Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H12O7 |
| Molecular Weight | 256.2088 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H](C(O)=O)[C@](O)(CC1=CC=C(O)C=C1)C(O)=O
InChI
InChIKey=TUODPMGCCJSJRH-LDYMZIIASA-N
InChI=1S/C11H12O7/c12-7-3-1-6(2-4-7)5-11(18,10(16)17)8(13)9(14)15/h1-4,8,12-13,18H,5H2,(H,14,15)(H,16,17)/t8-,11-/m1/s1
Pescidic acid is a component of AquaCacteen elixir from organic cactus. AquaCacteen blocks the release of stress markers from sensory nerve cells in the skin and calms irritated skin. Pescidic acid as a part of this elixir acts as an iron chelator, which binds free Fe2+/Fe3+ ions. In skin tissue, Fe2+ is normally bound to ferritin, but UV can decompose this complex leading to the liberation of Fe ions. These ions initiate the formation of OH radicals, thus pescidic acid prevents the formation of ROS by complexing Fe2+. Recent studies showed that the ability of a piscidic acid to inhibit HMG-CoA reductase, an enzyme participated in the biosynthesis of cholesterol, could be useful in the development of new functional foods and pharmaceutical products.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Constituents of cortex piscidiae erythrinae; the structure of piscidic acid. | 1948 Mar |
|
| [Studies on an aqueous soluble active constituent of Chuan-Shan-Long (Dioscorea nipponica Makino). I. Isolation and identification of p-hydroxy benzyl tartaric acid (piscidic acid) (author's transl)]. | 1980 Dec |
|
| Protective effect of Opuntia ficus-indica L. cladodes against UVA-induced oxidative stress in normal human keratinocytes. | 2017 Dec 15 |
|
| Isorhamnetin derivatives and piscidic acid for hypercholesterolemia: cholesterol permeability, HMG-CoA reductase inhibition, and docking studies. | 2017 Nov |
Sample Use Guides
Bioactive compounds, such as isorhamnetin and piscidic acid, were obtained from decoctions of cladodes (stem pads from Opuntia ficus-indica). The effect of these phenolic compounds, in a fiber-free extract, were evaluated as inhibitors of cholesterol permeation through a Caco-2 cell monolayer and as 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor. A mixture of these compounds showed an IC50 of 20.3 μg/mL as an enzyme inhibitor, whereas piscidic acid alone showed an IC50 of 149.6 μg/mL; this was slightly outperformed by the isorhamnetin derivatives.
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DTXSID90276232
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SUBSTANCE RECORD
