3,5,8-Trihydroxy-7-methoxy-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 17d6b923-96eb-409d-9b07-bfa2f0e1f483
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,5,8-trihydroxy-7-methoxy-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C13H10O7/c1-19-6-2-4(14)7-9(10(6)16)12(18)13-8(11(7)17)5(15)3-20-13/h2,5,14-16H,3H2,1H3
• InChI Key: LOWZCAXXHXKLLG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₇
• Molecular Weight: 278.21 g/mol
• Exact Mass: 278.04265265 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.13
• 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	+	0.9967	99.67%
Caco-2	-	0.5600	56.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9049	90.49%
P-glycoprotein inhibitior	-	0.9409	94.09%
P-glycoprotein substrate	-	0.8452	84.52%
CYP3A4 substrate	+	0.5138	51.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8095	80.95%
CYP3A4 inhibition	-	0.8201	82.01%
CYP2C9 inhibition	+	0.8469	84.69%
CYP2C19 inhibition	+	0.6284	62.84%
CYP2D6 inhibition	-	0.7371	73.71%
CYP1A2 inhibition	+	0.8365	83.65%
CYP2C8 inhibition	-	0.8503	85.03%
CYP inhibitory promiscuity	+	0.6900	69.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4656	46.56%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.8258	82.58%
Skin irritation	-	0.7296	72.96%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7718	77.18%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6846	68.46%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6942	69.42%
Acute Oral Toxicity (c)	III	0.4647	46.47%
Estrogen receptor binding	+	0.6096	60.96%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7022	70.22%
Glucocorticoid receptor binding	+	0.8572	85.72%
Aromatase binding	-	0.6679	66.79%
PPAR gamma	+	0.6401	64.01%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9179	91.79%

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	97.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.66%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.55%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.71%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.63%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.86%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.86%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.74%	98.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.69%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.66%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.40%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162859777
• LOTUS: LTS0104977
• wikiData: Q104171175