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Record Information
Version	2.0
Creation Date	2015-09-08 17:48:31 -0600
Update Date	2015-09-08 17:48:31 -0600
Secondary Accession Numbers	ECMDB24024
Identification
Name:	L-Palmitoylcarnitine
Description
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x72b549fc> Close
Synonyms:	Value Source (3R)-3-(Hexadecanoyloxy)-4-(trimethylazaniumyl)butanoate ChEBI (3R)-3-Palmitoyloxy-4-(trimethylammonio)butanoate ChEBI Hexadecanoyl-L-carnitine ChEBI Hexadecanoylcarnitine ChEBI Hexadecenoyl carnitine ChEBI L-Carnitine palmitoyl ester ChEBI O-Hexadecanoyl-(R)-carnitine ChEBI O-Hexadecanoyl-R-carnitine ChEBI Palmitoyl-L-carnitine ChEBI Palmitoylcarnitine ChEBI (3R)-3-(Hexadecanoyloxy)-4-(trimethylazaniumyl)butanoic acid Generator (3R)-3-Palmitoyloxy-4-(trimethylammonio)butanoic acid Generator (+)-Palmitoylcarnitine HMDB 3-Carboxy-N,N,N-trimethyl-2-[(1-oxohexadecyl)oxy]-1-propanaminium HMDB L(-)-Palmitylcarnitine HMDB L-Palmitoyl-L-carnitine HMDB Palmitoyl-(-)-carnitine HMDB Palmityl-L-carnitine HMDB Palmitylcarnitine HMDB (2R)-Palmitoylcarnitine HMDB C16 Carnitine HMDB L-Palmitoylcarnitine HMDB
Chemical Formula:	C23H45NO4
Weight:	Average: 399.6077 Monoisotopic: 399.334858933
InChI Key:	XOMRRQXKHMYMOC-OAQYLSRUSA-N
InChI:	InChI=1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3/t21-/m1/s1
CAS number:	Not Available
IUPAC Name:	(3R)-3-(hexadecanoyloxy)-4-(trimethylazaniumyl)butanoate
Traditional IUPAC Name:	palmitoylcarnitine
SMILES:	CCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C
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	Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid salts Carboxylic acid esters Carboxylic acids Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
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-acyl-L-carnitine (CHEBI:17490 ) O-palmitoylcarnitine (CHEBI:17490 ) Fatty acyl carnitines (C02990 ) Fatty acyl carnitines (LMFA07070004 )
Physical Properties
State:	Not Available
Charge:	0
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 1.2e-05 g/L ALOGPS logP 1.77 ALOGPS logP 2.03 ChemAxon logS -7.6 ALOGPS pKa (Strongest Acidic) 4.22 ChemAxon pKa (Strongest Basic) -7.1 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 66.43 Ų ChemAxon Rotatable Bond Count 20 ChemAxon Refractivity 137.08 m³·mol⁻¹ ChemAxon Polarizability 50.35 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	Palmityl-CoA + L-Carnitine <> L-Palmitoylcarnitine + Coenzyme A
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-00di-9220000000-890219021b84f6894540 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive Not Available View in JSpectraViewer LC-MS/MS LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) splash10-0udi-1000900000-109f35c9819eb5eed7b7 View in MoNA LC-MS/MS LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) splash10-000i-9000000000-9d6bb14eddb4cfa8341a View in MoNA LC-MS/MS LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) splash10-000i-9000000000-87b1d0debe4e0cb7bd31 View in MoNA LC-MS/MS LC-MS/MS Spectrum - Linear Ion Trap , negative splash10-014i-0139500000-21c36c851939b94d4523 View in MoNA LC-MS/MS LC-MS/MS Spectrum - Linear Ion Trap , negative splash10-014i-0029600000-69ebe292c2ce42c8d810 View in MoNA LC-MS/MS LC-MS/MS Spectrum - Linear Ion Trap , positive splash10-0f6x-0139600000-197944fd1aa4ac44bdd2 View in MoNA LC-MS/MS LC-MS/MS Spectrum - Linear Ion Trap , positive splash10-0uxr-0000613900-006582b143e5906e51cc View in MoNA LC-MS/MS LC-MS/MS Spectrum - Linear Ion Trap , positive splash10-0uxr-0000614900-14a5d773f652b71671fb View in MoNA LC-MS/MS LC-MS/MS Spectrum - Linear Ion Trap , positive splash10-0f6x-0139600000-b0528be9c13e412551af View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0udi-0000900000-b54b0a7f2164f15f15f2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0f79-9000500000-d7434e08a3e0942fa2e9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-000i-9000000000-e9262cbaff8cb4ad0ba6 View in MoNA 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 2D NMR [1H,13C] 2D NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17490 HMDB ID HMDB0000222 Pubchem Compound ID 11953816 Kegg ID C02990 ChemSpider ID 10128117 Wikipedia ID Palmitoylcarnitine BioCyc ID Not Available