3-(4-Methyl-L-pentyl)-2-buten-4-olide

Details

• Internal ID: 13d420a2-0cd2-48d0-bacd-9a90c5259dd8
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-(4-methylpentyl)-2H-furan-5-one
• SMILES (Canonical): CC(C)CCCC1=CC(=O)OC1
• SMILES (Isomeric): CC(C)CCCC1=CC(=O)OC1
• InChI: InChI=1S/C10H16O2/c1-8(2)4-3-5-9-6-10(11)12-7-9/h6,8H,3-5,7H2,1-2H3
• InChI Key: VXRVSZBTULKIDG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• UNII-76W52Q947Q
• 2(5H)-Furanone, 4-(4-methylpentyl)-
• 76W52Q947Q
• 150669-53-7
• Q27266513

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8557	85.57%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5274	52.74%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9651	96.51%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8618	86.18%
P-glycoprotein inhibitior	-	0.9820	98.20%
P-glycoprotein substrate	-	0.7361	73.61%
CYP3A4 substrate	-	0.5925	59.25%
CYP2C9 substrate	-	0.5779	57.79%
CYP2D6 substrate	-	0.9123	91.23%
CYP3A4 inhibition	-	0.9238	92.38%
CYP2C9 inhibition	-	0.8303	83.03%
CYP2C19 inhibition	-	0.7755	77.55%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	-	0.5658	56.58%
CYP2C8 inhibition	-	0.9883	98.83%
CYP inhibitory promiscuity	-	0.7874	78.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.6705	67.05%
Eye irritation	+	0.8929	89.29%
Skin irritation	+	0.5479	54.79%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5787	57.87%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.5147	51.47%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.8034	80.34%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.5667	56.67%
Acute Oral Toxicity (c)	III	0.7311	73.11%
Estrogen receptor binding	-	0.9323	93.23%
Androgen receptor binding	-	0.7804	78.04%
Thyroid receptor binding	-	0.8600	86.00%
Glucocorticoid receptor binding	-	0.6570	65.70%
Aromatase binding	-	0.8534	85.34%
PPAR gamma	-	0.8132	81.32%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.89%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.82%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.81%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	85.14%	93.31%
CHEMBL226	P30542	Adenosine A1 receptor	81.74%	95.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.50%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.15%	86.33%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 86168055
• LOTUS: LTS0016326
• wikiData: Q27266513