Cerotic acid

Cerotic acid
Names
Preferred IUPAC name
Hexacosanoic acid
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference
1799681
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.310
EC Number
  • 208-040-2
Gmelin Reference
374172
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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
SMILES
  • O=C(O)CCCCCCCCCCCCCCCCCCCCCCCCC
Properties
Chemical formula
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)
Solubility in water
negligible
Solubility Soluble in ethanol, ether, chloroform, CS2, turpentine
Refractive index (nD)
1.4301 (100 °C)
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H319, H335
Precautionary statements
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).
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Infobox references

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.

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 accumulation of unmetabolized fatty acid chains, including cerotic acid, in the peroxisome.[2]

See also

  • List of saturated fatty acids
  • Very long chain fatty acids

References

  1. ^ Alexander Senning (2019). "7. The naming of lipids and lipid constituents". The Etymology of Chemical Names. pp. 271–286. doi:10.1515/9783110612714-007. ISBN 978-3-11-061271-4.
  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. PMID 6728562.