U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C5H7NO3
Molecular Weight 129.114
Optical Activity ( - )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIDOLIC ACID

SMILES

OC(=O)[C@@H]1CCC(=O)N1

InChI

InChIKey=ODHCTXKNWHHXJC-VKHMYHEASA-N
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1

HIDE SMILES / InChI

Molecular Formula C5H7NO3
Molecular Weight 129.114
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Zinc Pidolate (Zinc PCA) is a topical skin product with purifying, astingent, anti-inflammatory, antiseptic activity. It has long been used as a cosmetic ingredient, because of its astringent and anti-microbial properties. Zinc Pidolate has also being shown to be effective against halitosis. Zinc PCA prevents the UV-induced MMP-1 production in vitro by suppressing the activation of AP-1. Zinc PCA was also able to enhance type I collagen synthesis in NHDFs, by increasing the expression of the mRNA encoding the ascorbic acid transporter SVCT2 in non-UV irradiated NHDFs, which suggests its promising effect against not only photoaged skin but also for the simple atrophic change of intrinsic skin ageing. Zinc PCA is able to suppress sebum secretion by inhibiting 5-α reductase in hyperseborrhea, to suppress body odor by forming zinc salts with short-chain fatty acids, to suppress wrinkles by inhibiting AP-1 to and inhibit bacterial growth including acne related Propionibacterium acnes.

CNS Activity

Curator's Comment: Known to penetrate blood-brain barrier in rats. Is produced naturally in human brain

Originator

Sources: Haitinger, L.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
CLEANSING FOAMING GEL ACNE PRO SKIN- zinc pidolate gel

Approved Use

Lange Gel will turn into foam, during application. It will cleanse skin thoroughly without any dryness effect, in order to avoid hyperseboohea phenomenon, a main cause of acne.

Launch Date

2012
Primary
Unknown

Approved Use

Unknown
Primary
EcoCare™ Zinclean

Approved Use

Use in anti-dandruff shampoos
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
CFSUM1 and CFSUM2 in urine from patients with chronic fatigue syndrome are methodological artefacts.
2006-02
Familial Danish dementia: co-existence of Danish and Alzheimer amyloid subunits (ADan AND A{beta}) in the absence of compact plaques.
2005-11-04
Thermostability and in vitro digestibility of a purified major allergen 2S albumin (Ses i 1) from white sesame seeds (Sesamum indicum L.).
2005-09-25
Synthesis of 1,3-dioxo-hexahydropyrido[1,2-c][1,3]diazepine carboxylates, a new bicyclic skeleton formed by ring expansion-RCM methodology.
2005-09-21
Cloning, expression, characterization, and crystallization of a glutaminyl cyclase from human bone marrow: a single zinc metalloenzyme.
2005-09
Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid.
2005-08-07
Nanoparticles on the basis of highly functionalized dextrans.
2005-08-03
Formation of extracellular glutamate from glutamine: exclusion of pyroglutamate as an intermediate.
2005-08-02
Emerging roles of apelin in biology and medicine.
2005-08
CLPM: a cross-linked peptide mapping algorithm for mass spectrometric analysis.
2005-07-15
Total synthesis of pinnamine and anatoxin-a via a common intermediate. A caveat on the anatoxin-a endgame.
2005-07-08
The removal of pyroglutamic acid from monoclonal antibodies without denaturation of the protein chains.
2005-07-01
Acetaminophen-induced anion gap metabolic acidosis and 5-oxoprolinuria (pyroglutamic aciduria) acquired in hospital.
2005-07
Recurrent high anion gap metabolic acidosis secondary to 5-oxoproline (pyroglutamic acid).
2005-07
Identification of novel bradykinin-potentiating peptides and C-type natriuretic peptide from Lachesis muta venom.
2005-07
Biomarker metabolites capturing the metabolite variance present in a rice plant developmental period.
2005-05-31
Bromophenols coupled with derivatives of amino acids and nucleosides from the red alga Rhodomela confervoides.
2005-05
Anuroctoxin, a new scorpion toxin of the alpha-KTx 6 subfamily, is highly selective for Kv1.3 over IKCa1 ion channels of human T lymphocytes.
2005-04
Preparation and reactivity of aminoacyl pyroglutamates. Facile synthesis of 10-membered-ring cyclic dipeptides derived from 1,4-diaminobutyric and glutamic acids.
2005-03
Physiological and pathological aspects of GSH metabolism.
2005-02
A high-throughput liquid chromatography/tandem mass spectrometry method for screening glutathione conjugates using exact mass neutral loss acquisition.
2005
The computer modelling of human TRH receptor, TRH and TRH-like peptides.
2005
Alpha-tocopherol pro-vitamins: synthesis, hydrolysis and accumulation in rabbit ear skin.
2004-10-19
Discrepin, a new peptide of the sub-family alpha-ktx15, isolated from the scorpion Tityus discrepans irreversibly blocks K+ -channels (IA currents) of cerebellum granular cells.
2004-10-15
Mass spectrometry analysis of recombinant human ZP3 expressed in glycosylation-deficient CHO cells.
2004-09-28
The development of a higher throughput reactive intermediate screening assay incorporating micro-bore liquid chromatography-micro-electrospray ionization-tandem mass spectrometry and glutathione ethyl ester as an in vitro conjugating agent.
2004-09-21
Isolation of an anti-angiogenic substance from Agaricus blazei Murill: its antitumor and antimetastatic actions.
2004-09
Obligatory involvement of CD26/dipeptidyl peptidase IV in the activation of the antiretroviral tripeptide glycylprolylglycinamide (GPG-NH(2)).
2004-09
Glutamine in commercial liquid nutritional products.
2004-08-11
Integrative annotation of 21,037 human genes validated by full-length cDNA clones.
2004-06
Mass spectrometric analysis of posttranslational modifications of a carrot extracellular glycoprotein.
2004-05-25
Skin secretion of the toad Bombina variegata contains multiple insulin-releasing peptides including bombesin and entirely novel insulinotropic structures.
2004-05-12
Synthesis of (2S,3R)-[3',3',3'-2H3]-valine and (2S,3S)-4-fluorovaline.
2004-05-07
Origin of diastereoselection in the hydrosilylation of chiral N-acyliminium intermediates derived from pyroglutamic acid.
2004-04-26
Preventing the spontaneous modification of an HLA-A2-restricted peptide at an N-terminal glutamine or an internal cysteine residue enhances peptide antigenicity.
2004-04-13
Glutaminyl cyclases unfold glutamyl cyclase activity under mild acid conditions.
2004-04-09
Synthesis of (2S,3S)-3'-fluoroisoleucine.
2004-03-07
Chemical characterization of a lambda I amyloid protein isolated from formalin-fixed and paraffin-embedded tissue sections.
2004-03
Unexplained metabolic acidosis in critically ill patients: the role of pyroglutamic acid.
2004-03
Identification of endogenous phosphorylation sites of bovine medium and low molecular weight neurofilament proteins by tandem mass spectrometry.
2004-02-24
Human glutaminyl cyclase and bacterial zinc aminopeptidase share a common fold and active site.
2004-02-10
Toward the synthesis of pyroglutamate lauroyl ester: biocatalysis versus chemical catalysis.
2004-02
Stabilization of peptide guinea pig myelin basic protein 72-85 by N-terminal acetylation-implications for immunological studies.
2004-02
Expression, purification, and characterization of avian Thy-1 from Lec1 mammalian and Tn5 insect cells.
2004-02
[Characteristics of pyrrolidone pharmacokinetics in rats].
2004-01-28
N-acetylation of the glutamate residue of intact glutathione conjugates in rats: a novel pathway for the metabolic processing of thiol adducts of xenobiotics.
2004-01
Pressure/temperature combined treatments of precursors yield hormone-like peptides with pyroglutamate at the N terminus.
2003-12-31
Determination of the post-translational modifications of salivary acidic proline-rich proteins.
2003-04
Characterizing degradation products of peptides containing N-terminal Cys residues by (off-line high-performance liquid chromatography)/matrix-assisted laser desorption/ionization quadrupole time-of-flight measurements.
2003
Human seminal relaxin is a product of the same gene as human luteal relaxin.
1992-05
Patents

