6-Hydroxy-3-[(4-hydroxyphenyl)methylidene]-1-benzofuran-2-one

Details

• Internal ID: cb2a034b-21ef-467f-b381-9697d1d59e9a
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 6-hydroxy-3-[(4-hydroxyphenyl)methylidene]-1-benzofuran-2-one
• InChI: InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)7-13-12-6-5-11(17)8-14(12)19-15(13)18/h1-8,16-17H
• InChI Key: DJGNNZVFOBIPMK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5063	50.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6490	64.90%
OATP2B1 inhibitior	-	0.5923	59.23%
OATP1B1 inhibitior	+	0.8275	82.75%
OATP1B3 inhibitior	+	0.8893	88.93%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6266	62.66%
P-glycoprotein inhibitior	-	0.8905	89.05%
P-glycoprotein substrate	-	0.9404	94.04%
CYP3A4 substrate	-	0.5738	57.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8198	81.98%
CYP3A4 inhibition	-	0.6870	68.70%
CYP2C9 inhibition	+	0.7401	74.01%
CYP2C19 inhibition	+	0.6542	65.42%
CYP2D6 inhibition	-	0.9103	91.03%
CYP1A2 inhibition	+	0.7562	75.62%
CYP2C8 inhibition	-	0.6394	63.94%
CYP inhibitory promiscuity	+	0.8715	87.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.3780	37.80%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.9848	98.48%
Skin irritation	+	0.5464	54.64%
Skin corrosion	-	0.9785	97.85%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8293	82.93%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6403	64.03%
skin sensitisation	-	0.5778	57.78%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5833	58.33%
Acute Oral Toxicity (c)	II	0.3363	33.63%
Estrogen receptor binding	+	0.6720	67.20%
Androgen receptor binding	+	0.8892	88.92%
Thyroid receptor binding	+	0.7484	74.84%
Glucocorticoid receptor binding	+	0.8047	80.47%
Aromatase binding	+	0.7240	72.40%
PPAR gamma	+	0.7626	76.26%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	98.96%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	92.13%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.78%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	88.26%	92.51%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.78%	90.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.31%	83.57%
CHEMBL3194	P02766	Transthyretin	82.71%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.57%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.57%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.35%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85049676
• LOTUS: LTS0185811
• wikiData: Q103818441