3-Hydroxynaphtho[1,2-b]furan-4,5-dione

Details

• Internal ID: 4dd4f904-9346-4ff8-8a8d-3aa807e74d80
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3-hydroxybenzo[g][1]benzofuran-4,5-dione
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C(C(=CO3)O)C(=O)C2=O
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C(C(=CO3)O)C(=O)C2=O
• InChI: InChI=1S/C12H6O4/c13-8-5-16-12-7-4-2-1-3-6(7)10(14)11(15)9(8)12/h1-5,13H
• InChI Key: NWQXKCUCDXQQKP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₆O₄
• Molecular Weight: 214.17 g/mol
• Exact Mass: 214.02660867 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.6014	60.14%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7356	73.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9376	93.76%
P-glycoprotein inhibitior	-	0.9429	94.29%
P-glycoprotein substrate	-	0.9850	98.50%
CYP3A4 substrate	-	0.6244	62.44%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.9132	91.32%
CYP2C9 inhibition	+	0.6330	63.30%
CYP2C19 inhibition	-	0.7741	77.41%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	+	0.9505	95.05%
CYP2C8 inhibition	-	0.9070	90.70%
CYP inhibitory promiscuity	-	0.6477	64.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Warning	0.4398	43.98%
Eye corrosion	-	0.9816	98.16%
Eye irritation	+	0.9672	96.72%
Skin irritation	+	0.6703	67.03%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8446	84.46%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7021	70.21%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6323	63.23%
Acute Oral Toxicity (c)	III	0.3968	39.68%
Estrogen receptor binding	-	0.5368	53.68%
Androgen receptor binding	+	0.7227	72.27%
Thyroid receptor binding	+	0.6048	60.48%
Glucocorticoid receptor binding	+	0.6819	68.19%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	+	0.7701	77.01%
Honey bee toxicity	-	0.9057	90.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	97.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.71%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.74%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.19%	94.73%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.25%	82.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.09%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.30%	99.15%

Plants that contains it

• Avicennia marina

Cross-Links

• PubChem: 85521316
• LOTUS: LTS0260754
• wikiData: Q105186766