3-[3-(1,3-Benzodioxol-5-yl)phenyl]prop-2-enal

Details

• Internal ID: ba42772f-a2cf-4af1-8cda-4b07bfb392f4
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: 3-[3-(1,3-benzodioxol-5-yl)phenyl]prop-2-enal
• SMILES (Canonical): C1OC2=C(O1)C=C(C=C2)C3=CC=CC(=C3)C=CC=O
• SMILES (Isomeric): C1OC2=C(O1)C=C(C=C2)C3=CC=CC(=C3)C=CC=O
• InChI: InChI=1S/C16H12O3/c17-8-2-4-12-3-1-5-13(9-12)14-6-7-15-16(10-14)19-11-18-15/h1-10H,11H2
• InChI Key: MJNSCBRFDOIVIE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₃
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7111	71.11%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6958	69.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7295	72.95%
P-glycoprotein inhibitior	-	0.7778	77.78%
P-glycoprotein substrate	-	0.9559	95.59%
CYP3A4 substrate	-	0.6030	60.30%
CYP2C9 substrate	+	0.6054	60.54%
CYP2D6 substrate	-	0.8247	82.47%
CYP3A4 inhibition	+	0.6969	69.69%
CYP2C9 inhibition	+	0.7270	72.70%
CYP2C19 inhibition	+	0.7136	71.36%
CYP2D6 inhibition	+	0.6452	64.52%
CYP1A2 inhibition	+	0.7325	73.25%
CYP2C8 inhibition	-	0.6640	66.40%
CYP inhibitory promiscuity	+	0.9237	92.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4702	47.02%
Eye corrosion	-	0.9614	96.14%
Eye irritation	+	0.8012	80.12%
Skin irritation	+	0.6093	60.93%
Skin corrosion	-	0.8990	89.90%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3971	39.71%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.5848	58.48%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6065	60.65%
Acute Oral Toxicity (c)	III	0.7389	73.89%
Estrogen receptor binding	+	0.9188	91.88%
Androgen receptor binding	+	0.9107	91.07%
Thyroid receptor binding	+	0.6375	63.75%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.9357	93.57%
PPAR gamma	+	0.7348	73.48%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.63%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.04%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.70%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.94%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.27%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	92.09%	80.96%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.66%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.73%	94.73%
CHEMBL240	Q12809	HERG	87.97%	89.76%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.87%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.90%	89.00%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	86.49%	81.29%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.97%	93.40%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.27%	95.50%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 163192815
• LOTUS: LTS0244098
• wikiData: Q105165538