4,5-dimethoxy-6-(prop-1-en-1-yl)-2H-1,3-benzodioxole

Details

• Internal ID: f1f441b3-b110-4a58-897f-8abd05d52672
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 4,5-dimethoxy-6-prop-1-enyl-1,3-benzodioxole
• SMILES (Canonical): CC=CC1=CC2=C(C(=C1OC)OC)OCO2
• SMILES (Isomeric): CC=CC1=CC2=C(C(=C1OC)OC)OCO2
• InChI: InChI=1S/C12H14O4/c1-4-5-8-6-9-11(16-7-15-9)12(14-3)10(8)13-2/h4-6H,7H2,1-3H3
• InChI Key: OEDZKYGAFWDLGE-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: 2.70
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 4,5-dimethoxy-6-(prop-1-en-1-yl)-2H-1,3-benzodioxole
• DTXSID301240046
• AKOS030241158
• 4,5-Dimethoxy-6-(1-propen-1-yl)-1,3-benzodioxole

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8472	84.72%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5757	57.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6197	61.97%
P-glycoprotein inhibitior	-	0.9697	96.97%
P-glycoprotein substrate	-	0.9304	93.04%
CYP3A4 substrate	-	0.6103	61.03%
CYP2C9 substrate	+	0.5652	56.52%
CYP2D6 substrate	-	0.7325	73.25%
CYP3A4 inhibition	+	0.7644	76.44%
CYP2C9 inhibition	-	0.5141	51.41%
CYP2C19 inhibition	+	0.7298	72.98%
CYP2D6 inhibition	+	0.5795	57.95%
CYP1A2 inhibition	+	0.6273	62.73%
CYP2C8 inhibition	-	0.8255	82.55%
CYP inhibitory promiscuity	+	0.8790	87.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Non-required	0.3609	36.09%
Eye corrosion	-	0.9691	96.91%
Eye irritation	+	0.9604	96.04%
Skin irritation	-	0.7352	73.52%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.5782	57.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4444	44.44%
Micronuclear	+	0.5781	57.81%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.4768	47.68%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6626	66.26%
Acute Oral Toxicity (c)	III	0.5056	50.56%
Estrogen receptor binding	+	0.5392	53.92%
Androgen receptor binding	-	0.7022	70.22%
Thyroid receptor binding	-	0.6100	61.00%
Glucocorticoid receptor binding	-	0.7065	70.65%
Aromatase binding	-	0.7768	77.68%
PPAR gamma	-	0.6913	69.13%
Honey bee toxicity	-	0.8312	83.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9143	91.43%

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	98.10%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.56%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.29%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.56%	96.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	91.47%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.38%	85.30%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.81%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.50%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.56%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.14%	82.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.53%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.20%	94.73%

Plants that contains it

• Polemannia montana

Cross-Links

• PubChem: 53397162
• LOTUS: LTS0088375
• wikiData: Q105190211