Grundinformationen
- CAS
137-66-6- Standard-SMILES
CCCCCCCCCCCCCCCC(=O)OCC(O)[C@H]1OC(=O)C(O)=C1O- InChIKey
QAQJMLQRFWZOBN-FBLFFUNLSA-N- Summenformel
- C22H38O7
- Durchschnittliche Molmasse
- 414,5 g/mol
- Monoisotopische Masse
- 414,26175355
Namen und Bezeichner
- Bevorzugter Name
- Pharmakon1600-01505742
- IUPAC
- [2-[(2R)-3,4-dihydroxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] hexadecanoate
- Lokaler Name
- 6-O-Palmitoylascorbinsure
- Englischer Name
- Ascorbyl Palmitate
- Summenformel
- C22H38O7
- Molmasse
- 414.53
Namen und Synonyme
SCHEMBL19741752SCHEMBL23356552HMS2094A03HMS3651B07Pharmakon1600-01505742NSC759237CCG-213541NSC-759237SMP2_000226SBI-0206949.P001AB01563125_01L-ASCORBYL PALMITATE
Weitere Namen anzeigen
Vitamin C PalmitateASCORBIC ACID 6-PALMITATEL-ASCORBIC ACID 6-PALMITATEascorbylPALMITOYL L-ASCORBIC ACIDPalmitoyl ascorbateASCORBIC ACID PALMITATE6-O-PALMITOYL-L-ASCORBIC ACIDE304
Datenbank-Bezeichner
- CAS
137-66-6- PubChem CID
- 54679407
- Nikkaji
- J3.304.962E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,3
- Polarare Oberfläche (TPSA)
- 113 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 18
- Schwere Atome
- 29
- Formalladung
- 0
- Komplexität
- 515
Physikochemische Eigenschaften
- Schmelzpunkt
- 115 · 115-118 °C(lit.)
- Siedepunkt
- 512.7 · 512.7±50.0 °C(Predicted)
- Dichte
- 1.15 · 1.150±0.06 g/cm3(Predicted)
- Brechungsindex
- 22.5 ° · 22.5 ° (C=1, EtOH)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Slightly soluble in ethyl alcohol.
- Aggregatzustand
- Solid
- pka
- 3.96 · 3.96±0.10(Predicted)
- Farbe
- White to Pale Gray
- Geruch (Odor)
- wh. or yel.-wh. powd., citrus odor
- Biologische Quelle
- synthetic
- BRN
- 96552 · 96552
- Henry's Law Constant
- 7 · 7.0×101 mol/(m3Pa) at 25℃, HSDB (2015)
- Major Application
- pharmaceutical (small molecule)
- Kosmetik-Inhaltsstoffe Funktionen
- FRAGRANCEANTIOXIDANT
- 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
- InChIKey
- QAQJMLQRFWZOBN-UWJYYQICSA-N
- SMILES
- CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O
- LogP
- 6.5 at · 6.5 at 30℃ and pH1.9
- CAS Datenbank
- 137 · 137-66-6(CAS DataBase Reference)
- EPA chemische Informationen
- Ascorbyl palmitate (137-66-6)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 1
- tsca
- TSCA listed
- hs_code
- 2936 27 00
- RTECS-Nr.
- CI7671040
- risk_code
- 20/21/22-36/37/38
- Toxizität
- LD50 orally in Rabbit: > 5000 mg/kg
- hazard_code
- Xn
- safety_code
- 26-36-24/25
- Speicherklasse
- 11 - Combustible Solids
- Giftige Stoffe Daten
- 137-66-6(Hazardous Substances Data)
- Hazard Classifications
- Eye Irrit. 2
Chemie und Industrie
Anwendungen
BeschreibungAscorbyl 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.
VerwendenAscorbyl 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.
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Ergänzende Hinweise
DefinitionChEBI: 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.
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