(2R)-8-hydroxy-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 62cbc2cc-ec10-4990-9b7a-cdaf3f645ab6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R)-8-hydroxy-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C15H14O4/c1-7-15(2,3)11-12(17)8-5-4-6-9(16)10(8)13(18)14(11)19-7/h4-7,16H,1-3H3/t7-/m1/s1
• InChI Key: NRKXQJFKICRHKM-SSDOTTSWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.47
• 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	+	0.9970	99.70%
Caco-2	+	0.6218	62.18%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8191	81.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8425	84.25%
P-glycoprotein inhibitior	-	0.8464	84.64%
P-glycoprotein substrate	-	0.8673	86.73%
CYP3A4 substrate	+	0.5660	56.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.8013	80.13%
CYP2C9 inhibition	+	0.8198	81.98%
CYP2C19 inhibition	-	0.5454	54.54%
CYP2D6 inhibition	-	0.8331	83.31%
CYP1A2 inhibition	+	0.8328	83.28%
CYP2C8 inhibition	-	0.8843	88.43%
CYP inhibitory promiscuity	+	0.7979	79.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Danger	0.4442	44.42%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.6475	64.75%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7929	79.29%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.6095	60.95%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7613	76.13%
Acute Oral Toxicity (c)	III	0.5674	56.74%
Estrogen receptor binding	+	0.8596	85.96%
Androgen receptor binding	+	0.5386	53.86%
Thyroid receptor binding	-	0.5122	51.22%
Glucocorticoid receptor binding	-	0.7954	79.54%
Aromatase binding	+	0.7416	74.16%
PPAR gamma	+	0.6639	66.39%
Honey bee toxicity	-	0.9348	93.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.87%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.35%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.34%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.91%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.40%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	89.65%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	89.50%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.01%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.30%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.30%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.87%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.48%	85.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.47%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.44%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11253911
• LOTUS: LTS0219021
• wikiData: Q105184630