(2S)-6-hydroxy-2,3,3-trimethyl-2H-benzo[g][1]benzofuran-4,5-dione

Details

• Internal ID: 495401da-e8e3-4f40-8bca-32623ce84f48
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2S)-6-hydroxy-2,3,3-trimethyl-2H-benzo[g][1]benzofuran-4,5-dione
• InChI: InChI=1S/C15H14O4/c1-7-15(2,3)11-13(18)12(17)10-8(14(11)19-7)5-4-6-9(10)16/h4-7,16H,1-3H3/t7-/m0/s1
• InChI Key: XAPITIDJHKPXLY-ZETCQYMHSA-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: 2.70
• Atomic LogP (AlogP): 2.31
• 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	+	0.6427	64.27%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8191	81.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8731	87.31%
P-glycoprotein inhibitior	-	0.8594	85.94%
P-glycoprotein substrate	-	0.8123	81.23%
CYP3A4 substrate	+	0.5934	59.34%
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	-	0.8778	87.78%
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	-	0.6490	64.90%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7402	74.02%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6095	60.95%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7716	77.16%
Acute Oral Toxicity (c)	III	0.5674	56.74%
Estrogen receptor binding	+	0.8847	88.47%
Androgen receptor binding	-	0.4938	49.38%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7641	76.41%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.6957	69.57%
Honey bee toxicity	-	0.9505	95.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	98.39%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.83%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.15%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.51%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	92.09%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.63%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.47%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.72%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.01%	93.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.64%	90.24%

Plants that contains it

• Streptocarpus dunnii

Cross-Links

• PubChem: 163023013
• LOTUS: LTS0162567
• wikiData: Q105324047