5-Ethenyl-4,6-dimethoxy-2H-1,3-benzodioxole

Details

• Internal ID: 0b4e90e6-bd7a-4694-b11a-6bf6389b8a23
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 5-ethenyl-4,6-dimethoxy-1,3-benzodioxole
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OCO2)OC)C=C
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OCO2)OC)C=C
• InChI: InChI=1S/C11H12O4/c1-4-7-8(12-2)5-9-11(10(7)13-3)15-6-14-9/h4-5H,1,6H2,2-3H3
• InChI Key: XXQUINKHHYKIHJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 5-Ethenyl-4,6-dimethoxy-2H-1,3-benzodioxole
• DTXSID60822563

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.7949	79.49%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5736	57.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9550	95.50%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8730	87.30%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.9569	95.69%
CYP3A4 substrate	-	0.6127	61.27%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.6841	68.41%
CYP3A4 inhibition	+	0.8955	89.55%
CYP2C9 inhibition	+	0.5696	56.96%
CYP2C19 inhibition	+	0.8262	82.62%
CYP2D6 inhibition	+	0.6861	68.61%
CYP1A2 inhibition	+	0.6521	65.21%
CYP2C8 inhibition	-	0.7562	75.62%
CYP inhibitory promiscuity	+	0.8829	88.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9248	92.48%
Carcinogenicity (trinary)	Non-required	0.4211	42.11%
Eye corrosion	-	0.9562	95.62%
Eye irritation	+	0.9740	97.40%
Skin irritation	-	0.6723	67.23%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5643	56.43%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6547	65.47%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6375	63.75%
Acute Oral Toxicity (c)	III	0.5717	57.17%
Estrogen receptor binding	-	0.6095	60.95%
Androgen receptor binding	-	0.6115	61.15%
Thyroid receptor binding	-	0.6017	60.17%
Glucocorticoid receptor binding	-	0.8676	86.76%
Aromatase binding	-	0.7641	76.41%
PPAR gamma	-	0.7061	70.61%
Honey bee toxicity	-	0.7808	78.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9562	95.62%

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	96.22%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	92.29%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.49%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.51%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.76%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.89%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.06%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.43%	94.80%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.17%	80.96%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.90%	97.14%

Plants that contains it

• Zieria smithii

Cross-Links

• PubChem: 71401526
• LOTUS: LTS0268326
• wikiData: Q82805159