Methyl 4,9-dihydroxy-2-methyl-5,8-dioxo-2,3-dihydrobenzo[f][1]benzofuran-7-carboxylate

Details

• Internal ID: fc8ea1ba-3d8b-46bf-aa3c-03bba9f4d8e6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl 4,9-dihydroxy-2-methyl-5,8-dioxo-2,3-dihydrobenzo[f][1]benzofuran-7-carboxylate
• InChI: InChI=1S/C15H12O7/c1-5-3-6-11(17)9-8(16)4-7(15(20)21-2)12(18)10(9)13(19)14(6)22-5/h4-5,17,19H,3H2,1-2H3
• InChI Key: ZSCYHGRTPAVNSQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.5521	55.21%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6873	68.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	+	0.9067	90.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8285	82.85%
P-glycoprotein inhibitior	-	0.8714	87.14%
P-glycoprotein substrate	-	0.7568	75.68%
CYP3A4 substrate	+	0.5818	58.18%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.6915	69.15%
CYP2C9 inhibition	+	0.6425	64.25%
CYP2C19 inhibition	+	0.5801	58.01%
CYP2D6 inhibition	-	0.7768	77.68%
CYP1A2 inhibition	+	0.6823	68.23%
CYP2C8 inhibition	-	0.7511	75.11%
CYP inhibitory promiscuity	+	0.6371	63.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Danger	0.4628	46.28%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.6379	63.79%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5463	54.63%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7338	73.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.3987	39.87%
Estrogen receptor binding	+	0.6960	69.60%
Androgen receptor binding	+	0.5258	52.58%
Thyroid receptor binding	-	0.7531	75.31%
Glucocorticoid receptor binding	+	0.6453	64.53%
Aromatase binding	+	0.5273	52.73%
PPAR gamma	+	0.5238	52.38%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	98.33%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.26%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.81%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.75%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.24%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.79%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.89%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.71%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.83%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.75%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71436981
• LOTUS: LTS0045764
• wikiData: Q75059076