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MedKoo Cat#: 581956 | Name: Decanoyllevocarnitine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Decanoyllevocarnitine is an ester derivative of L-carnitine (Cay-21489). It increases the formation of C24 fatty acid intermediates, as well as docosapentaenoic and docosahexaenoic acid (Cay-90310) in rat hepatocytes.

Chemical Structure

Decanoyllevocarnitine
Decanoyllevocarnitine
CAS#3992-45-8

Theoretical Analysis

MedKoo Cat#: 581956

Name: Decanoyllevocarnitine

CAS#: 3992-45-8

Chemical Formula: C17H33NO4

Exact Mass: 315.2400

Molecular Weight: 315.45

Elemental Analysis: C, 64.73; H, 10.54; N, 4.44; O, 20.29

Price and Availability

Size Price Availability Quantity
25mg USD 350.00 2 Weeks
50mg USD 550.00 2 Weeks
100mg USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
Decanoyllevocarnitine; (-)-Decanoylcarnitine; 1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-((1-oxodecyl)oxy)-, inner salt, (2R)-; Decanoyl-L-carnitine; Decanoylcarnitine, (-)-; Decanoyllevocarnitine; UNII-8UV9H3KBCX.
IUPAC/Chemical Name
(R)-3-(decanoyloxy)-4-(trimethylammonio)butanoate
InChi Key
LZOSYCMHQXPBFU-OAHLLOKOSA-N
InChi Code
InChI=1S/C17H33NO4/c1-5-6-7-8-9-10-11-12-17(21)22-15(13-16(19)20)14-18(2,3)4/h15H,5-14H2,1-4H3/t15-/m1/s1
SMILES Code
CCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 315.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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PLoS One. 2016 May 19;11(5):e0155694. doi: 10.1371/journal.pone.0155694. eCollection 2016. PubMed PMID: 27196316; PubMed Central PMCID: PMC4873244. 4: Liu J, Chen XX, Li XW, Fu W, Zhang WQ. Metabolomic Research on Newborn Infants With Intrauterine Growth Restriction. Medicine (Baltimore). 2016 Apr;95(17):e3564. doi: 10.1097/MD.0000000000003564. PubMed PMID: 27124067; PubMed Central PMCID: PMC4998730. 5: Cha MH, Kim MJ, Jung J, Kim JH, Lee MS, Kim MS. Metabolomic analysis of clinical plasma from cerebral infarction patients presenting with blood stasis. Evid Based Complement Alternat Med. 2015;2015:453423. doi: 10.1155/2015/453423. Epub 2015 Mar 5. PubMed PMID: 25834622; PubMed Central PMCID: PMC4365334. 6: Ha CY, Kim JY, Paik JK, Kim OY, Paik YH, Lee EJ, Lee JH. The association of specific metabolites of lipid metabolism with markers of oxidative stress, inflammation and arterial stiffness in men with newly diagnosed type 2 diabetes. Clin Endocrinol (Oxf). 2012 May;76(5):674-82. doi: 10.1111/j.1365-2265.2011.04244.x. PubMed PMID: 21958081. 7: Danese C, Cirene M, Colotto M, Aratari A, Amato S, Di Bona S, Curione M. Cardiac involvement in inflammatory bowel disease: role of acylcarnitine esters. Clin Ter. 2011;162(4):e105-9. PubMed PMID: 21912810. 8: Gong ZH, Tian GL, Wang YM. [Blood spot carnitine and acylcarnitine in newborn to adolescence: measured by tandem mass spectrometry]. Zhonghua Er Ke Za Zhi. 2010 Dec;48(12):922-7. Chinese. PubMed PMID: 21215187. 