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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
Structure of PISCIDIC ACID

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

HIDE SMILES / InChI
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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
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

Sample Use Guides

part of skin care
Route of Administration: Topical
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.
Name Type Language
PISCIDIC ACID
MI  
Common Name English
BUTANEDIOIC ACID, 2,3-DIHYDROXY-2-((4-HYDROXYPHENYL)METHYL)-, (2R,3S)-
Systematic Name English
(+)-PISCIDIC ACID
Common Name English
(+)-(2S,3R)-PISCIDIC ACID
Common Name English
AQUACACTEEN
Common Name English
PISCIDIC ACID [MI]
Common Name English
(P-HYDROXYBENZYL)TARTARIC ACID
Common Name English
Code System Code Type Description
FDA UNII
511BQ884F7
Created by admin on Sat Dec 16 09:59:58 GMT 2023 , Edited by admin on Sat Dec 16 09:59:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID90276232
Created by admin on Sat Dec 16 09:59:58 GMT 2023 , Edited by admin on Sat Dec 16 09:59:58 GMT 2023
PRIMARY
MERCK INDEX
m404
Created by admin on Sat Dec 16 09:59:58 GMT 2023 , Edited by admin on Sat Dec 16 09:59:58 GMT 2023
PRIMARY Merck Index
CAS
35388-57-9
Created by admin on Sat Dec 16 09:59:58 GMT 2023 , Edited by admin on Sat Dec 16 09:59:58 GMT 2023
PRIMARY
PUBCHEM
10038020
Created by admin on Sat Dec 16 09:59:58 GMT 2023 , Edited by admin on Sat Dec 16 09:59:58 GMT 2023
PRIMARY