(3S)-3-benzyl-7-hydroxy-3H-2-benzofuran-1-one

Details

• Internal ID: 1a962fbb-b2b6-4c57-9591-8f725d881396
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3S)-3-benzyl-7-hydroxy-3H-2-benzofuran-1-one
• SMILES (Canonical): C1=CC=C(C=C1)CC2C3=C(C(=CC=C3)O)C(=O)O2
• SMILES (Isomeric): C1=CC=C(C=C1)C[C@H]2C3=C(C(=CC=C3)O)C(=O)O2
• InChI: InChI=1S/C15H12O3/c16-12-8-4-7-11-13(18-15(17)14(11)12)9-10-5-2-1-3-6-10/h1-8,13,16H,9H2/t13-/m0/s1
• InChI Key: LQPPEGMDLNARAO-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5229	52.29%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5827	58.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6824	68.24%
P-glycoprotein inhibitior	-	0.9349	93.49%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	-	0.5335	53.35%
CYP2C9 substrate	-	0.5266	52.66%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.9072	90.72%
CYP2C9 inhibition	+	0.5057	50.57%
CYP2C19 inhibition	+	0.5903	59.03%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	+	0.7115	71.15%
CYP2C8 inhibition	+	0.4554	45.54%
CYP inhibitory promiscuity	-	0.6712	67.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Warning	0.4294	42.94%
Eye corrosion	-	0.9625	96.25%
Eye irritation	+	0.6945	69.45%
Skin irritation	+	0.5832	58.32%
Skin corrosion	-	0.9832	98.32%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7589	75.89%
Micronuclear	+	0.7018	70.18%
Hepatotoxicity	+	0.7181	71.81%
skin sensitisation	-	0.5456	54.56%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5374	53.74%
Acute Oral Toxicity (c)	III	0.4230	42.30%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	+	0.5725	57.25%
Thyroid receptor binding	-	0.5589	55.89%
Glucocorticoid receptor binding	-	0.6975	69.75%
Aromatase binding	+	0.7523	75.23%
PPAR gamma	+	0.8018	80.18%
Honey bee toxicity	-	0.9271	92.71%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9222	92.22%

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	96.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.11%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.64%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.54%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.19%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.25%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.00%	99.15%

Plants that contains it

• Typha capensis

Cross-Links

• PubChem: 135041863
• LOTUS: LTS0252162
• wikiData: Q105155659