| Identification | Back Directory | [Name]
(R)-oleoylcarnitine | [CAS]
38677-66-6 | [Synonyms]
(R)-oleoylcarnitine
(R,Z)-3-(oleoyloxy)-4-(trimethylammonio)butanoate
(3R)-3-[(Z)-octadec-9-enoyl]oxy-4-(trimethylazaniumyl)butanoate | [Molecular Formula]
C25H47NO4 | [MOL File]
38677-66-6.mol | [Molecular Weight]
425.645 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
Methanol: slightly soluble | [form ]
A solid | [color ]
White to off-white | [Optical Rotation]
[α]/D -13.0±2.0°, c =0.1 in methanol | [InChI]
InChI=1/C25H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(27)24(25(29)30)23(28)21-26(2,3)4/h12-13,23-24,28H,5-11,14-21H2,1-4H3/b13-12-/t23-,24?/s3 | [InChIKey]
CLVRMPNSFFVJSJ-YBBVURJGNA-N | [SMILES]
O[C@@H](C[N+](C)(C)C)C(C(=O)CCCCCCC/C=C\CCCCCCCC)C(=O)[O-] |&1:1,r| |
| Hazard Information | Back Directory | [Uses]
Oleoyl-L-carnitine is a long-chain fatty ester of carnitine which is accumulated and released into the circulation, in fatty-acid oxidation defects. Pattern of Oleoyl-L-carnitine can be diagnostic for a number of ?-oxidation defects. | [Uses]
Oleoyl-L-carnitine is used as an analytical reference standard for the quantification of the analyte in biological samples using liquid chromatography coupled to mass spectrometry (LC-MS) technique. | [Definition]
ChEBI: (R)-oleoylcarnitine is an O-acyl-L-carnitine in which the acyl group is specified as oleoyl. It has a role as a human metabolite and a glycine transporter 2 inhibitor. It is functionally related to an oleic acid. | [General Description]
Oleoyl-L-carnitine belongs to the class of long-chain acylcarnitines, the fatty acyl esters of L-carnitine. Its role as a potential analgesic agent and ability to inhibit the glycine transport by GlyT2 transporter is investigated. | [in vivo]
Oleoylcarnitine (AC18:1) accumulates markedly in obesity-driven HCC tissues of mice[1]. | Animal Model: | MUP-uPA and PIK3CA Tg mice[1]. | | Dosage: | | | Administration: | High-fat diet (HFD) for mice | | Result: | Accumulated in HCC tissues and in the serum of HFD-fed mice. |
| [IC 50]
Human Endogenous Metabolite |
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