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3-dehydrocarnitine

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EntityQ4634132· pop 6· linked from 3 articles

3-dehydrocarnitine

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Also known as 3-oxo-4-(trimethylammonio)butanoate, 3-Carboxy-N,N,N-trimethyl-2-oxo-1-propanaminium, 3-Carboxy-N,N,N-trimethyl-2-oxopropan-1-aminium

3-Dehydrocarnitine is an aliphatic quaternary ammonium betaine that is part of the carnitine family. At physiological pH of 7.3, the major species of 3-dehydrocarnitine is its zwitterionic form, the conjugate base of 3-dehydrocarnitinium. 3-Dehydrocarnitine is classified as a short-chain keto acid, as it has a carbon chain containing less than six carbon atoms. It is an intermediate in carnitine degradation and is formed from D- or L-carnitine. The enzymes responsible for the degradation of carnitine to 3-dehydrocarnitine are carnitine-3-dehydrogenase or (S)-carnitine-3-dehydrogenase.

In the Vinony graph

Vinony's link graph records 3 inbound references to 3-dehydrocarnitine, and connects out to Carnitine 3-dehydrogenase, enzyme and metabolism.

It sits within the topics Amino acids, Ketones and Quaternary ammonium compounds.

Vinony links it to 6 Wikipedia language editions.

Chemical data

Formula
C7H13NO3
Molecular weight
159.18 g/mol
IUPAC name
3-oxo-4-(trimethylazaniumyl)butanoate
SMILES
C[N+](C)(C)CC(=O)CC(=O)[O-]
InChIKey
YNOWULSFLVIUDH-UHFFFAOYSA-N
XLogP
0.4
Polar surface area
57.2 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
159.09
Show 3 more facts
canonical SMILES
C[N+](C)(C)CC(=O)CC(=O)[O-]
chemical formula
C₇H₁₃NO₃
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

6 sections
Contents
  • Biological role
  • Role in humans
  • Presence in other animals
  • Role in bacteria
  • See also
  • References

3-Dehydrocarnitine is an aliphatic quaternary ammonium betaine that is part of the carnitine family. At physiological pH of 7.3, the major species of 3-dehydrocarnitine is its zwitterionic form, the conjugate base of 3-dehydrocarnitinium. 3-Dehydrocarnitine is classified as a short-chain keto acid, as it has a carbon chain containing less than six carbon atoms. It is an intermediate in carnitine degradation and is formed from D- or L-carnitine. The enzymes responsible for the degradation of carnitine to 3-dehydrocarnitine are carnitine-3-dehydrogenase or (S)-carnitine-3-dehydrogenase.

== Biological role ==

Excerpted from Wikipedia’s “3-dehydrocarnitine” article, available under the CC BY-SA 4.0 licence.

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