Livestock Metabolome Database: Showing metabocard for L-Acetylcarnitine (LMDB00091)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:42:10 UTC

Update Date

2021-04-30 20:57:58 UTC

Lmdb

LMDB00091

Secondary Accession Numbers

None

Metabolite Identification

Common Name

L-Acetylcarnitine

Description

L-Acetylcarnitine is an acetic acid ester of carnitine that facilitates movement of acetyl CoA into the matrices of mammalian mitochondria during the oxidation of fatty acids. In addition to his metabolic role, acetyl-L-carnitine (ALC) posses unique neuroprotective, neuromodulatory, and neurotrophic properties this may play an important role in counteracting various disease processes. (PubMed ID 15363640).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(-)-Acetylcarnitine	ChEBI
(R)-Acetylcarnitine	ChEBI
Acetyl-L-(-)-carnitine	ChEBI
Acetyl-L-carnitine	ChEBI
L-Carnitine acetyl ester	ChEBI
L-O-Acetylcarnitine	ChEBI
O-Acetyl-(R)-carnitine	ChEBI
R-Acetylcarnitine	ChEBI
Branigen	HMDB
Levocarnitine acetyl	HMDB
Acetyl carnitine	HMDB
Carnitine, acetyl	HMDB
Alcar	HMDB
Acetyl L carnitine	HMDB
Acetylcarnitine, (R)-isomer	HMDB
Medosan	HMDB
ALC	HMDB
3-(Acetyloxy)-4-(trimethylammonio)butanoate	HMDB
Acetyl-DL-carnitine	HMDB
Acetylcarnitine	HMDB
DL-O-Acetylcarnitine	HMDB
3-(Acetyloxy)-4-(trimethylammonio)butanoic acid	HMDB
(+-)-Acetylcarnitine	HMDB
Acetyl-carnitine	HMDB
Nicetile	HMDB
O-Acetyl-L-carnitine	HMDB
O-Acetylcarnitine	HMDB
(3R)-3-Acetyloxy-4-(trimethylazaniumyl)butanoate	HMDB
C2 Carnitine	HMDB
L-Acetylcarnitine	ChEBI

Chemical Formula

C₉H₁₇NO₄

Average Molecular Weight

203.2356

Monoisotopic Molecular Weight

203.115758037

IUPAC Name

(3R)-3-(acetyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

acetyl-L-carnitine

CAS Registry Number

3040-38-8

SMILES

CC(=O)OC(CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3

InChI Key

RDHQFKQIGNGIED-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-acetylcarnitine (CHEBI:57589 )
O-acyl-L-carnitine (CHEBI:57589 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.4	ALOGPS
logP	-4.4	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	72.64 m³·mol⁻¹	ChemAxon
Polarizability	20.82 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9100000000-c3bf4495e8c4abf714db	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-000i-9200000000-e3a84538f1dadc72bc00	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-000i-9000000000-5d5d6858632925cf1c81	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-001i-9000000000-b7dbd311ea9af892ad91	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0pb9-3930000000-1af0468e51346890699f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0090000000-71230651236adb31fa6f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f79-9050000000-2a63f200e23202870ebe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Milk
Plasma
Serum
Urine

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Milk	Detected but not Quantified	Not Applicable	Not Available	Bovine	23738862	details
Milk	Detected but not Quantified	Not Applicable	Not Available	Bovine	Kurt J. Boudonck,...	details
Plasma	Detected and Quantified	0.96 +/- 0.36 uM	Not Available	Bovine	25875852	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Porcine	20231903	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Bovine	24630653	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Porcine	24624922	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Ovine	22242129	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Porcine	Sergio Polakof, D...	details
Serum	Detected and Quantified	10.51 +/- 2.1153 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.101 +/- 1.8262 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	11.3543 +/- 4.2601 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	6.3715 +/- 2.397 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.5225 +/- 1.3105 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	5.19 +/- 3.63 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	8.9183 +/- 4.7964 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.0763 +/- 2.2167 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.2359 +/- 1.5761 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	6.9667 +/- 2.8578 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.1042 +/- 2.6787 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	3.44 +/- 1.38 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	6.9588 +/- 2.7243 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.6116 +/- 1.9567 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.3333 +/- 2.8185 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.3472 +/- 1.4752 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	5.9043 +/- 2.5292 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.5448 +/- 3.9193 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.4563 +/- 1.6895 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.477 +/- 2.3139 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.8555 +/- 2.3597 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.8195 +/- 0.4984 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.1829 +/- 3.1178 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.2543 +/- 5.9303 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	12.3329 +/- 5.8573 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.3592 +/- 3.5924 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.9315 +/- 2.2176 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	12.5995 +/- 7.0744 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.1167 +/- 3.8442 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.6671 +/- 3.8185 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.5491 +/- 2.652 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Ovine	21142080	details
Serum	Detected and Quantified	8.2878 +/- 5.4392 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.1825 +/- 2.6147 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.8323 +/- 3.4144 uM	Normal	Ovine	Goldansaz et al.,...	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Ovine	21142080	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Ovine	21142080	details