(2R)-2-hydroxy-3-phenyl-2H-furan-5-one

Details

• Internal ID: e1fb1e96-c400-4d3c-a88c-6cdf16ee5d65
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R)-2-hydroxy-3-phenyl-2H-furan-5-one
• InChI: InChI=1S/C10H8O3/c11-9-6-8(10(12)13-9)7-4-2-1-3-5-7/h1-6,10,12H/t10-/m1/s1
• InChI Key: XXWIUGNNANJILR-SNVBAGLBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17 g/mol
• Exact Mass: 176.047344113 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.9050	90.50%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6548	65.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9518	95.18%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8930	89.30%
P-glycoprotein inhibitior	-	0.9668	96.68%
P-glycoprotein substrate	-	0.9847	98.47%
CYP3A4 substrate	-	0.6766	67.66%
CYP2C9 substrate	-	0.6298	62.98%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.9594	95.94%
CYP2C9 inhibition	-	0.8590	85.90%
CYP2C19 inhibition	-	0.7319	73.19%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	-	0.6984	69.84%
CYP2C8 inhibition	-	0.9159	91.59%
CYP inhibitory promiscuity	-	0.6105	61.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.4074	40.74%
Eye corrosion	-	0.6451	64.51%
Eye irritation	+	0.9861	98.61%
Skin irritation	+	0.6883	68.83%
Skin corrosion	-	0.8765	87.65%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7484	74.84%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.7709	77.09%
skin sensitisation	+	0.4830	48.30%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5835	58.35%
Acute Oral Toxicity (c)	III	0.7556	75.56%
Estrogen receptor binding	-	0.8615	86.15%
Androgen receptor binding	-	0.6138	61.38%
Thyroid receptor binding	-	0.6967	69.67%
Glucocorticoid receptor binding	-	0.8604	86.04%
Aromatase binding	-	0.6389	63.89%
PPAR gamma	-	0.5166	51.66%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9718	97.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.24%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.53%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	84.38%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.89%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.09%	94.62%

Plants that contains it

• Phleum pratense

Cross-Links

• PubChem: 163035429
• LOTUS: LTS0253948
• wikiData: Q105344253