Cadaverine
Cadaverine | |
---|---|
Identifiers | |
CAS number | 462-94-2 |
PubChem | 273 |
ChemSpider | 13866593 |
KEGG | C01672 |
MeSH | Cadaverine |
ChEMBL | CHEMBL119296 |
Jmol-3D images | Image 1 |
Properties | |
Molecular formula | C5H14N2 |
Molar mass | 102.178 |
Density | 0.870 g/cm³ |
Melting point | 9 °C |
Boiling point | 178-180 °C |
(what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
Cadaverine is a foul-smelling compound produced by protein hydrolysis during putrefaction of animal tissue. Cadaverine is a toxic diamine with the formula NH2(CH2)5NH2, which is similar to putrescine. Cadaverine is also known by the names 1,5-pentanediamine and pentamethylenediamine.
History
Putrescine and cadaverine were first described in 1885 by the Berlin physician (1849–1919).
Production
Cadaverine is the decarboxylation product of the amino acid lysine.
However, this diamine is not purely associated with putrefaction. It is also produced in small quantities by living beings. It is partially responsible for the distinctive odors of urine and semen.
Clinical significance
Elevated levels of cadaverine have been found in the urine of some patients with defects in lysine metabolism.
Toxicity
Cadaverine is toxic in large doses. In rats it had an acute oral toxicity of more than 2000 mg/kg body weight.
See also
Notes
References
- Lewis, Robert Alan (1998). Lewis' Dictionary of Toxicology. CRC Press. ISBN 1566702232.
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