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About This Item
Linear Formula:
(CH3)3N+CH2CH(OH)CH2COO-
CAS Number:
Molecular Weight:
161.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4292315
Product Name
Levocarnitine, European Pharmacopoeia (EP) Reference Standard
InChI key
PHIQHXFUZVPYII-ZCFIWIBFSA-N
InChI
1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1
SMILES string
C[N+](C)(C)C[C@H](O)CC([O-])=O
grade
pharmaceutical primary standard
API family
levocarnitine
manufacturer/tradename
EDQM
mp
197-212 °C (lit.)
application(s)
pharmaceutical (small molecule)
format
neat
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Application
Levocarnitine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.
Biochem/physiol Actions
Carnitine is a quaternary amine that occurs naturally in most mammalian tissue. It is present in relatively high concentrations in skeletal muscle and heart where it is involved in regulating energy metabolism. It shifts glucose metabolism from glycolysis to glycogen storage and enhances the transport of long chain fatty acids into the mitochondria where they are oxidized for energy production.
General description
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.
Other Notes
Sales restrictions may apply.
Packaging
The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Andrea Lenzi et al.
Fertility and sterility, 81(6), 1578-1584 (2004-06-15)
To determine the efficacy of combined l-carnitine and l-acetyl-carnitine therapy in infertile males with oligo-astheno-teratozoospermia. Placebo-controlled double-blind randomized trial. University tertiary referral center. Sixty infertile patients (aged 20-40 years) with the following baseline sperm selection criteria: concentration, 10 to 40
Allan M Evans et al.
Clinical pharmacokinetics, 42(11), 941-967 (2003-08-12)
L-Carnitine is a naturally occurring compound that facilitates the transport of fatty acids into mitochondria for beta-oxidation. Exogenous L-carnitine is used clinically for the treatment of carnitine deficiency disorders and a range of other conditions. In humans, the endogenous carnitine
N A Oey et al.
Placenta, 27(8), 841-846 (2005-11-23)
Carnitine plays an indispensable role in fatty acid oxidation. Previous studies revealed that fetal carnitine is derived from the mother via transplacental transfer. Recent studies demonstrated the presence and importance of an active fatty acid oxidation system in the human
Xiaoshan Zhou et al.
PloS one, 8(3), e58843-e58843 (2013-03-19)
Thymidine kinase 2 (TK2) deficiency in humans causes mitochondrial DNA (mtDNA) depletion syndrome. To study the molecular mechanisms underlying the disease and search for treatment options, we previously generated and described a TK2 deficient mouse strain (TK2(-/-)) that progressively loses
Sandra Wächter et al.
Clinica chimica acta; international journal of clinical chemistry, 318(1-2), 51-61 (2002-03-07)
Long-term administration of high oral doses of L-carnitine on the skeletal muscle composition and the physical performance has not been studied in humans. Eight healthy male adults were treated with 2 x 2 g of L-carnitine per day for 3
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