4-methoxy-9H-benzo[g][1,3]benzodioxol-8-one

Details

• Internal ID: b4969d9e-e5eb-4d9f-a301-8280e9530375
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 4-methoxy-9H-benzo[g][1,3]benzodioxol-8-one
• SMILES (Canonical): COC1=C2C(=C3CC(=O)C=CC3=C1)OCO2
• SMILES (Isomeric): COC1=C2C(=C3CC(=O)C=CC3=C1)OCO2
• InChI: InChI=1S/C12H10O4/c1-14-10-4-7-2-3-8(13)5-9(7)11-12(10)16-6-15-11/h2-4H,5-6H2,1H3
• InChI Key: AATQUCDHLNOSHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.20 g/mol
• Exact Mass: 218.05790880 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.7888	78.88%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7443	74.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9700	97.00%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5967	59.67%
P-glycoprotein inhibitior	-	0.9660	96.60%
P-glycoprotein substrate	-	0.9134	91.34%
CYP3A4 substrate	-	0.5535	55.35%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.7726	77.26%
CYP3A4 inhibition	+	0.8829	88.29%
CYP2C9 inhibition	+	0.7975	79.75%
CYP2C19 inhibition	+	0.9214	92.14%
CYP2D6 inhibition	+	0.8055	80.55%
CYP1A2 inhibition	+	0.6696	66.96%
CYP2C8 inhibition	-	0.9268	92.68%
CYP inhibitory promiscuity	+	0.9002	90.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.3623	36.23%
Eye corrosion	-	0.9560	95.60%
Eye irritation	+	0.9211	92.11%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5434	54.34%
Micronuclear	+	0.6155	61.55%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	+	0.6483	64.83%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7249	72.49%
Acute Oral Toxicity (c)	III	0.5892	58.92%
Estrogen receptor binding	+	0.6377	63.77%
Androgen receptor binding	-	0.5850	58.50%
Thyroid receptor binding	-	0.6423	64.23%
Glucocorticoid receptor binding	+	0.5511	55.11%
Aromatase binding	-	0.5079	50.79%
PPAR gamma	-	0.5601	56.01%
Honey bee toxicity	-	0.7974	79.74%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9322	93.22%

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	97.38%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.89%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.34%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.78%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.34%	96.09%
CHEMBL2535	P11166	Glucose transporter	87.99%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.62%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.38%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.87%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.59%	82.67%

Plants that contains it

• Choisya ternata

Cross-Links

• PubChem: 162870298
• LOTUS: LTS0047812
• wikiData: Q104908356