7,8-dihydroxy-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: c30d1e76-b3e5-441e-aafe-1d1475afe820
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 7,8-dihydroxy-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C15H14O5/c1-6-15(2,3)10-11(17)7-4-5-8(16)12(18)9(7)13(19)14(10)20-6/h4-6,16,18H,1-3H3
• InChI Key: UVWMPNRHULNSJS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	-	0.5545	55.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8185	81.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9543	95.43%
P-glycoprotein inhibitior	-	0.8631	86.31%
P-glycoprotein substrate	-	0.8619	86.19%
CYP3A4 substrate	+	0.5494	54.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.8714	87.14%
CYP2C9 inhibition	+	0.8523	85.23%
CYP2C19 inhibition	-	0.5369	53.69%
CYP2D6 inhibition	-	0.8117	81.17%
CYP1A2 inhibition	+	0.7950	79.50%
CYP2C8 inhibition	-	0.8729	87.29%
CYP inhibitory promiscuity	+	0.7656	76.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Danger	0.3926	39.26%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.5117	51.17%
Skin irritation	-	0.6269	62.69%
Skin corrosion	-	0.8820	88.20%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7844	78.44%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6351	63.51%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5813	58.13%
Acute Oral Toxicity (c)	III	0.5603	56.03%
Estrogen receptor binding	+	0.8769	87.69%
Androgen receptor binding	+	0.6152	61.52%
Thyroid receptor binding	-	0.5261	52.61%
Glucocorticoid receptor binding	+	0.5502	55.02%
Aromatase binding	+	0.7084	70.84%
PPAR gamma	+	0.5423	54.23%
Honey bee toxicity	-	0.9330	93.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	98.62%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.73%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.83%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.45%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.41%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.26%	93.40%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.79%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	83.49%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.36%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163016202
• LOTUS: LTS0027888
• wikiData: Q105280147