(2S)-7-hydroxy-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: d4e9aa0c-bb46-42be-8680-1d9f0a899b92
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2S)-7-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)9-5-4-8(16)6-10(9)13(18)14(11)19-7/h4-7,16H,1-3H3/t7-/m0/s1
• InChI Key: QWGVFBHDQGWFGO-ZETCQYMHSA-N
• Popularity: 3 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: 2.60
• 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	+	0.6477	64.77%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8191	81.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9480	94.80%
P-glycoprotein inhibitior	-	0.8380	83.80%
P-glycoprotein substrate	-	0.8202	82.02%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8207	82.07%
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	-	0.8688	86.88%
CYP inhibitory promiscuity	+	0.7979	79.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Danger	0.4442	44.42%
Eye corrosion	-	0.9823	98.23%
Eye irritation	+	0.6280	62.80%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7745	77.45%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6095	60.95%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5674	56.74%
Estrogen receptor binding	+	0.9172	91.72%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	-	0.5284	52.84%
Glucocorticoid receptor binding	-	0.6339	63.39%
Aromatase binding	+	0.7678	76.78%
PPAR gamma	-	0.4915	49.15%
Honey bee toxicity	-	0.8907	89.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	95.33%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.56%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.65%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.27%	93.40%
CHEMBL242	Q92731	Estrogen receptor beta	88.10%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	87.75%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.08%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.50%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.12%	85.11%

Plants that contains it

• Streptocarpus dunnii

Cross-Links

• PubChem: 101781364
• LOTUS: LTS0089997
• wikiData: Q104400168