3-(6,7-Dimethoxy-1,3-benzodioxol-5-yl)prop-2-enal

Details

• Internal ID: c36c173a-0d56-44a9-93d9-13105f651835
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: 3-(6,7-dimethoxy-1,3-benzodioxol-5-yl)prop-2-enal
• SMILES (Canonical): COC1=C(C2=C(C=C1C=CC=O)OCO2)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1C=CC=O)OCO2)OC
• InChI: InChI=1S/C12H12O5/c1-14-10-8(4-3-5-13)6-9-11(12(10)15-2)17-7-16-9/h3-6H,7H2,1-2H3
• InChI Key: UQBPCDWQJZVCPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.22 g/mol
• Exact Mass: 236.06847348 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8065	80.65%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6791	67.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6507	65.07%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	-	0.5667	56.67%
CYP2C9 substrate	+	0.6047	60.47%
CYP2D6 substrate	-	0.8020	80.20%
CYP3A4 inhibition	+	0.8762	87.62%
CYP2C9 inhibition	+	0.6593	65.93%
CYP2C19 inhibition	+	0.8804	88.04%
CYP2D6 inhibition	+	0.7246	72.46%
CYP1A2 inhibition	-	0.5314	53.14%
CYP2C8 inhibition	-	0.8735	87.35%
CYP inhibitory promiscuity	+	0.8742	87.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9340	93.40%
Carcinogenicity (trinary)	Non-required	0.4384	43.84%
Eye corrosion	-	0.9409	94.09%
Eye irritation	+	0.7581	75.81%
Skin irritation	-	0.6706	67.06%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4840	48.40%
Micronuclear	+	0.6755	67.55%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.6090	60.90%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5968	59.68%
Acute Oral Toxicity (c)	III	0.4990	49.90%
Estrogen receptor binding	+	0.6710	67.10%
Androgen receptor binding	-	0.6451	64.51%
Thyroid receptor binding	-	0.6368	63.68%
Glucocorticoid receptor binding	-	0.6539	65.39%
Aromatase binding	-	0.6661	66.61%
PPAR gamma	-	0.6631	66.31%
Honey bee toxicity	-	0.8508	85.08%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9389	93.89%

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	97.46%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.04%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.32%	80.96%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.32%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.18%	96.09%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.85%	82.67%
CHEMBL4208	P20618	Proteasome component C5	83.62%	90.00%

Plants that contains it

• Piper hispidum

Cross-Links

• PubChem: 340064
• LOTUS: LTS0026240
• wikiData: Q105277130