3-(3,4-Dimethoxyphenyl)-2-propenal

Details

• Internal ID: 18532eef-b59b-4389-b7a0-abf6921899ac
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: 3-(3,4-dimethoxyphenyl)prop-2-enal
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC=O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C=CC=O)OC
• InChI: InChI=1S/C11H12O3/c1-13-10-6-5-9(4-3-7-12)8-11(10)14-2/h3-8H,1-2H3
• InChI Key: KNUFNLWDGZQKKJ-UHFFFAOYSA-N
• Popularity: 15 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: 1.40
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• KNUFNLWDGZQKKJ-UHFFFAOYSA-N
• AKOS017514612
• FT-0777775

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8848	88.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8788	87.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9892	98.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7638	76.38%
P-glycoprotein inhibitior	-	0.9752	97.52%
P-glycoprotein substrate	-	0.9331	93.31%
CYP3A4 substrate	-	0.6228	62.28%
CYP2C9 substrate	+	0.5954	59.54%
CYP2D6 substrate	-	0.7817	78.17%
CYP3A4 inhibition	-	0.7810	78.10%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	+	0.5787	57.87%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	+	0.7747	77.47%
CYP2C8 inhibition	-	0.6926	69.26%
CYP inhibitory promiscuity	+	0.5727	57.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7764	77.64%
Carcinogenicity (trinary)	Non-required	0.5220	52.20%
Eye corrosion	+	0.9218	92.18%
Eye irritation	+	0.9862	98.62%
Skin irritation	+	0.7762	77.62%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4496	44.96%
Micronuclear	-	0.5767	57.67%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6249	62.49%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	-	0.6404	64.04%
Acute Oral Toxicity (c)	III	0.8857	88.57%
Estrogen receptor binding	-	0.7137	71.37%
Androgen receptor binding	-	0.5336	53.36%
Thyroid receptor binding	-	0.7531	75.31%
Glucocorticoid receptor binding	-	0.8331	83.31%
Aromatase binding	-	0.6867	68.67%
PPAR gamma	-	0.9067	90.67%
Honey bee toxicity	-	0.9132	91.32%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9420	94.20%

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	96.52%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	85.08%	90.20%
CHEMBL4208	P20618	Proteasome component C5	84.71%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.92%	89.62%
CHEMBL3194	P02766	Transthyretin	82.06%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.77%	98.75%

Plants that contains it

• Artemisia afra
• Boronia pinnata
• Epipactis palustris
• Euphorbia quinquecostata
• Fagraea berteroana
• Helicteres angustifolia
• Osteospermum corymbosum
• Osteospermum imbricatum
• Philotheca fitzgeraldii
• Pimenta dioica
• Rumex obtusifolius
• Zinnia grandiflora

Cross-Links

• PubChem: 107557
• NPASS: NPC26551
• LOTUS: LTS0168654
• wikiData: Q105279210