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

Details

• Internal ID: 7b658d14-5336-412c-afa6-4b7482c6ae18
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,4,9-trihydroxy-7-methoxy-2,3-dihydrobenzo[f][1]benzofuran-5,8-dione
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)C(=C3C(=C2O)C(CO3)O)O
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)C(=C3C(=C2O)C(CO3)O)O
• 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/h2,5,15,17-18H,3H2,1H3
• InChI Key: HCSXOPLYJUVMGI-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): 0.43
• 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	+	0.9809	98.09%
Caco-2	-	0.6891	68.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6187	61.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8466	84.66%
P-glycoprotein inhibitior	-	0.9407	94.07%
P-glycoprotein substrate	-	0.8213	82.13%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8174	81.74%
CYP3A4 inhibition	-	0.6877	68.77%
CYP2C9 inhibition	+	0.7524	75.24%
CYP2C19 inhibition	-	0.5444	54.44%
CYP2D6 inhibition	-	0.7386	73.86%
CYP1A2 inhibition	+	0.6908	69.08%
CYP2C8 inhibition	-	0.8052	80.52%
CYP inhibitory promiscuity	+	0.7339	73.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4882	48.82%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.6404	64.04%
Skin irritation	-	0.7413	74.13%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	+	0.7072	70.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.7359	73.59%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7184	71.84%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4368	43.68%
Estrogen receptor binding	+	0.6343	63.43%
Androgen receptor binding	-	0.4945	49.45%
Thyroid receptor binding	-	0.7494	74.94%
Glucocorticoid receptor binding	+	0.7625	76.25%
Aromatase binding	-	0.6356	63.56%
PPAR gamma	+	0.5878	58.78%
Honey bee toxicity	-	0.7931	79.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8764	87.64%

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	97.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.65%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.15%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.53%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.74%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.41%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.65%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.52%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	81.47%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.31%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10084919
• LOTUS: LTS0000918
• wikiData: Q105025965