3-(2,6-Dimethoxyphenyl)prop-2-enal

Details

• Internal ID: 6fbdb828-5447-4c4f-a61e-33361fea79a3
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E)-3-(2,6-dimethoxyphenyl)prop-2-enal
• SMILES (Canonical): COC1=C(C(=CC=C1)OC)C=CC=O
• SMILES (Isomeric): COC1=C(C(=CC=C1)OC)/C=C/C=O
• InChI: InChI=1S/C11H12O3/c1-13-10-6-3-7-11(14-2)9(10)5-4-8-12/h3-8H,1-2H3/b5-4+
• InChI Key: IVYUWTPPGFCIMY-SNAWJCMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 114568-23-9
• SCHEMBL544418
• SCHEMBL544419
• IVYUWTPPGFCIMY-SNAWJCMRSA-N
• (2E)-3-(2,6-dimethoxyphenyl)acrylaldehyde
• PK04_181204
• EN300-1871668

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7289	72.89%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.9003	90.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.9941	99.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8346	83.46%
P-glycoprotein inhibitior	-	0.9720	97.20%
P-glycoprotein substrate	-	0.9505	95.05%
CYP3A4 substrate	-	0.6175	61.75%
CYP2C9 substrate	+	0.5954	59.54%
CYP2D6 substrate	-	0.7817	78.17%
CYP3A4 inhibition	-	0.7809	78.09%
CYP2C9 inhibition	-	0.9490	94.90%
CYP2C19 inhibition	+	0.6289	62.89%
CYP2D6 inhibition	-	0.9623	96.23%
CYP1A2 inhibition	+	0.8614	86.14%
CYP2C8 inhibition	-	0.8315	83.15%
CYP inhibitory promiscuity	+	0.6312	63.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6989	69.89%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	+	0.8866	88.66%
Eye irritation	+	0.9874	98.74%
Skin irritation	+	0.7022	70.22%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6292	62.92%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5790	57.90%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5758	57.58%
Acute Oral Toxicity (c)	III	0.8507	85.07%
Estrogen receptor binding	-	0.8574	85.74%
Androgen receptor binding	-	0.6859	68.59%
Thyroid receptor binding	-	0.8467	84.67%
Glucocorticoid receptor binding	-	0.8679	86.79%
Aromatase binding	-	0.6779	67.79%
PPAR gamma	-	0.8366	83.66%
Honey bee toxicity	-	0.9171	91.71%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9531	95.31%

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	97.16%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.65%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.50%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.72%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	81.70%	90.20%
CHEMBL2535	P11166	Glucose transporter	81.66%	98.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.95%	90.24%

Plants that contains it

• Taxus floridana

Cross-Links

• PubChem: 23928193
• LOTUS: LTS0139016
• wikiData: Q105121398