methyl (E)-2-(1,3-benzodioxol-5-yl)-3-methoxyprop-2-enoate

Details

• Internal ID: c3ed5ac9-8466-4463-b72d-67dce5b41267
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: methyl (E)-2-(1,3-benzodioxol-5-yl)-3-methoxyprop-2-enoate
• SMILES (Canonical): COC=C(C1=CC2=C(C=C1)OCO2)C(=O)OC
• SMILES (Isomeric): CO/C=C(\C1=CC2=C(C=C1)OCO2)/C(=O)OC
• InChI: InChI=1S/C12H12O5/c1-14-6-9(12(13)15-2)8-3-4-10-11(5-8)17-7-16-10/h3-6H,7H2,1-2H3/b9-6+
• InChI Key: DYBXROSRNWLPIK-RMKNXTFCSA-N
• Popularity: 2 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: 1.80
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 5
• 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	+	0.9951	99.51%
Caco-2	+	0.8522	85.22%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7344	73.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5064	50.64%
P-glycoprotein inhibitior	-	0.9370	93.70%
P-glycoprotein substrate	-	0.9452	94.52%
CYP3A4 substrate	-	0.5985	59.85%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	+	0.9274	92.74%
CYP2C9 inhibition	+	0.7284	72.84%
CYP2C19 inhibition	+	0.8810	88.10%
CYP2D6 inhibition	-	0.5406	54.06%
CYP1A2 inhibition	+	0.8449	84.49%
CYP2C8 inhibition	-	0.8389	83.89%
CYP inhibitory promiscuity	+	0.9399	93.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8640	86.40%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9488	94.88%
Eye irritation	+	0.8410	84.10%
Skin irritation	-	0.6674	66.74%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5673	56.73%
Micronuclear	+	0.5714	57.14%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	+	0.6573	65.73%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7716	77.16%
Acute Oral Toxicity (c)	III	0.5135	51.35%
Estrogen receptor binding	+	0.8274	82.74%
Androgen receptor binding	+	0.6513	65.13%
Thyroid receptor binding	-	0.6023	60.23%
Glucocorticoid receptor binding	-	0.5944	59.44%
Aromatase binding	+	0.8009	80.09%
PPAR gamma	-	0.5206	52.06%
Honey bee toxicity	-	0.9185	91.85%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9374	93.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL4208	P20618	Proteasome component C5	95.05%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.03%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.53%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.23%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.57%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.78%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.95%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.57%	90.24%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.02%	80.96%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.98%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.91%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.48%	96.09%

Plants that contains it

• Amentotaxus formosana

Cross-Links

• PubChem: 10889894
• LOTUS: LTS0227910
• wikiData: Q104991310