5,6,8-Trihydroxy-3-methoxy-1-methylbenzo[f][2]benzofuran-4,9-dione

Details

• Internal ID: 7646680c-890e-4d52-aee5-52e6a5786072
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5,6,8-trihydroxy-3-methoxy-1-methylbenzo[f][2]benzofuran-4,9-dione
• InChI: InChI=1S/C14H10O7/c1-4-7-10(14(20-2)21-4)13(19)9-8(12(7)18)5(15)3-6(16)11(9)17/h3,15-17H,1-2H3
• InChI Key: YQWISYKYPHDKSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₇
• Molecular Weight: 290.22 g/mol
• Exact Mass: 290.04265265 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8944	89.44%
Caco-2	-	0.6355	63.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6293	62.93%
OATP2B1 inhibitior	-	0.7109	71.09%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.8768	87.68%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9361	93.61%
P-glycoprotein inhibitior	-	0.8000	80.00%
P-glycoprotein substrate	-	0.9448	94.48%
CYP3A4 substrate	-	0.5360	53.60%
CYP2C9 substrate	-	0.6495	64.95%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.7264	72.64%
CYP2C9 inhibition	-	0.7181	71.81%
CYP2C19 inhibition	-	0.7840	78.40%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	+	0.5634	56.34%
CYP2C8 inhibition	-	0.7880	78.80%
CYP inhibitory promiscuity	-	0.5706	57.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4994	49.94%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.7904	79.04%
Skin irritation	-	0.7387	73.87%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7326	73.26%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8455	84.55%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6857	68.57%
Acute Oral Toxicity (c)	III	0.4257	42.57%
Estrogen receptor binding	+	0.6573	65.73%
Androgen receptor binding	+	0.6000	60.00%
Thyroid receptor binding	-	0.6858	68.58%
Glucocorticoid receptor binding	+	0.7720	77.20%
Aromatase binding	+	0.5636	56.36%
PPAR gamma	+	0.6525	65.25%
Honey bee toxicity	-	0.9265	92.65%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9768	97.68%

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	98.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.71%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.42%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.58%	99.23%
CHEMBL3194	P02766	Transthyretin	86.28%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.94%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.33%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.86%	99.15%

Plants that contains it

• Ventilago vitiensis

Cross-Links

• PubChem: 136814279
• LOTUS: LTS0196636
• wikiData: Q105352617