8-Hydroxy-6-methoxy-3,5-dimethylbenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: c9c6a9ed-900c-49b1-93ed-245c9830c650
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 8-hydroxy-6-methoxy-3,5-dimethylbenzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C15H12O5/c1-6-5-20-15-10(6)13(17)11-7(2)9(19-3)4-8(16)12(11)14(15)18/h4-5,16H,1-3H3
• InChI Key: ZFHSXUGNKPSLIN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.39
• 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	+	0.9896	98.96%
Caco-2	+	0.6403	64.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7464	74.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8542	85.42%
P-glycoprotein inhibitior	-	0.7301	73.01%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	+	0.5079	50.79%
CYP2C9 substrate	-	0.6395	63.95%
CYP2D6 substrate	-	0.8306	83.06%
CYP3A4 inhibition	-	0.7739	77.39%
CYP2C9 inhibition	-	0.7675	76.75%
CYP2C19 inhibition	-	0.7198	71.98%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	+	0.9314	93.14%
CYP2C8 inhibition	-	0.5891	58.91%
CYP inhibitory promiscuity	+	0.5369	53.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.3955	39.55%
Eye corrosion	-	0.9834	98.34%
Eye irritation	+	0.7380	73.80%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6920	69.20%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4934	49.34%
Acute Oral Toxicity (c)	II	0.6000	60.00%
Estrogen receptor binding	+	0.7269	72.69%
Androgen receptor binding	+	0.5404	54.04%
Thyroid receptor binding	-	0.6143	61.43%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	+	0.7428	74.28%
PPAR gamma	+	0.6252	62.52%
Honey bee toxicity	-	0.8547	85.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9611	96.11%

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	95.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.28%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.55%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.68%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.20%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.34%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.01%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.31%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.18%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.58%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.14%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.20%	96.00%

Plants that contains it

• Senecio mitophyllus

Cross-Links

• PubChem: 14414229
• LOTUS: LTS0152751
• wikiData: Q105374183