2-[(2R)-5-butyl-3-oxofuran-2-yl]acetic acid

Details

• Internal ID: 52dff5b4-c2cf-4b49-bcb0-2eb450810342
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: 2-[(2R)-5-butyl-3-oxofuran-2-yl]acetic acid
• SMILES (Canonical): CCCCC1=CC(=O)C(O1)CC(=O)O
• SMILES (Isomeric): CCCCC1=CC(=O)[C@H](O1)CC(=O)O
• InChI: InChI=1S/C10H14O4/c1-2-3-4-7-5-8(11)9(14-7)6-10(12)13/h5,9H,2-4,6H2,1H3,(H,12,13)/t9-/m1/s1
• InChI Key: SVNKCHWDJBIZMI-SECBINFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	+	0.5414	54.14%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6931	69.31%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.8010	80.10%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9433	94.33%
P-glycoprotein inhibitior	-	0.9748	97.48%
P-glycoprotein substrate	-	0.7393	73.93%
CYP3A4 substrate	-	0.6117	61.17%
CYP2C9 substrate	+	0.6145	61.45%
CYP2D6 substrate	-	0.9091	90.91%
CYP3A4 inhibition	-	0.9261	92.61%
CYP2C9 inhibition	-	0.9481	94.81%
CYP2C19 inhibition	-	0.8486	84.86%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.7960	79.60%
CYP2C8 inhibition	-	0.8833	88.33%
CYP inhibitory promiscuity	-	0.9691	96.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6574	65.74%
Eye corrosion	-	0.9397	93.97%
Eye irritation	+	0.8016	80.16%
Skin irritation	+	0.6987	69.87%
Skin corrosion	-	0.7896	78.96%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8029	80.29%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6492	64.92%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6905	69.05%
Acute Oral Toxicity (c)	III	0.6130	61.30%
Estrogen receptor binding	-	0.7732	77.32%
Androgen receptor binding	-	0.4931	49.31%
Thyroid receptor binding	-	0.7543	75.43%
Glucocorticoid receptor binding	-	0.6258	62.58%
Aromatase binding	-	0.8595	85.95%
PPAR gamma	+	0.6482	64.82%
Honey bee toxicity	-	0.9801	98.01%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5432	54.32%
Fish aquatic toxicity	+	0.9063	90.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.52%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.63%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.81%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.47%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.58%	93.56%

Plants that contains it

• Erigeron annuus

Cross-Links

• PubChem: 11665591
• LOTUS: LTS0220459
• wikiData: Q105262248