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Ascorbyl palmitate

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Ascorbyl palmitate
Names
IUPAC name -2-hydroxy-ethyl] hexadecanoate
Other names Ascorbyl palmitate
L-Ascorbic acid 6-hexadecanoate
6-O-Palmitoylascorbic acid
Identifiers
CAS Number
3D model (JSmol)
Abbreviations E304
ChEMBL
ChemSpider
ECHA InfoCard 100.004.824 Edit this at Wikidata
E number E304 (antioxidants, ...)
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1Key: QAQJMLQRFWZOBN-LAUBAEHRSA-N
  • InChI=1/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1Key: QAQJMLQRFWZOBN-LAUBAEHRBD
SMILES
  • OC=1(OC(=O)C=1O)(O)COC(=O)CCCCCCCCCCCCCCC
Properties
Chemical formula C22H38O7
Molar mass 414.533 g/mol
Appearance White to yellowish colored powder
Melting point 116–117 °C
Solubility in water Very slightly soluble in water; freely soluble in ethanol
Hazards
Flash point 178.1 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Ascorbyl palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat-soluble form of vitamin C. In addition to its use as a source of vitamin C, it is also used as an antioxidant food additive (E number E304). It is approved for use as a food additive in the EU, USA and Australia and New Zealand.

Ascorbyl palmitate taken orally is less effective, due to the substance's breaking down again into ascorbic acid (not necessarily Vitamin C) and palmitic acid (a saturated fatty acid) before being digested. Ascorbyl palmitate is also marketed as "vitamin C ester".

See also

External links

References

  1. UK Food Standards Agency: "Current EU approved additives and their E Numbers". Retrieved 2011-10-27.
  2. US Food and Drug Administration: "Listing of Food Additives Status Part I". Retrieved 2011-10-27.
  3. Australia New Zealand Food Standards Code"Standard 1.2.4 - Labelling of ingredients". Retrieved 2011-10-27.
  4. DeRitter E.; Cohen, N; Rubin, SH (1951). "Physiologic availability of dehydro-L-ascorbic acid and palmitoyl-L-ascorbic acid". Science. 113 (2944): 628–631. doi:10.1126/science.113.2944.628. PMID 14845692.
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