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Ascorbyl Palmitate

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Ascorbyl Palmitate Basic information

Product Name:
Ascorbyl Palmitate
Synonyms:
  • PALMITOYL L-ASCORBIC ACID
  • 6-O-Palmitoyl ascorbate
  • Palmitoyl ascorbate
  • Ascorbyl Palmitate (2 g)
  • Ascorbyl Palmitate (2 g) (AS)
  • ASCORBYL PALMITATE(ASCORBIC ACID-6-PALMITATE)(P)
  • Ascorbyl palMitate / 6-PalMitoylascorbic acid
  • VitaMin C Oil Soluble /L-Ascorbyl PalMitate
CAS:
137-66-6
MF:
C22H38O7
MW:
414.53
EINECS:
205-305-4
Product Categories:
  • Vitamin Ingredients
  • Vitamins and derivatives
  • Food & Feed ADDITIVES
  • Biochemistry
  • Sugar Acids
  • Food Additives
  • Sugars
  • Vitamin Derivatives
  • Vitamins
  • Vitamin series
  • EMPROVE
  • Inhibitors
  • 137-66-6
Mol File:
137-66-6.mol
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Ascorbyl Palmitate Chemical Properties

Melting point:
115-118 °C(lit.)
alpha 
+21~+26°(20℃/D, c=2, C2H5OH)
Boiling point:
512.7±50.0 °C(Predicted)
Density 
1.150±0.06 g/cm3(Predicted)
refractive index 
22.5 ° (C=1, EtOH)
storage temp. 
2-8°C
solubility 
Slightly soluble in ethyl alcohol.
form 
Solid
pka
3.96±0.10(Predicted)
color 
White to Pale Gray
Odor
wh. or yel.-wh. powd., citrus odor
optical activity
[α]20/D +23±1°, c = 1% in ethanol
BRN 
96552
InChIKey
QAQJMLQRFWZOBN-UWJYYQICSA-N
LogP
6.5 at 30℃ and pH1.9
CAS DataBase Reference
137-66-6(CAS DataBase Reference)
EPA Substance Registry System
Ascorbyl palmitate (137-66-6)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
1
RTECS 
CI7671040
TSCA 
Yes
HS Code 
2936 27 00
Hazardous Substances Data
137-66-6(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 5000 mg/kg

MSDS

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Ascorbyl Palmitate Usage And Synthesis

Description

Ascorbyl palmitate is a lipophilic derivative of ascorbic acid with antioxidant and antiproliferative activities. It scavenges hydroxyl radicals in cell-free assays. Ascorbyl palmitate (0.01%) reduces the rate of autoxidation of soybean, safflower, sunflower, peanut, and corn oil. It inhibits increases in epidermal ornithine decarboxylase activity and DNA synthesis induced by phorbol 12-myristate 13-acetate (TPA; ) in mice in a concentration-dependent manner when applied topically. Ascorbyl palmitate (0.8 and 4 μmol per 200 μl of acetone, applied topically) reduces the number of tumors per mouse and the percentage of mice with tumors in a mouse skin two-stage model of tumor formation initiated and promoted by 7,12-dimethylbenz[a]anthracene (DMBA) and TPA, respectively. Formulations containing ascorbyl palmitate have been used as antioxidants and preservatives in foods, pharmaceuticals, and cosmetics.

Chemical Properties

Ascorbyl palmitate is a white or yellowish-white solid with a soapy taste and a citrus-like odor. It is very slightly soluble in water but freely soluble in alcohol, animal oil, and vegetable oil. It melts at 107° to 117°C (around 234°F). Ascorbyl palmitate prevents oxidative rancidity development by quenching singlet oxygen. The ascorbic acid part of the molecule donates hydrogen (a reducing agent). This phenomenon is also called "oxygen scavenging".

Uses

Ascorbyl Palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat soluble form of vitamin C. It is used as an antioxidant food additive. It is also used as a preservative and an anti-oxidant in cosmetic creams and lotions to prevent rancidity. Ascorbyl palmitate facilitates the incorporation of ingredients such as vitamins A, C, and D into cosmetic formulations. It has no known toxicity.

Definition

ChEBI: Ascorbyl palmitate is a fatty acid ester. It is derived from corn dextrose fermentation and palm oil. It is used as a food preservative and as an antioxidant in oils, fats, and pharmaceuticals.

Production Methods

Ascorbyl palmitate is prepared synthetically by the reaction of ascorbic acid with sulfuric acid followed by reesterification with palmitic acid.

Application

Ascorbyl Palmitate is an antioxidant formed by combining ascorbic acid with palmitic acid. ascorbic acid is not fat soluble but ascorbyl palmitate is, thus combining them produces a fat-soluble antioxidant. it exists as a white or yellowish white powder of citric- like odor. it is used as a preservative for natural oils, edible oils, colors, and other substances. it acts synergistically with alpha-tocopherol in oils/fats. it is used in peanut oil at a maximum level of 200 mg/kg individually or in combination.

General Description

A white or yellowish-white powder having a citrus-like odor. Mp 116–117°C; soluble in alcohol and in animal and vegetable oils; slightly soluble in water. Ascorbyl Palmitate is a lipophilic ascorbic acid derivative, used as an antioxidant in both food and cosmetics industries.

Pharmaceutical Applications

Ascorbyl palmitate is primarily used either alone or in combination with alpha tocopherol as a stabilizer for oils in oral pharmaceutical formulations and food products; generally 0.05% w/v is used. It may also be used in oral and topical preparations as an antioxidant for drugs unstable to oxygen. The combination of ascorbyl palmitate with alpha tocopherol shows marked synergism, which increases the effect of the components and allows the amount used to be reduced.
The solubility of ascorbyl palmitate in alcohol permits it to be used in nonaqueous and aqueous systems and emulsions.

Biochem/physiol Actions

6-O-Palmitoyl-L-ascorbic acid possesses metastasis inhibitory and anti-tumor activity. Ascorbyl palmitate exhibits antioxidant activity by protecting the cell membranes from oxidative damage.

Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.

Safety

Ascorbyl palmitate is used in oral pharmaceutical formulations and food products, and is generally regarded as an essentially nontoxic and nonirritant material. The WHO has set an estimated acceptable daily intake for ascorbyl palmitate at up to 1.25 mg/kg bodyweight.
LD50 (mouse, oral): 25 g/kg
LD50 (rat, oral): 10 g/kg

storage

Ascorbyl palmitate is stable in the dry state, but is gradually oxidized and becomes discolored when exposed to light and high humidity. In an unopened container, stored in a cool place, it has a shelf life of at least 12 months. During processing, temperatures greater than 658℃ should be avoided.
The bulk material should be stored in an airtight container at 8–158℃, protected from light.

Incompatibilities

Incompatibilities are known with oxidizing agents; e.g. in solution oxidation is catalyzed by trace metal ions such as Cu2+ and Fe3+.

Regulatory Status

GRAS listed. Accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (oral, rectal, topical preparations). Included in nonparenteral medicines licensed in the UK.

Ascorbyl Palmitate Preparation Products And Raw materials

Raw materials

Ascorbyl PalmitateSupplier

Wuhan Amixiang Chemical Co., Ltd Gold
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010-82848833 400-666-7788
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