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Cerotic acid

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Cerotic acid
Names
Preferred IUPAC name
Hexacosanoic acid
Identifiers
3D model (JSmol)
1799681
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.310Edit this at Wikidata
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 396.700g·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 inethanol,ether,chloroform,CS2,turpentine
1.4301 (100 °C)
Hazards
GHSlabelling:
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 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 theirstandard state(at 25 °C [77 °F], 100 kPa).

Cerotic acid,orhexacosanoic acid,is a 26-carbonlong-chainsaturated fatty acidwith thechemical formulaCH3(CH2)24COOH.[1]It is most commonly found inbeeswaxandcarnauba wax.It is a white solid, although impure samples appear yellowish.

The name is derived from theLatinwordcerotus,which in turn was derived from theAncient Greekwordκηρός(keros), meaning beeswax or honeycomb.

Cerotic acid is also a type ofvery long chain fatty acidthat is often associated with the diseaseadrenoleukodystrophy,which involves the excessive accumulation of unmetabolized fatty acid chains, including cerotic acid, in theperoxisome.[2]

See also[edit]

References[edit]

  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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