4-Acetylbutyric acid

Details

• Internal ID: 2697f655-174b-4967-91de-da630ce7803b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 5-oxohexanoic acid
• SMILES (Canonical): CC(=O)CCCC(=O)O
• SMILES (Isomeric): CC(=O)CCCC(=O)O
• InChI: InChI=1S/C6H10O3/c1-5(7)3-2-4-6(8)9/h2-4H2,1H3,(H,8,9)
• InChI Key: MGTZCLMLSSAXLD-UHFFFAOYSA-N
• Popularity: 59 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14 g/mol
• Exact Mass: 130.062994177 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 5-OXOHEXANOIC ACID
• 3128-06-1
• 5-Ketohexanoic acid
• Hexanoic acid, 5-oxo-
• 5-Ketocaproic acid
• 5-Oxohexanoate
• 5-oxo-hexanoic acid
• Glurate
• 5-oxocaproic acid
• 5-keto-n-caproic acid
• delta-Oxocaproic acid
• delta-Ketocaproic acid
• 4-acetyl-butyric acid
• gamma-Acetylbutyric acid
• .delta.-Oxocaproic acid
• .delta.-Ketocaproic acid
• .gamma.-Acetylbutyric acid
• 4-acetyl-butanoic acid
• 4-Acetylbutyric Acid-d5
• RO0W8YUJ2W
• NSC-5281
• MFCD00004412
• 5-ketohexanoate
• 5-ketocaproate
• 31280-60-1
• delta-oxocaproate
• 4-acetylbutyrate
• delta-ketocaproate
• gamma-Acetylbutyrate
• 4-Acetylbutyricacid
• g-Acetylbutyrate
• 5-oxocaproate
• 4-Acetyl-butyrate
• 4-Acetyl-butanoate
• 5-oxo-caproic acid
• 5-keto-N-Caproate
• g-Acetylbutyric acid
• 5-keto-hexanoic acid
• gamme-Acetylbutyric acid
• UNII-RO0W8YUJ2W
• SCHEMBL15468
• 4-Acetylbutyric acid, 97%
• 4-oxopentane-1-carboxylic acid
• DTXSID9062855
• CHEBI:15888
• .DELTA.-KETOHEXANOIC ACID
• NSC5281
• NSC 5281
• CAPROIC ACID, .DELTA.-OXO-
• EINECS 221-511-7
• LMFA01060010
• TD8115
• AKOS001273158
• CS-W001957
• HY-W001957
• 5-oxohexanoic acid;4-Acetylbutyric Acid
• AS-54714
• SY015106
• FT-0600819
• K0014
• EN300-23059
• C02129
• J-018356
• Q27098282
• Z147652222
• 6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-1-ACETICACID
• InChI=1/C6H10O3/c1-5(7)3-2-4-6(8)9/h2-4H2,1H3,(H,8,9
• 4AT

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9595	95.95%
Caco-2	+	0.6675	66.75%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8345	83.45%
OATP2B1 inhibitior	-	0.8397	83.97%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9647	96.47%
P-glycoprotein inhibitior	-	0.9901	99.01%
P-glycoprotein substrate	-	0.9736	97.36%
CYP3A4 substrate	-	0.7466	74.66%
CYP2C9 substrate	-	0.5733	57.33%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9689	96.89%
CYP2C9 inhibition	-	0.9542	95.42%
CYP2C19 inhibition	-	0.9657	96.57%
CYP2D6 inhibition	-	0.9657	96.57%
CYP1A2 inhibition	-	0.6632	66.32%
CYP2C8 inhibition	-	0.9911	99.11%
CYP inhibitory promiscuity	-	0.9858	98.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7135	71.35%
Carcinogenicity (trinary)	Non-required	0.7457	74.57%
Eye corrosion	+	0.9375	93.75%
Eye irritation	+	0.9715	97.15%
Skin irritation	+	0.8039	80.39%
Skin corrosion	+	0.9711	97.11%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7957	79.57%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6570	65.70%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.8417	84.17%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4726	47.26%
Acute Oral Toxicity (c)	III	0.8288	82.88%
Estrogen receptor binding	-	0.9809	98.09%
Androgen receptor binding	-	0.9601	96.01%
Thyroid receptor binding	-	0.9411	94.11%
Glucocorticoid receptor binding	-	0.8811	88.11%
Aromatase binding	-	0.9186	91.86%
PPAR gamma	-	0.9276	92.76%
Honey bee toxicity	-	0.9884	98.84%
Biodegradation	+	0.9750	97.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.4436	44.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	91.03%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.27%	99.17%

Plants that contains it

• Acaciella angustissima

Cross-Links

• PubChem: 18407
• LOTUS: LTS0017686
• wikiData: Q27098282