6-O-Palmitoylascorbinsure

Bezeichnung:6-O-Palmitoylascorbinsure

CAS-Nr137-66-6

Englisch Name:Ascorbyl Palmitate

CBNumberCB4121121

SummenformelC22H38O7

Molgewicht414.53

MOL-Datei137-66-6.mol

Synonyma

6-O-Palmitoylascorbinsure

6-O-Palmitoylascorbinsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	115-118 °C(lit.)
alpha	+21～+26°(20℃/D, c=2, C2H5OH)
Siedepunkt	512.7±50.0 °C(Predicted)
Dichte	1.150±0.06 g/cm3(Predicted)
Brechungsindex	22.5 ° (C=1, EtOH)
storage temp.	2-8°C
Löslichkeit	Slightly soluble in ethyl alcohol.
pka	3.96±0.10(Predicted)
Farbe	White to Pale Gray
Geruch (Odor)	wh. or yel.-wh. powd., citrus odor
Optische Aktivität	[α]20/D +23±1°, c = 1% in ethanol
BRN	96552
InChIKey	QAQJMLQRFWZOBN-UWJYYQICSA-N
LogP	6.5 at 30℃ and pH1.9
CAS Datenbank	137-66-6(CAS DataBase Reference)
EPA chemische Informationen	Ascorbyl palmitate (137-66-6)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22-36/37/38
S-Sätze:	26-36-24/25
WGK Germany	1
RTECS-Nr.	CI7671040
TSCA	Yes
HS Code	2936 27 00
Giftige Stoffe Daten	137-66-6(Hazardous Substances Data)
Toxizität	LD50 orally in Rabbit: > 5000 mg/kg

Gefahreninformationscode (GHS)

Ascorbyl Palmitate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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.
Chemische Eigenschaften
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".
Verwenden
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.
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.
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.
Vorbereitung Methode
Ascorbyl palmitate is prepared synthetically by the reaction of ascorbic acid with sulfuric acid followed by reesterification with palmitic acid.
Allgemeine Beschreibung
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.
Pharmazeutische Anwendungen
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.
Sicherheitsprofil
When heated to decomposition it emits acrid smoke and irritating fumes.
Sicherheit(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
Lager
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.
Inkompatibilitäten
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 Upstream-Materialien And Downstream Produkte

6-O-Palmitoylascorbinsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

137-66-6, Ascorbyl Palmitate Verwandte Suche:

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