3-Ethyl-4-methyl-2-penten-4-olide

Details

• Internal ID: 1a0092ea-6162-43ba-8536-ca8af18aac27
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 4-ethyl-5,5-dimethylfuran-2-one
• SMILES (Canonical): CCC1=CC(=O)OC1(C)C
• SMILES (Isomeric): CCC1=CC(=O)OC1(C)C
• InChI: InChI=1S/C8H12O2/c1-4-6-5-7(9)10-8(6,2)3/h5H,4H2,1-3H3
• InChI Key: LDRRMLMTKAYMNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.18 g/mol
• Exact Mass: 140.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• VBS5ZL2ABA
• 3-Ethyl-4-methyl-2-penten-4-olide
• 2(5H)-Furanone, 4-ethyl-5,5-dimethyl-
• 150669-55-9
• Q27291750

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8685	86.85%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6003	60.03%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9027	90.27%
P-glycoprotein inhibitior	-	0.9688	96.88%
P-glycoprotein substrate	-	0.9679	96.79%
CYP3A4 substrate	-	0.6118	61.18%
CYP2C9 substrate	+	0.5975	59.75%
CYP2D6 substrate	-	0.9089	90.89%
CYP3A4 inhibition	-	0.9125	91.25%
CYP2C9 inhibition	-	0.8799	87.99%
CYP2C19 inhibition	-	0.7198	71.98%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.6858	68.58%
CYP2C8 inhibition	-	0.9779	97.79%
CYP inhibitory promiscuity	+	0.6009	60.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4807	48.07%
Eye corrosion	-	0.8231	82.31%
Eye irritation	+	0.8547	85.47%
Skin irritation	+	0.6094	60.94%
Skin corrosion	-	0.8656	86.56%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7578	75.78%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	+	0.8724	87.24%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.7177	71.77%
Acute Oral Toxicity (c)	III	0.8251	82.51%
Estrogen receptor binding	-	0.9258	92.58%
Androgen receptor binding	-	0.6812	68.12%
Thyroid receptor binding	-	0.8696	86.96%
Glucocorticoid receptor binding	-	0.9077	90.77%
Aromatase binding	-	0.8547	85.47%
PPAR gamma	-	0.9068	90.68%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9318	93.18%

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	92.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.04%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 86168060
• LOTUS: LTS0040439
• wikiData: Q27291750