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Cerotic acid

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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 Edit this at Wikidata
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)Key: XMHIUKTWLZUKEX-UHFFFAOYSA-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
Appearance white solid
Density 0.8198 g/cm (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 diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 0: Will not burn. E.g. waterInstability (yellow): no hazard codeSpecial hazards (white): no code
0 0
Flash point > 110 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Cerotic acid, or hexacosanoic acid, is a 26-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)24COOH. 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.

See also

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.
Lipids: fatty acids
Saturated
ω−3 Unsaturated
ω−5 Unsaturated
ω−6 Unsaturated
ω−7 Unsaturated
ω−9 Unsaturated
ω−10 Unsaturated
ω−11 Unsaturated
ω−12 Unsaturated


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