trans-2-Methoxy-4,5-methylenedioxycinnamaldehyde

Details

• Internal ID: 22516827-bbd0-4416-b530-baa3fe5a6fdf
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E)-3-(6-methoxy-1,3-benzodioxol-5-yl)prop-2-enal
• InChI: InChI=1S/C11H10O4/c1-13-9-6-11-10(14-7-15-11)5-8(9)3-2-4-12/h2-6H,7H2,1H3/b3-2+
• InChI Key: BNJOMEMREVKHBU-NSCUHMNNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• trans-2-Methoxy-4,5-methylenedioxycinnamaldehyde
• (E)-3-(6-Methoxybenzo(1,3)dioxol-5-yl)prop-2-enal
• SCHEMBL23728286
• 3-(6-methoxy-1,3-dioxaindan-5-yl)prop-2-enal
• EN300-1996766

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8535	85.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8911	89.11%
OATP1B3 inhibitior	+	0.9865	98.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5997	59.97%
P-glycoprotein inhibitior	-	0.9782	97.82%
P-glycoprotein substrate	-	0.9478	94.78%
CYP3A4 substrate	-	0.5873	58.73%
CYP2C9 substrate	+	0.6047	60.47%
CYP2D6 substrate	-	0.8020	80.20%
CYP3A4 inhibition	+	0.8133	81.33%
CYP2C9 inhibition	+	0.6486	64.86%
CYP2C19 inhibition	+	0.8534	85.34%
CYP2D6 inhibition	+	0.6654	66.54%
CYP1A2 inhibition	+	0.6095	60.95%
CYP2C8 inhibition	-	0.9083	90.83%
CYP inhibitory promiscuity	+	0.8648	86.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9340	93.40%
Carcinogenicity (trinary)	Warning	0.4015	40.15%
Eye corrosion	-	0.9212	92.12%
Eye irritation	+	0.9451	94.51%
Skin irritation	-	0.6032	60.32%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5202	52.02%
Micronuclear	+	0.7036	70.36%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.5953	59.53%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6014	60.14%
Acute Oral Toxicity (c)	III	0.6050	60.50%
Estrogen receptor binding	-	0.7755	77.55%
Androgen receptor binding	-	0.7110	71.10%
Thyroid receptor binding	-	0.7502	75.02%
Glucocorticoid receptor binding	-	0.7748	77.48%
Aromatase binding	-	0.6833	68.33%
PPAR gamma	-	0.6546	65.46%
Honey bee toxicity	-	0.8648	86.48%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9258	92.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.39%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.34%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.32%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.17%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.91%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.19%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.42%	80.96%
CHEMBL3401	O75469	Pregnane X receptor	85.02%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.51%	85.30%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.20%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.34%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.28%	90.00%

Plants that contains it

• Esenbeckia almawillia

Cross-Links

• PubChem: 6442643
• LOTUS: LTS0074800
• wikiData: Q104938835