3(2H)-Furanone, 2,2-dimethyl-5-phenyl-

Details

• Internal ID: b1cf1d3a-227c-4cf4-821b-41bd7c163ef8
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: 2,2-dimethyl-5-phenylfuran-3-one
• SMILES (Canonical): CC1(C(=O)C=C(O1)C2=CC=CC=C2)C
• SMILES (Isomeric): CC1(C(=O)C=C(O1)C2=CC=CC=C2)C
• InChI: InChI=1S/C12H12O2/c1-12(2)11(13)8-10(14-12)9-6-4-3-5-7-9/h3-8H,1-2H3
• InChI Key: LTRTYBNTZIFLOT-UHFFFAOYSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.22 g/mol
• Exact Mass: 188.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 3(2H)-Furanone, 2,2-dimethyl-5-phenyl-
• 493-71-0
• 2,2-dimethyl-5-phenylfuran-3-one
• 2,2-Dimethyl-5-phenyl-3(2H)-furanone
• ZMN9QXH43S
• NSC-303729
• BULATENONE
• NSC 303729
• UNII-ZMN9QXH43S
• CHEMBL278715
• SCHEMBL9875527
• DTXSID40197761
• LTRTYBNTZIFLOT-UHFFFAOYSA-N
• NSC303729
• 2,2-DIMETHYL-5-PHENYL-3-FURANONE
• 2,2-DIMETHYL-5-PHENYL-2,3-DIHYDRO-3-FURANONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8333	83.33%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7930	79.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9432	94.32%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7384	73.84%
P-glycoprotein inhibitior	-	0.9656	96.56%
P-glycoprotein substrate	-	0.9731	97.31%
CYP3A4 substrate	-	0.5889	58.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.9035	90.35%
CYP2C9 inhibition	-	0.8693	86.93%
CYP2C19 inhibition	-	0.5879	58.79%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.5357	53.57%
CYP2C8 inhibition	-	0.7474	74.74%
CYP inhibitory promiscuity	+	0.7839	78.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.4221	42.21%
Eye corrosion	-	0.8388	83.88%
Eye irritation	+	0.8168	81.68%
Skin irritation	-	0.5308	53.08%
Skin corrosion	-	0.8815	88.15%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4562	45.62%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.8177	81.77%
skin sensitisation	+	0.7501	75.01%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.8004	80.04%
Estrogen receptor binding	-	0.5777	57.77%
Androgen receptor binding	-	0.5688	56.88%
Thyroid receptor binding	-	0.7755	77.55%
Glucocorticoid receptor binding	-	0.8363	83.63%
Aromatase binding	-	0.5703	57.03%
PPAR gamma	-	0.7591	75.91%
Honey bee toxicity	-	0.9410	94.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9130	91.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.19%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.76%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.41%	95.50%
CHEMBL1944	P08473	Neprilysin	82.08%	92.63%

Plants that contains it

• Lophomyrtus bullata

Cross-Links

• PubChem: 100464
• LOTUS: LTS0004119
• wikiData: Q83070534