63.50%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.8871	88.71%
CYP3A4 substrate	-	0.5357	53.57%
CYP2C9 substrate	+	0.5959	59.59%
CYP2D6 substrate	-	0.7920	79.20%
CYP3A4 inhibition	-	0.6542	65.42%
CYP2C9 inhibition	-	0.6969	69.69%
CYP2C19 inhibition	+	0.6538	65.38%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	+	0.8062	80.62%
CYP2C8 inhibition	-	0.5693	56.93%
CYP inhibitory promiscuity	-	0.5313	53.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7263	72.63%
Carcinogenicity (trinary)	Non-required	0.5700	57.00%
Eye corrosion	+	0.5000	50.00%
Eye irritation	+	0.7221	72.21%
Skin irritation	-	0.5185	51.85%
Skin corrosion	-	0.8946	89.46%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4774	47.74%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6249	62.49%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6572	65.72%
Acute Oral Toxicity (c)	III	0.6483	64.83%
Estrogen receptor binding	+	0.7853	78.53%
Androgen receptor binding	-	0.4828	48.28%
Thyroid receptor binding	-	0.7184	71.84%
Glucocorticoid receptor binding	-	0.6157	61.57%
Aromatase binding	+	0.7372	73.72%
PPAR gamma	-	0.6422	64.22%
Honey bee toxicity	-	0.7721	77.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9869	98.69%

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	94.85%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.01%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.43%	91.11%
CHEMBL4208	P20618	Proteasome component C5	87.22%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	86.56%	90.20%
CHEMBL3194	P02766	Transthyretin	86.01%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.00%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.08%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.39%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.74%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 100988756
• LOTUS: LTS0251744
• wikiData: Q105300867