6,7-Dimethoxy-2H-1,3-benzodioxole-4-carbaldehyde

Details

• Internal ID: 98de2186-a433-4c01-95b9-90ee67efa2da
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 6,7-dimethoxy-1,3-benzodioxole-4-carbaldehyde
• SMILES (Canonical): COC1=C(C2=C(C(=C1)C=O)OCO2)OC
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)C=O)OCO2)OC
• InChI: InChI=1S/C10H10O5/c1-12-7-3-6(4-11)8-10(9(7)13-2)15-5-14-8/h3-4H,5H2,1-2H3
• InChI Key: IXAPAMZBUJTKNY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.18 g/mol
• Exact Mass: 210.05282342 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 6,7-Dimethoxy-2H-1,3-benzodioxole-4-carbaldehyde
• DTXSID30532021
• 2.3-Methylendioxy-4.5-dimethoxy-benzaldehyd

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7447	74.47%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6641	66.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8161	81.61%
P-glycoprotein inhibitior	-	0.9425	94.25%
P-glycoprotein substrate	-	0.9599	95.99%
CYP3A4 substrate	-	0.5867	58.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7553	75.53%
CYP3A4 inhibition	+	0.7929	79.29%
CYP2C9 inhibition	+	0.6994	69.94%
CYP2C19 inhibition	+	0.8738	87.38%
CYP2D6 inhibition	+	0.6331	63.31%
CYP1A2 inhibition	+	0.6762	67.62%
CYP2C8 inhibition	-	0.8279	82.79%
CYP inhibitory promiscuity	+	0.7731	77.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9140	91.40%
Carcinogenicity (trinary)	Non-required	0.4869	48.69%
Eye corrosion	-	0.9276	92.76%
Eye irritation	+	0.9811	98.11%
Skin irritation	-	0.7006	70.06%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4942	49.42%
Micronuclear	+	0.6655	66.55%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	+	0.5170	51.70%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4680	46.80%
Acute Oral Toxicity (c)	III	0.5765	57.65%
Estrogen receptor binding	+	0.5347	53.47%
Androgen receptor binding	-	0.7301	73.01%
Thyroid receptor binding	-	0.6862	68.62%
Glucocorticoid receptor binding	-	0.6917	69.17%
Aromatase binding	-	0.7989	79.89%
PPAR gamma	-	0.6870	68.70%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8532	85.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.72%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.81%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.46%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.67%	96.77%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.20%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.16%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.26%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.03%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.31%	99.17%

Plants that contains it

• Mosla dianthera

Cross-Links

• PubChem: 13250354
• LOTUS: LTS0149179
• wikiData: Q82404314