A vitamin C derivative
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Ascorbyl Tetraisopalmitate

Item No. 36275

Technical Information
Formal Name
2,3,5,6-tetrakis(2-hexyldecanoate) L-ascorbic acid
CAS Number
183476-82-6
Synonyms
  • tetra-isopalmitoyl Ascorbic Acid
  • IPAA
  • Tetrahexyldecyl Ascorbate
  • VC-IP
  • Vitamin C-isopalmityl tetraester
Molecular Formula
C70H128O10
Formula Weight
Purity
≥95%
A neat liquid
DMF: 2 mg/mlDMSO: insolEthanol: 10 mg/mlPBS (pH 7.2): insol
λmax
223 nm
SMILES
CCCCCCC(CCCCCCCC)C(OC[C@H](OC(C(CCCCCCCC)CCCCCC)=O)[C@@]1([H])OC(C(OC(C(CCCCCCCC)CCCCCC)=O)=C1OC(C(CCCCCC)CCCCCCCC)=O)=O)=O
InChi Code
InChI=1S/C70H128O10/c1-9-17-25-33-37-45-50-58(49-41-29-21-13-5)66(71)76-57-62(77-67(72)59(51-42-30-22-14-6)54-46-38-34-26-18-10-2)63-64(79-68(73)60(52-43-31-23-15-7)55-47-39-35-27-19-11-3)65(70(75)78-63)80-69(74)61(53-44-32-24-16-8)56-48-40-36-28-20-12-4/h58-63H,9-57H2,1-8H3/t58?,59?,60?,61?,62-,63+/m0/s1
InChi Key
OEWBEINAQKIQLZ-CMRBMDBWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ascorbyl tetraisopalmitate is a lipophilic derivative of vitamin C (L-ascorbic acid; Item No. 14656).1,2 It protects against UVB-, hydrogen peroxide-, or tert-butyl hydroperoxide-induced decreases in cell viability in HaCaT keratinocytes when used at a concentration of 100 µM.1 Ascorbyl tetraisopalmitate (20 µM) decreases IL-1α and prostaglandin E2 (PGE2; Item No. 14010) production in unstimulated and UVB-stimulated HaCaT keratinocytes. Topical application of ascorbyl tetraisopalmitate (1%) increases viable epidermis thickness, stratum corneum water content, and skin smoothness and decreases skin roughness in hairless mice.2 Formulations containing ascorbyl tetraisopalmitate have been used in cosmetic products as skin-lightening agents.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ochiai, Y., Kaburagi, S., Obayashi, K., et alA new lipophilic pro-vitamin C, tetra-isopalmitoyl ascorbic acid (VC-IP), prevents UV-induced skin pigmentation through its anti-oxidative properties. J. Dermatol. Sci. 44(1), 37-44 (2006).

    2. Maia Campos, P.M.B.G., Gianeti, M.D., Camargo, F.B., Jr., et alApplication of tetra-isopalmitoyl ascorbic acid in cosmetic formulations: Stability studies and in vivo efficacy. Eur. J. Pharm. Biopharm. 82(3), 580-586 (2012).