Cerotic acid

Cerotic acid
Names
	Preferred IUPAC name Hexacosanoic acid
Identifiers
CAS Number	506-46-7 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1799681
ChEBI	CHEBI:31009;
ChEMBL	ChEMBL464787;
ChemSpider	10037 ;
ECHA InfoCard	100.007.310
EC Number	208-040-2;
Gmelin Reference	374172
KEGG	C21931;
PubChem CID	10469;
UNII	D42CQN6P36 ;
CompTox Dashboard (EPA)	DTXSID7075050 ;
	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−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
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). verify (what is ?) 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]

References

^ 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.
^ 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.

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[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.

[1]

[2]

Cerotic acid

See also

References