Structure via PubChem · Public domain (PubChem)
acetylcarnitine
Sign in to saveAlso known as O-acetyl-L-carnitine, acetyl-L-carnitine, 3-(acetyloxy)-4-(trimethylazaniumyl)butanoate, ALCAR, O-acetylcarnitine, R-acetylcarnitine, L-O-acetylcarnitine, (-)-acetylcarnitine
Acetyl-L-carnitine (ALCAR or ALC), also known as levacecarnine, is an acetylated form of L-carnitine. It is naturally produced by the human body, and it is available as a dietary supplement. Acetylcarnitine is broken down in the blood by plasma esterases to carnitine which is used by the body to transport fatty acids into the mitochondria for breakdown and energy production.
Key facts
- Drug.N
- 1
- Drug.O
- 4
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 477240228
- Drug.IUPAC_name
- (R)-3-Acetyloxy-4-trimethylammonio-butanoate
- Drug.image
- Acetylcarnitine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.legal_status
- OTC
- Drug.routes_of_administration
- Oral
- Drug.bioavailability
- >10%
- Drug.elimination_half life
- 28.9 - 35.9 hours
- Drug.CAS_number
- 3040-38-8
- Drug.ATC_prefix
- N06
- Drug.ATC_suffix
- BX12
- Drug.PubChem
- 1
- Drug.DrugBank
- DB08842
via Wikipedia infobox
Chemical data
- Formula
- C9H17NO4
- Molecular weight
- 203.24 g/mol
- IUPAC name
- (3R)-3-acetyloxy-4-(trimethylazaniumyl)butanoate
- SMILES
- CC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C
- InChIKey
- RDHQFKQIGNGIED-MRVPVSSYSA-N
- XLogP
- 0.4
- Polar surface area
- 66.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- non-small cell lung carcinoma, neuropathy, septic shock, Sleep Disorder
via ChEMBL · EBI
Research
2,215 papers- Acetylcarnitine shuttling links mitochondrial metabolism to histone acetylation and lipogenesis.Science advances · 2023
- Conceptual foundations of acetylcarnitine supplementation in neuropsychiatric long COVID syndrome: a narrative review.European archives of psychiatry and clinical neuroscience · 2024
- l-Acetylcarnitine: A Mechanistically Distinctive and Potentially Rapid-Acting Antidepressant Drug.International journal of molecular sciences · 2017
- Mitochondria in the elderly: Is acetylcarnitine a rejuvenator?Advanced drug delivery reviews · 2009
- Postcontraction [acetylcarnitine] reflects interindividual variation in skeletal muscle ATP production patterns in vivo.American journal of physiology. Regulatory, integrative and comparative physiology · 2024
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 203.116
- Has use
- medication
Show 5 more facts
- canonical SMILES
- CC(=O)OC(CC(=O)[O-])C[N+](C)(C)C
- isomeric SMILES
- CC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C
- chemical formula
- C₉H₁₇NO₄
- found in taxon
- Phaseolus vulgaris
- subject has role
- nootropic
Sources (6)
via Wikidata · CC0
~7 min read
Encyclopedic overview
6 sectionsContents
- Biochemical production and action
- Research
- Reviews
- Studies
- References
- Further reading
Acetyl-L-carnitine (ALCAR or ALC), also known as levacecarnine, is an acetylated form of L-carnitine. It is naturally produced by the human body, and it is available as a dietary supplement. Acetylcarnitine is broken down in the blood by plasma esterases to carnitine which is used by the body to transport fatty acids into the mitochondria for breakdown and energy production.
== Biochemical production and action == Carnitine is both a nutrient and made by the body as needed; it serves as a substrate for important reactions in which it accepts and gives up an acyl group. Acetylcarnitine is the most abundant naturally occurring derivative and is formed in the reaction: acetyl-CoA + carnitine CoA + acetylcarnitine
Excerpted from Wikipedia’s “acetylcarnitine” article, available under the CC BY-SA 4.0 licence.