Arthoniafurone A

Details

• Internal ID: 6dd44953-a01e-4328-9011-c3a25e93a07d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3-acetyl-5-hydroxybenzo[f][2]benzofuran-4,9-dione
• SMILES (Canonical): CC(=O)C1=C2C(=CO1)C(=O)C3=C(C2=O)C(=CC=C3)O
• SMILES (Isomeric): CC(=O)C1=C2C(=CO1)C(=O)C3=C(C2=O)C(=CC=C3)O
• InChI: InChI=1S/C14H8O5/c1-6(15)14-11-8(5-19-14)12(17)7-3-2-4-9(16)10(7)13(11)18/h2-5,16H,1H3
• InChI Key: DKTNOXJBGNDAGS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₈O₅
• Molecular Weight: 256.21 g/mol
• Exact Mass: 256.03717335 g/mol
• Topological Polar Surface Area (TPSA): 84.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 1-Acetyl-8-hydroxy-naphtho[2,3-c]furan-4,9-dione
• 1-Acetyl-8-hydroxynaphtho[2,3-c]furan-4,9-dione
• naphtho[2,3-c]furan-4,9-dione, 1-acetyl-8-hydroxy-
• InChI=1/C14H8O5/c1-6(15)14-11-8(5-19-14)12(17)7-3-2-4-9(16)10(7)13(11)18/h2-5,16H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.6297	62.97%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7613	76.13%
OATP2B1 inhibitior	-	0.7239	72.39%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8959	89.59%
P-glycoprotein inhibitior	-	0.8878	88.78%
P-glycoprotein substrate	-	0.8786	87.86%
CYP3A4 substrate	-	0.5202	52.02%
CYP2C9 substrate	-	0.6016	60.16%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	+	0.7048	70.48%
CYP2C19 inhibition	-	0.7088	70.88%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	+	0.9699	96.99%
CYP2C8 inhibition	-	0.8825	88.25%
CYP inhibitory promiscuity	-	0.6041	60.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Warning	0.4327	43.27%
Eye corrosion	-	0.9738	97.38%
Eye irritation	+	0.6169	61.69%
Skin irritation	+	0.5265	52.65%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8406	84.06%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.7847	78.47%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8765	87.65%
Acute Oral Toxicity (c)	III	0.6049	60.49%
Estrogen receptor binding	+	0.6067	60.67%
Androgen receptor binding	+	0.5326	53.26%
Thyroid receptor binding	-	0.6650	66.50%
Glucocorticoid receptor binding	+	0.6478	64.78%
Aromatase binding	-	0.5104	51.04%
PPAR gamma	+	0.5938	59.38%
Honey bee toxicity	-	0.9357	93.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9516	95.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.19%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.62%	89.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.69%	83.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.42%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 636564
• LOTUS: LTS0169518
• wikiData: Q77493268