Structure via PubChem · Public domain (PubChem)
cadaverine
Sign in to saveAlso known as pentane-1,5-diamine, 1,5-pentamethylenediamine, DAPE, Cadaverin, Pentamethylenediamine dihydrochloride, Cadaverine dihydrochloride, 1,5-Diaminopentane dihydrochloride, Pentane-1,5-Diamine
Cadaverine is an organic compound with the formula (CH2)5(NH2)2. Classified as a diamine, it is a colorless liquid with an unpleasant odor. It is present in small quantities in living organisms but is often associated with the putrefaction of animal tissue. Together with putrescine, it is largely responsible for the foul odor of putrefying flesh, but also contributes to other unpleasant odors.
Chemical data
- Formula
- C5H14N2
- Molecular weight
- 102.18 g/mol
- IUPAC name
- pentane-1,5-diamine
- SMILES
- C(CCN)CCN
- InChIKey
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N
- XLogP
- -0.6
- Polar surface area
- 52 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
3,062 papers- Immunometabolic reprogramming of macrophages by gut microbiota-derived cadaverine controls colon inflammation.Cell host & microbe · 2025
- Histamine H4 receptor and TRPV1 mediate itch induced by cadaverine, a metabolite of the microbiome.Molecular pain · 2024
- Cadaverine biosynthesis contributes to decreased Escherichia coli susceptibility to antibiotics.Research in microbiology · 2021
- Cadaverine regulates biotin synthesis to modulate primary root growth in Arabidopsis.The Plant journal : for cell and molecular biology · 2021
- Smelly business - Cadaverine modulates root growth by inhibiting biotin synthesis.The Plant journal : for cell and molecular biology · 2021
via PubMed
~2 min read
Encyclopedic overview
9 sectionsContents
- Production
- History
- Receptors
- Clinical significance
- Derivatives
- Toxicity
- See also
- References
- External links
Cadaverine is an organic compound with the formula (CH2)5(NH2)2. Classified as a diamine, it is a colorless liquid with an unpleasant odor. It is present in small quantities in living organisms but is often associated with the putrefaction of animal tissue. Together with putrescine, it is largely responsible for the foul odor of putrefying flesh, but also contributes to other unpleasant odors.
==Production== Cadaverine is produced by decarboxylation of lysine. It can be synthesized by many methods including the hydrogenation of glutaronitrile and the reactions of 1,5-dichloropentane.
Excerpted from Wikipedia’s “cadaverine” article, available under the CC BY-SA 4.0 licence.