Sample Use Guides

In Vivo Use Guide
Sources: Topical, as a compontent of lotions, creams and other cosmetic products.
Topical, as a compontent of lotions, creams and other cosmetic products.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Wed Apr 02 07:52:53 GMT 2025
Edited
by admin
on Wed Apr 02 07:52:53 GMT 2025
Record UNII
SZB83O1W42
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PCA
INCI  
INCI  
Preferred Name English
PIDOLIC ACID
INN   WHO-DD  
INN  
Official Name English
GLP
Common Name English
L-PYROGLUTAMIC ACID
MI  
Common Name English
PYROGLUTAMIC ACID
Common Name English
5-OXO-L-PROLINE
Systematic Name English
AJIDEW A-100
Brand Name English
Pidolic acid [WHO-DD]
Common Name English
PYROGLUTAMIC ACID, L-
Common Name English
L-PYRROLIDONE CARBOXYLIC ACID
Common Name English
5-L-OXOPROLINE
Common Name English
5-OXOPROLINE
Common Name English
L-PCA
Common Name English
PYROGLUTAMATE
Common Name English
PYROGLU
Common Name English
pidolic acid [INN]
Common Name English
PIDOLIDONE
Brand Name English
L-PYROGLUTAMIC ACID [MI]
Common Name English
5-OXO-2-PYRROLIDINECARBOXYLIC ACID
Systematic Name English
(-)-2-PYRROLIDONE-5-CARBOXYLIC ACID
Systematic Name English
PYROGLUTAMIC ACID [USP-RS]
Common Name English
GLUTIMIC ACID
Common Name English
NSC-143034
Code English
NSC-760414
Code English
Classification Tree Code System Code
LOINC 75089-3
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
LOINC 13700-0
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
DSLD 2731 (Number of products:44)
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
NCI_THESAURUS C29703
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
LOINC 29872-9
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
LOINC 29522-0
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
LOINC 53394-3
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
LOINC 53232-5
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
LOINC 43633-7
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
EU-Orphan Drug EU/3/16/1673
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
Code System Code Type Description
NSC
760414
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
EPA CompTox
DTXSID6046260
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
NSC
143034
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
CHEBI
16010
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
RXCUI
155060
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY RxNorm
WIKIPEDIA
PYROGLUTAMIC ACID
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
CHEBI
58402
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
RS_ITEM_NUM
1589029
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
CHEBI
18183
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
MERCK INDEX
m9383
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY Merck Index
INN
4079
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
CAS
98-79-3
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
CHEBI
30652
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
DAILYMED
SZB83O1W42
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
PUBCHEM
7405
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
DRUG BANK
DB03088
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
SMS_ID
100000081944
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-700-3
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
EVMPD
SUB09825MIG
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
CHEBI
57606
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
NCI_THESAURUS
C82933
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
FDA UNII
SZB83O1W42
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
ChEMBL
CHEMBL284718
Created by admin on Wed Apr 02 07:52:53 GMT 2025 , Edited by admin on Wed Apr 02 07:52:53 GMT 2025
PRIMARY
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