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
Cerotic acid.svg
Names
Preferred IUPAC name
Hexacosanoic acid
Identifiers
CAS Number
  • 506-46-7 check
3D model (JSmol)
  • Interactive image
Beilstein Reference
1799681
ChEBI
  • CHEBI:31009
ChEMBL
  • ChEMBL464787
ChemSpider
  • 10037 check
ECHA InfoCard100.007.310 Edit this at Wikidata
EC Number
  • 208-040-2
Gmelin Reference
374172
KEGG
  • C21931
PubChem CID
  • 10469
UNII
  • D42CQN6P36 check
CompTox Dashboard (EPA)
  • DTXSID7075050 Edit this at Wikidata
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 mass396.700 g·mol−1
Appearancewhite solid
Density0.8198 g/cm3 (100 °C)
Melting point87.7 °C (189.9 °F; 360.8 K)
Boiling point250 °C (482 °F; 523 K)
Solubility in water
negligible
SolubilitySoluble 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)
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

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. 


This article uses material from the Wikipedia article
 Metasyntactic variable, which is released under the 
Creative Commons
Attribution-ShareAlike 3.0 Unported License.