2-Propenal, 3-(4-methoxyphenyl)-

Details

• Internal ID: 6e6ae7f4-a646-487b-94a5-7ae4de6c2c13
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: 3-(4-methoxyphenyl)prop-2-enal
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC=O
• SMILES (Isomeric): COC1=CC=C(C=C1)C=CC=O
• InChI: InChI=1S/C10H10O2/c1-12-10-6-4-9(5-7-10)3-2-8-11/h2-8H,1H3
• InChI Key: AXCXHFKZHDEKTP-UHFFFAOYSA-N
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.18 g/mol
• Exact Mass: 162.068079557 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 2-Propenal, 3-(4-methoxyphenyl)-
• p-MeO-cinnamaldehyde
• 4-methoxy cinnamaldehyde
• para-methoxycinnamaldehyde
• DTXSID60859692
• AXCXHFKZHDEKTP-UHFFFAOYSA-N
• AKOS028108636
• AM85651
• para-METHOXY CINNAMIC ALDEHYDE (PMCA)
• FT-0618935

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9180	91.80%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8284	82.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9415	94.15%
OATP1B3 inhibitior	+	0.9845	98.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7680	76.80%
P-glycoprotein inhibitior	-	0.9835	98.35%
P-glycoprotein substrate	-	0.9829	98.29%
CYP3A4 substrate	-	0.6371	63.71%
CYP2C9 substrate	+	0.5954	59.54%
CYP2D6 substrate	-	0.7817	78.17%
CYP3A4 inhibition	-	0.9048	90.48%
CYP2C9 inhibition	-	0.9099	90.99%
CYP2C19 inhibition	-	0.5478	54.78%
CYP2D6 inhibition	-	0.9682	96.82%
CYP1A2 inhibition	+	0.8134	81.34%
CYP2C8 inhibition	-	0.9128	91.28%
CYP inhibitory promiscuity	-	0.6438	64.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5835	58.35%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	+	0.9449	94.49%
Eye irritation	+	0.9960	99.60%
Skin irritation	+	0.7895	78.95%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5266	52.66%
Micronuclear	-	0.6519	65.19%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	+	0.8048	80.48%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.4921	49.21%
Acute Oral Toxicity (c)	III	0.8922	89.22%
Estrogen receptor binding	-	0.8615	86.15%
Androgen receptor binding	+	0.6065	60.65%
Thyroid receptor binding	-	0.8248	82.48%
Glucocorticoid receptor binding	-	0.7012	70.12%
Aromatase binding	-	0.7112	71.12%
PPAR gamma	-	0.8241	82.41%
Honey bee toxicity	-	0.9456	94.56%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.8042	80.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.42%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.82%	96.00%
CHEMBL4208	P20618	Proteasome component C5	90.16%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.14%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	83.28%	93.31%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.18%	90.24%

Plants that contains it

• Agastache rugosa
• Artemisia annua
• Illicium verum
• Morina chinensis
• Piper kwashoense
• Tagetes lucida

Cross-Links

• PubChem: 230995
• NPASS: NPC36027
• LOTUS: LTS0014262
• wikiData: Q104667391