Cerotic acid

Cerotic acid, or hexacosanoic acid, is a 26-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)24COOH.[1] It is most commonly found in beeswax and carnauba wax. It is a white solid, although impure samples appear yellowish.

Cerotic acid
Names
Preferred IUPAC name
Hexacosanoic acid
Identifiers
3D model (JSmol)
1799681
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.310
EC Number
  • 208-040-2
374172
KEGG
UNII
  • InChI=1S/C26H52O2/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(27)28/h2-25H2,1H3,(H,27,28) ☒N
    Key: XMHIUKTWLZUKEX-UHFFFAOYSA-N ☒N
  • InChI=1/C26H52O2/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(27)28/h2-25H2,1H3,(H,27,28)
    Key: XMHIUKTWLZUKEX-UHFFFAOYAF
  • O=C(O)CCCCCCCCCCCCCCCCCCCCCCCCC
Properties
C26H52O2
Molar mass 396.700 g·mol−1
Appearance white solid
Density 0.8198 g/cm3 (100 °C)
Melting point 87.7 °C (189.9 °F; 360.8 K)
Boiling point 250 °C (482 °F; 523 K)
negligible
Solubility Soluble in ethanol, ether, chloroform, CS2, turpentine
1.4301 (100 °C)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
0
0
Flash point > 110 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

The name is derived from the Latin word cerotus, which in turn was derived from the Ancient Greek word κηρός (keros), meaning beeswax or honeycomb.

Cerotic acid is also a type of very long chain fatty acid that is often associated with the disease adrenoleukodystrophy, which involves the excessive saturation of unmetabolized fatty acid chains, including cerotic acid, in the peroxisome.[2]

See also

References
  1. Alexander Senning (2019). "7. The naming of lipids and lipid constituents". The Etymology of Chemical Names. doi:10.1515/9783110612714-007.
  2. Singh I, Moser AE, Moser HW, Kishimoto Y (1984). "Adrenoleukodystrophy: impaired oxidation of very long chain fatty acids in white blood cells, cultured skin fibroblasts, and amniocytes". Pediatr Res. 18 (3): 286–290. doi:10.1203/00006450-198403000-00016.


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