4-Methoxy-6-(3-methoxyprop-1-enyl)-1,3-benzodioxole

Details

• Internal ID: 0939e05e-0589-4b47-b45f-447df8bcb73b
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 4-methoxy-6-(3-methoxyprop-1-enyl)-1,3-benzodioxole
• SMILES (Canonical): COCC=CC1=CC2=C(C(=C1)OC)OCO2
• SMILES (Isomeric): COCC=CC1=CC2=C(C(=C1)OC)OCO2
• InChI: InChI=1S/C12H14O4/c1-13-5-3-4-9-6-10(14-2)12-11(7-9)15-8-16-12/h3-4,6-7H,5,8H2,1-2H3
• InChI Key: HKTADEFLXWAPTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 4
• 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	+	0.9882	98.82%
Caco-2	+	0.8787	87.87%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5069	50.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5379	53.79%
P-glycoprotein inhibitior	-	0.9457	94.57%
P-glycoprotein substrate	-	0.9076	90.76%
CYP3A4 substrate	-	0.5727	57.27%
CYP2C9 substrate	+	0.5929	59.29%
CYP2D6 substrate	-	0.7132	71.32%
CYP3A4 inhibition	+	0.7837	78.37%
CYP2C9 inhibition	+	0.6469	64.69%
CYP2C19 inhibition	+	0.7867	78.67%
CYP2D6 inhibition	+	0.8410	84.10%
CYP1A2 inhibition	-	0.6368	63.68%
CYP2C8 inhibition	-	0.7803	78.03%
CYP inhibitory promiscuity	+	0.8362	83.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9048	90.48%
Carcinogenicity (trinary)	Non-required	0.3634	36.34%
Eye corrosion	-	0.9657	96.57%
Eye irritation	+	0.9307	93.07%
Skin irritation	-	0.7446	74.46%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5364	53.64%
Micronuclear	-	0.5319	53.19%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	+	0.6743	67.43%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6232	62.32%
Acute Oral Toxicity (c)	III	0.6776	67.76%
Estrogen receptor binding	+	0.6070	60.70%
Androgen receptor binding	-	0.6241	62.41%
Thyroid receptor binding	-	0.5724	57.24%
Glucocorticoid receptor binding	-	0.6340	63.40%
Aromatase binding	-	0.4887	48.87%
PPAR gamma	-	0.7045	70.45%
Honey bee toxicity	-	0.7170	71.70%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8782	87.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.84%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.15%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.14%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.69%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.78%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.39%	89.62%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.79%	92.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.30%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Anthriscus sylvestris

Cross-Links

• PubChem: 86022942
• LOTUS: LTS0238221
• wikiData: Q105029959