9: Lehmann R, Zhao X, Weigert C, Simon P, Fehrenbach E, Fritsche J, Machann J, Schick F, Wang J, Hoene M, Schleicher ED, Häring HU, Xu G, Niess AM. Medium chain acylcarnitines dominate the metabolite pattern in humans under moderate intensity exercise and support lipid oxidation. PLoS One. 2010 Jul 12;5(7):e11519. doi: 10.1371/journal.pone.0011519. PubMed PMID: 20634953; PubMed Central PMCID: PMC2902514. 10: Maegawa GH, Poplawski NK, Andresen BS, Olpin SE, Nie G, Clarke JT, Teshima I. Interstitial deletion of 1p22.2p31.1 and medium-chain acyl-CoA dehydrogenase deficiency in a patient with global developmental delay. Am J Med Genet A. 2008 Jun 15;146A(12):1581-6. doi: 10.1002/ajmg.a.32255. Review. PubMed PMID: 18478588. 11: Bene J, Komlósi K, Havasi V, Talián G, Gasztonyi B, Horváth K, Mózsik G, Hunyady B, Melegh B, Figler M. Changes of plasma fasting carnitine ester profile in patients with ulcerative colitis. World J Gastroenterol. 2006 Jan 7;12(1):110-3. PubMed PMID: 16440427; PubMed Central PMCID: PMC4077497. 12: Hanley PJ, Dröse S, Brandt U, Lareau RA, Banerjee AL, Srivastava DK, Banaszak LJ, Barycki JJ, Van Veldhoven PP, Daut J. 5-Hydroxydecanoate is metabolised in mitochondria and creates a rate-limiting bottleneck for beta-oxidation of fatty acids. J Physiol. 2005 Jan 15;562(Pt 2):307-18. Epub 2004 Oct 28. Erratum in: J Physiol. 2005 Mar 15;563(Pt 3):975. PubMed PMID: 15513944; PubMed Central PMCID: PMC1665522. 13: Morillas M, Gómez-Puertas P, Rubí B, Clotet J, Ariño J, Valencia A, Hegardt FG, Serra D, Asins G. Structural model of a malonyl-CoA-binding site of carnitine octanoyltransferase and carnitine palmitoyltransferase I: mutational analysis of a malonyl-CoA affinity domain. J Biol Chem. 2002 Mar 29;277(13):11473-80. Epub 2002 Jan 14. PubMed PMID: 11790793. 14: Hegardt FG, Bach M, Asins G, Caudevilla C, Morillas M, Codony C, Serra D. Post-transcriptional regulation of rat carnitine octanoyltransferase. Biochem Soc Trans. 2001 May;29(Pt 2):316-20. PubMed PMID: 11356174. 15: Morillas M, Clotet J, Rubí B, Serra D, Ariño J, Hegardt FG, Asins G. Inhibition by etomoxir of rat liver carnitine octanoyltransferase is produced through the co-ordinate interaction with two histidine residues. Biochem J. 2000 Oct 15;351 Pt 2:495-502. PubMed PMID: 11023836; PubMed Central PMCID: PMC1221386. 16: Baltazar MF, Dickinson FM, Ratledge C. Oxidation of medium-chain acyl-CoA esters by extracts of Aspergillus niger: enzymology and characterization of intermediates by HPLC. Microbiology. 1999 Jan;145 ( Pt 1):271-8. PubMed PMID: 10206707. 17: Broadway NM, Saggerson ED. Effect of membrane environment on the activity and inhibitability by malonyl-CoA of the carnitine acyltransferase of hepatic microsomal membranes. Biochem J. 1997 Mar 1;322 ( Pt 2):435-40. PubMed PMID: 9065760; PubMed Central PMCID: PMC1218209. 18: Singh H, Beckman K, Poulos A. Evidence of two catalytically active carnitine medium/long chain acyltransferases in rat liver peroxisomes. J Lipid Res. 1996 Dec;37(12):2616-26. PubMed PMID: 9017513. 19: Bieber LL, Wagner M. Effect of pH and acyl-CoA chain length on the conversion of heart mitochondrial CPT-I/CPTo to a high affinity, malonyl-CoA-inhibited state. Biochim Biophys Acta. 1996 Aug 13;1290(3):261-6. 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