3-Dehydrocarnitine (BioCAD00000025179)

feces saliva urine

Metabolite Card

Formula: C7H13NO3 (159.0895)
SMILES: C[N+](C)(C)CC(=O)CC([O-])=O

Synonyms [en]

3-dehydrocarnitine; 3-oxo-4-(trimethylazaniumyl)butanoate; 3-oxo-4-(trimethylammonio)butanoate; 3-de-H-carnitine; 3-Carboxy-N,N,N-trimethyl-2-oxopropan-1-aminium; (3-Carboxy-2-oxopropyl)trimethylammonium hydroxide inner salt

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3-Dehydrocarnitine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000025179). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3-Dehydrocarnitine is a member of the carnitine family that is an intermediate in carnitine degradation. It can be formed from either D-carnitine or L-carnitine and the enzyme responsible for this oxidation reaction is (S)-carnitine 3-dehydrogenase (EC 1.1.1.254) or carnitine 3-dehydrogenase (EC 1.1.1.108), respectively. Carnitine is a quaternary ammonium compound biosynthesized from the amino acids lysine and methionine. In living cells, it is required for the transport of fatty acids from the cytosol into the mitochondria during the breakdown of lipids (or fats) for the generation of metabolic energy.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 10457-99-5
  • PubChem: 6991982
  • ChEBI: ChEBI:57885
  • HMDB: HMDB0012154
  • KEGG: C02636
  • BioCyc: 3-DE-H-CARNITINE
  • NCBI MeSH: 3-dehydrocarnitine
  • Wikipedia: 3-Dehydrocarnitine
  • RefMet: RM0136365
  • Metlin: METLIN_958
  • Coconut NaturalProduct: CNP0235581.0

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:11557 1.1.1.254 (S)-carnitine + NAD+ => 3-dehydrocarnitine + NADH + H+
Rhea:RHEA:11558 1.1.1.254 3-dehydrocarnitine + NADH + H+ => (S)-carnitine + NAD+
Rhea:RHEA:11559 1.1.1.254 (S)-carnitine + NAD+ <=> 3-dehydrocarnitine + NADH + H+
Rhea:RHEA:19266 1.1.1.108 carnitine + NAD+ => 3-dehydrocarnitine + NADH + H+
Rhea:RHEA:19267 1.1.1.108 3-dehydrocarnitine + NADH + H+ => carnitine + NAD+
Rhea:RHEA:19268 1.1.1.108 carnitine + NAD+ <=> 3-dehydrocarnitine + NADH + H+
Rhea:RHEA:25331 (R)-carnitine + NAD+ => 3-dehydrocarnitine + NADH + H+
Rhea:RHEA:25332 3-dehydrocarnitine + NADH + H+ => (R)-carnitine + NAD+
Rhea:RHEA:25333 (R)-carnitine + NAD+ <=> 3-dehydrocarnitine + NADH + H+
Rhea:RHEA:45709 3-dehydrocarnitine + acetyl-CoA => 3-dehydrocarnityl-CoA + acetate
Rhea:RHEA:45710 3-dehydrocarnityl-CoA + acetate => 3-dehydrocarnitine + acetyl-CoA
Rhea:RHEA:45711 3-dehydrocarnitine + acetyl-CoA <=> 3-dehydrocarnityl-CoA + acetate
Rhea:RHEA:47045 2.3.1.317 3-dehydrocarnitine + acetyl-CoA => N,N,N-trimethylglycyl-CoA + acetoacetate
Rhea:RHEA:47046 2.3.1.317 N,N,N-trimethylglycyl-CoA + acetoacetate => 3-dehydrocarnitine + acetyl-CoA
Rhea:RHEA:47047 2.3.1.317 3-dehydrocarnitine + acetyl-CoA <=> N,N,N-trimethylglycyl-CoA + acetoacetate
BioCyc:RXN-5881 PROTON + 3-DE-H-CARNITINE --> CPD-5621 + CARBON-DIOXIDE
BioCyc:RXN-20778 2.3.1.- ACETYL-COA + 3-DE-H-CARNITINE --> CPD-22401 + 3-KETOBUTYRATE
BioCyc:CARNITINE-3-DEHYDROGENASE-RXN 1.1.1.108 NAD + CARNITINE<=>3-DE-H-CARNITINE + NADH + PROTON
BioCyc:1.1.1.254-RXN 1.1.1.254 D-CARNITINE + NAD<=>3-DE-H-CARNITINE + NADH + PROTON
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-3621 γ-butyrobetaine degradation
BioCyc:FLY_PWY-3621 γ-butyrobetaine degradation
BioCyc:SCO_PWY-3602 L-carnitine degradation II
BioCyc:META_PWY-7471 D-carnitine degradation I
BioCyc:META_PWY-7472 D-carnitine degradation II
BioCyc:FLY_PWY-3602 L-carnitine degradation II
BioCyc:META_PWY-3602 L-carnitine degradation II
View All Pathways