(3S)-7-hydroxy-3-[(4-hydroxyphenyl)methyl]-3H-2-benzofuran-1-one

Details

• Internal ID: a4cc8d38-01f2-46e8-99ea-85f2935bfb2a
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3S)-7-hydroxy-3-[(4-hydroxyphenyl)methyl]-3H-2-benzofuran-1-one
• InChI: InChI=1S/C15H12O4/c16-10-6-4-9(5-7-10)8-13-11-2-1-3-12(17)14(11)15(18)19-13/h1-7,13,16-17H,8H2/t13-/m0/s1
• InChI Key: IDEOLCKUILXURA-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6606	66.06%
OATP2B1 inhibitior	-	0.7258	72.58%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.8497	84.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6674	66.74%
P-glycoprotein inhibitior	-	0.9175	91.75%
P-glycoprotein substrate	-	0.8927	89.27%
CYP3A4 substrate	+	0.5147	51.47%
CYP2C9 substrate	-	0.5266	52.66%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.7414	74.14%
CYP2C9 inhibition	+	0.6450	64.50%
CYP2C19 inhibition	-	0.5254	52.54%
CYP2D6 inhibition	-	0.8829	88.29%
CYP1A2 inhibition	+	0.6359	63.59%
CYP2C8 inhibition	+	0.6651	66.51%
CYP inhibitory promiscuity	-	0.5465	54.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4240	42.40%
Eye corrosion	-	0.9800	98.00%
Eye irritation	+	0.8269	82.69%
Skin irritation	-	0.5336	53.36%
Skin corrosion	-	0.9825	98.25%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7542	75.42%
Micronuclear	+	0.8018	80.18%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7484	74.84%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5742	57.42%
Acute Oral Toxicity (c)	III	0.3798	37.98%
Estrogen receptor binding	+	0.8408	84.08%
Androgen receptor binding	+	0.7254	72.54%
Thyroid receptor binding	-	0.5600	56.00%
Glucocorticoid receptor binding	+	0.5518	55.18%
Aromatase binding	+	0.7959	79.59%
PPAR gamma	+	0.8030	80.30%
Honey bee toxicity	-	0.8818	88.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9425	94.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.33%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.23%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.81%	93.99%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.07%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.11%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.58%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.29%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.34%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

• Gelasia veratrifolia
• Scorzonera latifolia

Cross-Links

• PubChem: 162853444
• LOTUS: LTS0162582
• wikiData: Q105111304