Ascorbyl palmitate

Ascorbyl palmitate
Names
	IUPAC name [(2S)-2-[(2R)-4,5-Dihydroxy-3-oxo-2-furyl]-2-hydroxy-ethyl] hexadecanoate
	Other names Ascorbyl palmitate; L-Ascorbic acid 6-hexadecanoate; 6-O-Palmitoylascorbic acid
Identifiers
CAS Number	137-66-6 ;
3D model (JSmol)	Interactive image;
Abbreviations	E304
ChEMBL	ChEMBL220190 ;
ChemSpider	16736579 ;
ECHA InfoCard	100.004.824
E number	E304 (antioxidants, ...)
PubChem CID	5282506;
UNII	QN83US2B0N ;
CompTox Dashboard (EPA)	DTXSID3041611 ;
	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/s1 Key: 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/s1 Key: QAQJMLQRFWZOBN-LAUBAEHRBD;
	SMILES OC=1[C@H](OC(=O)C=1O)[C@@H](O)COC(=O)CCCCCCCCCCCCCCC;
Properties
Chemical formula	C22H38O7
Molar mass	414.539 g·mol−1
Appearance	White to yellowish colored powder
Melting point	116 to 117 °C (241 to 243 °F; 389 to 390 K)
Solubility in water	Very slightly soluble in water; freely soluble in ethanol
Hazards
Flash point	178.1 °C (352.6 °F; 451.2 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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,^[1] the U.S.,^[2] Canada,^[3] Australia, and New Zealand.^[4]

Ascorbyl palmitate is also marketed as "vitamin C ester".

References

^ UK Food Standards Agency: "Current EU approved additives and their E Numbers". Retrieved 2011-10-27.
^ US Food and Drug Administration: "Listing of Food Additives Status Part I". Archived from the original on 2012-01-17. Retrieved 2011-10-27.
^ Health Canada: "Chemical Substance - Ascorbyl palmitate". Retrieved 2016-08-13.
^ Australia New Zealand Food Standards Code"Standard 1.2.4 - Labelling of ingredients". Retrieved 2011-10-27.

External links

Bioavailability of Different Forms of Vitamin C (Ascorbic Acid)
Information from the Linus Pauling Institute
Record in the Household Products Database of NLM

[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". Archived from the original on 2012-01-17. Retrieved 2011-10-27.

[3] Health Canada: "Chemical Substance - Ascorbyl palmitate". Retrieved 2016-08-13.

[4] Australia New Zealand Food Standards Code"Standard 1.2.4 - Labelling of ingredients". Retrieved 2011-10-27.

[1]

[2]

[3]

[4]

Names

IUPAC name [(2S)-2-[(2R)-4,5-Dihydroxy-3-oxo-2-furyl]-2-hydroxy-ethyl] hexadecanoate
Other names Ascorbyl palmitate L-Ascorbic acid 6-hexadecanoate 6-O-Palmitoylascorbic acid
Identifiers
CAS Number	137-66-6
3D model (JSmol)	Interactive image
Abbreviations	E304
ChEMBL	ChEMBL220190
ChemSpider	16736579
ECHA InfoCard	100.004.824
E number	E304 (antioxidants, ...)
PubChem CID	5282506
UNII	QN83US2B0N
CompTox Dashboard (EPA)	DTXSID3041611
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/s1 Key: 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/s1 Key: QAQJMLQRFWZOBN-LAUBAEHRBD
SMILES OC=1[C@H](OC(=O)C=1O)[C@@H](O)COC(=O)CCCCCCCCCCCCCCC
Properties
Chemical formula	C₂₂H₃₈O₇
Molar mass	414.539 g·mol⁻¹
Appearance	White to yellowish colored powder
Melting point	116 to 117 °C (241 to 243 °F; 389 to 390 K)
Solubility in water	Very slightly soluble in water; freely soluble in ethanol
Hazards
Flash point	178.1 °C (352.6 °F; 451.2 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ascorbyl palmitate

See also

References

External links