ChemicalBook > CAS DataBase List > Ascorbyl Palmitate

Ascorbyl Palmitate

Product Name
Ascorbyl Palmitate
CAS No.
137-66-6
Chemical Name
Ascorbyl Palmitate
Synonyms
ASCORBIC ACID 6-PALMITATE;Vitamin C Palmitate;Palmitoyl ascorbate;L-ASCORBYL PALMITATE;PALMITOYL L-ASCORBIC ACID;E304;scorbic;ascorbyl;Ascorbate palmitate;L-ASCORBYL 6-PALMITATE
CBNumber
CB4121121
Molecular Formula
C22H38O7
Formula Weight
414.53
MOL File
137-66-6.mol
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Ascorbyl Palmitate Property

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.
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

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
76183
Product name
6-O-Palmitoyl-L-ascorbic acid
Purity
BioXtra, ≥99.0% (RT)
Packaging
25g
Price
$64.5
Updated
2024/03/01
Sigma-Aldrich
Product number
5.00090
Product name
L(+)Ascorbyl palmitate
Purity
EMPROVE? ESSENTIAL Ph Eur,BP,NF,FCC,E 304
Packaging
2.5kg
Price
$1367
Updated
2024/03/01
Sigma-Aldrich
Product number
5.00090
Product name
L(+)Ascorbyl palmitate
Purity
EMPROVE? ESSENTIAL Ph Eur,BP,NF,FCC,E 304
Packaging
10Kg
Price
$3964
Updated
2024/03/01
Sigma-Aldrich
Product number
1043105
Product name
Ascorbyl Palmitate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
500mg
Price
$491
Updated
2024/03/01
Sigma-Aldrich
Product number
02134
Product name
6-O-Palmitoyl-L-ascorbic acid
Purity
analytical standard
Packaging
500MG
Price
$70
Updated
2022/05/15
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Ascorbyl Palmitate Chemical Properties,Usage,Production

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

Preparation Products

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Ascorbyl Palmitate Suppliers

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View Lastest Price from Ascorbyl Palmitate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ascorbyl Palmitate 137-66-6
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/Week
Release date
2024-05-06
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
ASCORBYLPALMITATE 137-66-6
Price
US $60.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-04-30
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
L-Ascorbyl 6-palmitate 137-66-6
Price
US $15.00/kg
Min. Order
1kg
Purity
99.912%
Supply Ability
10ton
Release date
2024-04-29

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