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Lignoceric acid (wood tar acid; Tetracosanoic acid) 557-59-5

Lignoceric acid (wood tar acid; Tetracosanoic acid) 557-59-5

CAS No.: 557-59-5

Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid synthesized in the developing brain. Lig
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Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid may be utilized in the study of Zellweger's cerebral-hepatic-renal syndrome and adrenoleukodystrophy.

Physicochemical Properties


Molecular Formula C24H48O2
Molecular Weight 368.64
Exact Mass 368.365
CAS # 557-59-5
Related CAS # Lignoceric acid-d47;68060-00-4;Lignoceric acid-d4-1;1219794-59-8;Lignoceric acid-d4-2;1219794-61-2;Lignoceric acid-d9;2415226-90-1;Lignoceric acid-d3;851073-55-7
PubChem CID 11197
Appearance White to off-white solid powder
Density 0.9±0.1 g/cm3
Boiling Point 405.9±8.0 °C at 760 mmHg
Melting Point 80-82 °C
Flash Point 182.2±13.3 °C
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.460
LogP 11.4
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 22
Heavy Atom Count 26
Complexity 275
Defined Atom Stereocenter Count 0
InChi Key QZZGJDVWLFXDLK-UHFFFAOYSA-N
InChi Code

InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26)
Chemical Name

tetracosanoic acid
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Targets Human Endogenous Metabolite
ln Vitro Normal peroxisomal metabolism is shown by the exothermic heat flux in HepG2 peroxisomes produced by lignoceric acid [1].
References

[1]. Thermogenic flux induced by lignoceric acid in peroxisomes isolated from HepG2 cells and from X-adrenoleukodystrophy and control fibroblasts. J Cell Physiol. 2019 Aug;234(10):18344-18348.

[2]. Lignoceric acid biosynthesis in the developing brain. Activities of mitochondrial acetyl-CoA-dependent synthesis and microsomal malonyl-CoA chain-elongating system in relation to myelination. Comparison between normal mouse and dysmyelinating mutants (quaking and jimpy). Eur J Biochem. 1977 Jan 3;72(1):41-7.

Additional Infomation Tetracosanoic acid is a C24 straight-chain saturated fatty acid. It has a role as a volatile oil component, a plant metabolite, a human metabolite and a Daphnia tenebrosa metabolite. It is a very long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a tetracosanoate.
Tetracosanoic acid has been reported in Amaranthus hybridus, Tornabea scutellifera, and other organisms with data available.
Lignoceric Acid is a saturated fatty acid with a 24-carbon backbone. Lignoceric acid occurs naturally in wood tar, various cerebrosides, and in small amount in most natural fats.
lignoceric acid is a metabolite found in or produced by Saccharomyces cerevisiae.

Solubility Data


Solubility (In Vitro) Ethanol :~8.33 mg/mL (~22.60 mM )
Solubility (In Vivo) Solubility in Formulation 1: ≥ 0.83 mg/mL (2.25 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 8.3 mg/mL clear EtOH + stock solution to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7127 mL 13.5634 mL 27.1267 mL
5 mM 0.5425 mL 2.7127 mL 5.4253 mL
10 mM 0.2713 mL 1.3563 mL 2.7127 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.