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Merck
CN

05950

4-Pentenoic acid

purum, ≥98.0% (GC)

Synonym(s):

3-Vinylpropionic acid, Allylacetic acid

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About This Item

Linear Formula:
CH2=CHCH2CH2COOH
CAS Number:
591-80-0
Molecular Weight:
100.12
EC Number:
209-732-7
UNSPSC Code:
12352100
PubChem Substance ID:
24845888
Beilstein/REAXYS Number:
1633696
MDL number:
MFCD00004408

Key Documents

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vapor density

>1 (vs air)

grade

purum

assay

≥98.0% (GC)

refractive index

n20/D 1.428 (lit.), n20/D 1.429

bp

83-84 °C/12 mmHg (lit.)

mp

−22.5 °C (lit.)

density

0.978 g/mL at 20 °C, 0.981 g/mL at 25 °C (lit.)

SMILES string

OC(=O)CCC=C

InChI

1S/C5H8O2/c1-2-3-4-5(6)7/h2H,1,3-4H2,(H,6,7)

InChI key

HVAMZGADVCBITI-UHFFFAOYSA-N

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Other Notes

Hypoglycemic agent and inhibitor of fatty acid oxidation

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

192.2 °F - closed cup

flash_point_c

89 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Mechanisms of the metabolic disturbances caused by hypoglycin and by pent-4-enoic acid. In vitro studies.
D Billington et al.
Biochemical pharmacology, 27(24), 2879-2890 (1978-01-01)
H Schulz
Biochemistry, 22(8), 1827-1832 (1983-04-12)
The metabolism of 4-pentenoic acid, a hypoglycemic agent and inhibitor of fatty acid oxidation, has been studied in rat heart mitochondria. Confirmed was the conversion of 4-pentenoic acid to 2,4-pentadienoyl coenzyme A (CoA), which either is directly degraded via beta-oxidation
Mechanisms of the metabolic disturbances caused by hypoglycin and by pent-4-enoic acid. In vivo studies.
D Billington et al.
Biochemical pharmacology, 27(24), 2891-2900 (1978-01-01)
K Kassahun et al.
Drug metabolism and disposition: the biological fate of chemicals, 21(6), 1098-1106 (1993-11-01)
The terminal olefin metabolite of valproic acid (VPA), 4-ene VPA, is an analog of the experimental hepatotoxin 4-pentenoic acid and is believed to play a role in the hepatotoxicity of VPA. The formation of glutathione and N-acetylcysteine conjugates of the
Y Boulanger et al.
Magnetic resonance in medicine, 28(1), 137-144 (1992-11-01)
The metabolism of 4-pentenoate in isolated kidney tubules has been investigated by 1H and 13C NMR. The 4-pentenoate metabolite, 3-keto-4-pentenoyl-CoA, accumulated in proximal tubules only and its formation could be competitively inhibited by octanoate. 4-Pentenoate was metabolized in thick ascending
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Global Trade Item Number

SKUGTIN
137030-25G04061832544649

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