5-Hydroxy-8-methoxy-2,4-dimethyl-2,3-dihydrobenzo[g]benzofuran-6,9-dione

Details

• Internal ID: 1be2edb7-978d-4854-9719-b9dca02824cc
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-hydroxy-8-methoxy-2,4-dimethyl-2,3-dihydrobenzo[g][1]benzofuran-6,9-dione
• InChI: InChI=1S/C15H14O5/c1-6-4-8-7(2)13(17)11-9(16)5-10(19-3)14(18)12(11)15(8)20-6/h5-6,17H,4H2,1-3H3
• InChI Key: NBKWZULFGPSFFA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2,3-dihydro-5-hydroxy-8-methoxy-2,4-dimethylnaphtho(1,2-b)furan-6,9-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6051	60.51%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6408	64.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8340	83.40%
P-glycoprotein inhibitior	-	0.8876	88.76%
P-glycoprotein substrate	-	0.8720	87.20%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.7502	75.02%
CYP2C9 inhibition	-	0.7811	78.11%
CYP2C19 inhibition	-	0.5660	56.60%
CYP2D6 inhibition	-	0.8206	82.06%
CYP1A2 inhibition	+	0.8087	80.87%
CYP2C8 inhibition	-	0.6817	68.17%
CYP inhibitory promiscuity	+	0.6143	61.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4249	42.49%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.8209	82.09%
Skin irritation	-	0.7331	73.31%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7444	74.44%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7520	75.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5734	57.34%
Acute Oral Toxicity (c)	II	0.3534	35.34%
Estrogen receptor binding	+	0.6156	61.56%
Androgen receptor binding	+	0.6138	61.38%
Thyroid receptor binding	-	0.7225	72.25%
Glucocorticoid receptor binding	-	0.4743	47.43%
Aromatase binding	-	0.6836	68.36%
PPAR gamma	+	0.6889	68.89%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	96.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.29%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.38%	91.49%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.56%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.62%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.54%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.81%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.88%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.55%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.45%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.80%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14213581
• LOTUS: LTS0060307
• wikiData: Q105176831