8-Hydroxy-7-methoxybenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 67947f4b-a93d-49a0-998c-d53e8fd413da
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 8-hydroxy-7-methoxybenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)OC=C3)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)OC=C3)O
• InChI: InChI=1S/C13H8O5/c1-17-8-3-2-6-9(11(8)15)12(16)13-7(10(6)14)4-5-18-13/h2-5,15H,1H3
• InChI Key: DEMSKZWQMXBCSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₅
• Molecular Weight: 244.20 g/mol
• Exact Mass: 244.03717335 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6690	66.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7630	76.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9114	91.14%
P-glycoprotein inhibitior	-	0.8142	81.42%
P-glycoprotein substrate	-	0.8912	89.12%
CYP3A4 substrate	+	0.5218	52.18%
CYP2C9 substrate	-	0.8094	80.94%
CYP2D6 substrate	-	0.8172	81.72%
CYP3A4 inhibition	-	0.8123	81.23%
CYP2C9 inhibition	+	0.6621	66.21%
CYP2C19 inhibition	-	0.5233	52.33%
CYP2D6 inhibition	-	0.8800	88.00%
CYP1A2 inhibition	+	0.9595	95.95%
CYP2C8 inhibition	-	0.6427	64.27%
CYP inhibitory promiscuity	+	0.5795	57.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Warning	0.4104	41.04%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.8803	88.03%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7407	74.07%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8633	86.33%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5838	58.38%
Acute Oral Toxicity (c)	III	0.5875	58.75%
Estrogen receptor binding	+	0.8293	82.93%
Androgen receptor binding	+	0.6218	62.18%
Thyroid receptor binding	-	0.5720	57.20%
Glucocorticoid receptor binding	+	0.8448	84.48%
Aromatase binding	+	0.7275	72.75%
PPAR gamma	+	0.7079	70.79%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.9491	94.91%

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	98.64%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.90%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.52%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.41%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.95%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.01%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.60%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.58%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.38%	98.75%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 14890477
• LOTUS: LTS0154411
• wikiData: Q104977388