9-Hydroxy-2,3-dimethoxybenzo[g][1]benzofuran-4,5-dione

Details

• Internal ID: 3aac7c4d-3e11-480e-86f0-cc66467f221e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 9-hydroxy-2,3-dimethoxybenzo[g][1]benzofuran-4,5-dione
• InChI: InChI=1S/C14H10O6/c1-18-13-9-11(17)10(16)6-4-3-5-7(15)8(6)12(9)20-14(13)19-2/h3-5,15H,1-2H3
• InChI Key: HORBXLYCYBKIBU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.6822	68.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7206	72.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.8799	87.99%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8710	87.10%
P-glycoprotein inhibitior	-	0.6850	68.50%
P-glycoprotein substrate	-	0.8571	85.71%
CYP3A4 substrate	+	0.5236	52.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7528	75.28%
CYP3A4 inhibition	-	0.7859	78.59%
CYP2C9 inhibition	+	0.5349	53.49%
CYP2C19 inhibition	-	0.7014	70.14%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	+	0.8135	81.35%
CYP2C8 inhibition	-	0.7314	73.14%
CYP inhibitory promiscuity	-	0.5746	57.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4057	40.57%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.9022	90.22%
Skin irritation	-	0.7347	73.47%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8267	82.67%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4576	45.76%
Acute Oral Toxicity (c)	II	0.6028	60.28%
Estrogen receptor binding	+	0.7024	70.24%
Androgen receptor binding	+	0.5694	56.94%
Thyroid receptor binding	-	0.5208	52.08%
Glucocorticoid receptor binding	+	0.7077	70.77%
Aromatase binding	+	0.6948	69.48%
PPAR gamma	+	0.7157	71.57%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9774	97.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.16%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.87%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.02%	91.49%
CHEMBL2535	P11166	Glucose transporter	86.28%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.66%	80.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.45%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.54%	96.67%

Plants that contains it

• Crataegus viridis

Cross-Links

• PubChem: 11334815
• LOTUS: LTS0062941
• wikiData: Q105031489