Cannabis Compound Database: Showing Compound Card for L-Carnitine (CDB006345)

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Record Information

Version

1.0

Created at

2020-09-11 15:49:51 UTC

Updated at

2022-12-13 23:36:29 UTC

CannabisDB ID

CDB006345

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

L-Carnitine

Description

L-Carnitine, also known as carniking or carnipass, belongs to the class of organic compounds known as carnitines. These are organic compounds containing the quaternary ammonium compound carnitine. L-Carnitine is a drug which is used for treatment of primary systemic carnitine deficiency, a genetic impairment of normal biosynthesis or utilization of levocarnitine from dietary sources, or for the treatment of secondary carnitine deficiency resulting from an inborn error of metabolism such as glutaric aciduria ii, methyl malonic aciduria, propionic acidemia, and medium chain fatty acylcoa dehydrogenase deficiency. used therapeutically to stimulate gastric and pancreatic secretions and in the treatment of hyperlipoproteinemias. parenteral levocarnitine is indicated for the prevention and treatment of carnitine deficiency in patients with end-stage renal disease. L-Carnitine is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, L-carnitine participates in a number of enzymatic reactions. In particular, propionyl-CoA and L-carnitine can be converted into propionylcarnitine; which is catalyzed by the enzyme carnitine O-acetyltransferase. In addition, 4,8-dimethylnonanoyl-CoA and L-carnitine can be converted into 4,8 dimethylnonanoyl carnitine through its interaction with the enzyme peroxisomal carnitine O-octanoyltransferase. In humans, L-carnitine is involved in oxidation of branched-chain fatty acids. L-Carnitine is a potentially toxic compound. The (R)-enantiomer of carnitine.

Structure

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

Synonyms

Value	Source
(-)-Carnitine	ChEBI
(-)-L-Carnitine	ChEBI
3-Carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium hydroxide, inner salt	ChEBI
Carnicor	ChEBI
Carnitene	ChEBI
Carnitine	ChEBI
Carnitor	ChEBI
Karnitin	ChEBI
Levocarnitine	ChEBI
Vitamin BT	ChEBI
L-gamma-Trimethyl-beta-hydroxybutyrobetaine	Kegg
(R)-Carnitine	Kegg
L-g-Trimethyl-b-hydroxybutyrobetaine	Generator
L-Γ-trimethyl-β-hydroxybutyrobetaine	Generator
(-)-(R)-3-Hydroxy-4-(trimethylammonio)butyrate	HMDB
(R)-(3-Carboxy-2-hydroxypropyl)trimethylammonium hydroxide	HMDB
(S)-Carnitine	HMDB
1-Carnitine	HMDB
3-Carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium	HMDB
3-Hydroxy-4-trimethylammoniobutanoate	HMDB
3-Hydroxy-4-trimethylammoniobutanoic acid	HMDB
Bicarnesine	HMDB
Carniking	HMDB
Carniking 50	HMDB
Carnilean	HMDB
Carnipass	HMDB
Carnipass 20	HMDB
D-Carnitine	HMDB
delta-Carnitine	HMDB
DL-Carnitine	HMDB
gamma-Trimethyl-ammonium-beta-hydroxybutirate	HMDB
gamma-Trimethyl-beta-hydroxybutyrobetaine	HMDB
gamma-Trimethyl-hydroxybutyrobetaine	HMDB
L-(-)-Carnitine	HMDB
Levocarnitina	HMDB
Levocarnitinum	HMDB
R-(-)-3-Hydroxy-4-trimethylaminobutyrate	HMDB
L Carnitine	HMDB
L-Carnitine	ChEBI

Chemical Formula

C₇H₁₅NO₃

Average Molecular Weight

161.1989

Monoisotopic Molecular Weight

161.105193351

IUPAC Name

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

Traditional Name

L-carnitine

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)C[C@H](O)CC([O-])=O

InChI Identifier

InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1

InChI Key

PHIQHXFUZVPYII-ZCFIWIBFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carnitines. These are organic compounds containing the quaternary ammonium compound carnitine.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Quaternary ammonium salts

Direct Parent

Carnitines

Alternative Parents

Substituents

Carnitine
Beta-hydroxy acid
Short-chain hydroxy acid
Fatty acid
Hydroxy acid
Tetraalkylammonium salt
1,2-aminoalcohol
Carboxylic acid salt
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carnitine (CHEBI:16347 )

Ontology

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	-2.9	ALOGPS
logP	-4.9	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.49 m³·mol⁻¹	ChemAxon
Polarizability	16.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	L-Carnitine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9100000000-1b25dacb04c3ed5be8d0	Spectrum
Predicted GC-MS	L-Carnitine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9100000000-c15eaa190d1e28a4839a	Spectrum
Predicted GC-MS	L-Carnitine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	L-Carnitine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	L-Carnitine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	L-Carnitine, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	L-Carnitine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	L-Carnitine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	L-Carnitine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03di-0900000000-9b579c570aab7c7d3a21	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0ik9-0900000000-e37d3def2de1af5bd2f5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0ue9-8900000000-cf37f0a721cd52d86e8e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0r0c-9200000000-a11a4872036f3c33d25a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4l-9000000000-2402e260a330ff1772a1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-0w29-6900000000-d0136248acdd706e650b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0ik9-2900000000-61732bb10307f2b183ca	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0zg0-9400000000-15c3db3324f1d46d3c7c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0ik9-2900000000-ee79f10dce9fc09246ec	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-0900000000-3bffd5143cf8b072299e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kf-0900000000-e68f553bcb15d3ef5b47	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9200000000-c5b43723951af6da48cf	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1900000000-dd1b1a023937cdcb11af	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-114i-3900000000-9f24d3bc535736149e2a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-632ef17d9dde38586990	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-3900000000-97af6636a917c0edea61	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01pc-9300000000-543e21cb6b9785149e31	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08fr-9000000000-9128d6fe96d9c7276695	2021-09-24	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Cannabis Cultivar	Status	Value	Reference	Details
Alien Dawg	Detected and Quantified	0.00564 mg/g dry wt	David S. Wishart,...	details
Gabriola	Detected and Quantified	0.00374 mg/g dry wt	David S. Wishart,...	details
Island Honey	Detected and Quantified	0.00553 mg/g dry wt	David S. Wishart,...	details
Quadra	Detected and Quantified	0.00593 mg/g dry wt	David S. Wishart,...	details
Sensi Star	Detected and Quantified	0.00209 mg/g dry wt	David S. Wishart,...	details
Tangerine Dream	Detected and Quantified	0.00375 mg/g dry wt	David S. Wishart,...	details