An L-ascorbic acid and stearic acid derivative with antioxidant and anticancer activities
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L-Ascorbic Acid 6-stearate

Item No. 39142

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-octadecanoate L-ascorbic acid
CAS Number
10605-09-1
Synonyms
  • L-Ascorbyl-6-stearate
  • 6-O-Stearoyl-L-Ascorbic Acid
Molecular Formula
C24H42O7
Formula Weight
442.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 5 mg/ml
λmax
246 nm
SMILES
O[C@H]([C@@](C(O)=C1O)([H])OC1=O)COC(CCCCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C24H42O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(26)30-18-19(25)23-21(27)22(28)24(29)31-23/h19,23,25,27-28H,2-18H2,1H3/t19-,23+/m0/s1
InChi Key
LITUBCVUXPBCGA-WMZHIEFXSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    1 g

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    Cayman Chemical
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    Product Description

    L-Ascorbic acid 6-stearate is a derivative of L-ascorbic acid (Item No. 14656) and stearic acid (Item No. 10011298) that has been found in K. coccinea and has antioxidant and anticancer activities.1,2,3 It scavenges DPPH (Item No. 14805) in a cell-free assay (IC50 = 3.31 µg/ml).2 Lipid nanoparticles (LNPs) encapsulating L-ascorbic acid 6-stearate induce apoptosis in HL-60 promyeoloblasts when used at a concentration of 190 µM.3 Formulations containing L-ascorbic acid 6-stearate have been used in cosmetics and personal care products.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shinomiya, K., Li, H., and Kitanaka, S. Countercurrent chromatographic separation of lipophilic ascorbic acid derivatives and extract from Kadsura coccinea using hydrophobic organic-aqueous two-phase solvent systems. J. Liq. Chromatogr. Relat. Technol. 32(16), 2361-2371 (2009).

    2. Kharrat, N., Aissa, I., Sghaier, M., et al. Lipophilization of ascorbic acid: A monolayer study and biological and antileishmanial activities. J. Agric. Food Chem. 62(37), 9118-9127 (2014).

    3. Frungillo, L., Martins, D., Teixeira, S., et al. Targeted antitumoral dehydrocrotonin nanoparticles with L-ascorbic acid 6-stearate. J. Pharm. Sci. 98(12), 4796-4807 (2009).