A lipophilic derivative of ascorbic acid with antioxidant and antiproliferative activities
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Ascorbyl Palmitate

Item No. 29604

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-ascorbic acid, 6-hexadecanoate
CAS Number
137-66-6
Synonyms
  • Ascorbylpalmitic Acid
  • NSC 402451
Molecular Formula
C22H38O7
Formula Weight
414.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
λmax
246 nm
SMILES
CCCCCCCCCCCCCCCC(OC[C@H](O)[C@@]1([H])OC(C(O)=C1O)=O)=O
InChi Code
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
InChi Key
QAQJMLQRFWZOBN-LAUBAEHRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 g

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    250 g

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    500 g

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    Cayman Chemical
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    Product Description

    Ascorbyl palmitate is a lipophilic derivative of ascorbic acid (Item No. 14656) with antioxidant and antiproliferative activities.1,2,3 It scavenges hydroxyl radicals in cell-free assays.2 Ascorbyl palmitate (0.01%) reduces the rate of autoxidation of soybean, safflower, sunflower, peanut, and corn oil.3 It inhibits increases in epidermal ornithine decarboxylase activity and DNA synthesis induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in mice in a concentration-dependent manner when applied topically.1 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smart, R.C., and Crawford, C.L. Effect of ascorbic acid and its synthetic lipophilic derivative ascorbyl palmitate on phorbol ester-induced skin-tumor promotion in mice. Am. J. Clin. Nutr. 54(6 Suppl.), 1266S-1273S (1991).

    2. Perricone, N., Nagy, K., Horváth, F., et al. The hydroxyl free radical reactions of ascorbyl palmitate as measured in various in vitro models. Biochem. Biophys. Res. Commun. 262(3), 661-665 (1999).

    3. Cort, W.M. Antioxidant activity of tocopherols, ascorbyl palmitate, and ascorbic acid and their mode of action. J. Am. Oil Chem. Soc. 51(7), 321-325 (1974).