(R)-oleoylcarnitine
(R)-oleoylcarnitine Basic information
- Product Name:
- (R)-oleoylcarnitine
- Synonyms:
-
- (R)-oleoylcarnitine
- (3R)-3-[(Z)-octadec-9-enoyl]oxy-4-(trimethylazaniumyl)butanoate
- (R,Z)-3-(oleoyloxy)-4-(trimethylammonio)butanoate
- (R)-3-(Oleoyloxy)-4-(trimethylammonio)butanoate
- Oleoyl-L-carnitine (cis-9) in Methanol
- Oleoyl-
L -carnitine - Oil acyl-L-carnitine
- 13C,D3-Oleoyl-L-carnitine
- CAS:
- 38677-66-6
- MF:
- C25H47NO4
- MW:
- 425.64498
- Mol File:
- 38677-66-6.mol
(R)-oleoylcarnitine Chemical Properties
- storage temp.
- Store at -20°C
- solubility
- Methanol: slightly soluble
- form
- A solid
- color
- White to off-white
- optical activity
- [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|
(R)-oleoylcarnitine Usage And Synthesis
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.
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.
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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