8-Hydroxybenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 442d906b-4832-4e52-a037-5bab2c8d7d3a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 8-hydroxybenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CO3
• SMILES (Isomeric): C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CO3
• InChI: InChI=1S/C12H6O4/c13-8-3-1-2-6-9(8)11(15)12-7(10(6)14)4-5-16-12/h1-5,13H
• InChI Key: SWJGKVQLUWDFRB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₆O₄
• Molecular Weight: 214.17 g/mol
• Exact Mass: 214.02660867 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.5158	51.58%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9647	96.47%
P-glycoprotein inhibitior	-	0.9153	91.53%
P-glycoprotein substrate	-	0.9596	95.96%
CYP3A4 substrate	-	0.5676	56.76%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8889	88.89%
CYP2C9 inhibition	+	0.6256	62.56%
CYP2C19 inhibition	-	0.7306	73.06%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	+	0.9563	95.63%
CYP2C8 inhibition	-	0.8688	86.88%
CYP inhibitory promiscuity	-	0.6779	67.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Warning	0.4651	46.51%
Eye corrosion	-	0.9699	96.99%
Eye irritation	+	0.9648	96.48%
Skin irritation	+	0.6262	62.62%
Skin corrosion	-	0.9792	97.92%
Ames mutagenesis	+	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8893	88.93%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.7297	72.97%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7052	70.52%
Acute Oral Toxicity (c)	III	0.4406	44.06%
Estrogen receptor binding	+	0.5388	53.88%
Androgen receptor binding	+	0.5690	56.90%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.5941	59.41%
Aromatase binding	+	0.5379	53.79%
PPAR gamma	+	0.6524	65.24%
Honey bee toxicity	-	0.9418	94.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9498	94.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.26%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.69%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.45%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.33%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.45%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.55%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.24%	94.00%

Plants that contains it

• Lantana achyranthifolia

Cross-Links

• PubChem: 10443215
• LOTUS: LTS0260881
• wikiData: Q105262714