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
Human seminal relaxin is a product of the same gene as human luteal relaxin.
1992 May
Strain-based sequence variations and structure analysis of murine prostate specific spermine binding protein using mass spectrometry.
2001 Aug 14
Chromosome 13 dementia syndromes as models of neurodegeneration.
2001 Dec
Recombinant wheat antifungal PR4 proteins expressed in Escherichia coli.
2001 Dec
Inhibition of a model protease--pyroglutamate aminopeptidase by a natural oligosaccharide gum from Hakea gibbosa.
2001 Jan 16
Characterization of cigar tobaccos by gas chromatographic/mass spectrometric analysis of nonvolatile organic acids: application to the authentication of Cuban cigars.
2001 Mar
In vivo confocal Raman microspectroscopy of the skin: noninvasive determination of molecular concentration profiles.
2001 Mar
Expression and prognostic significance of lysozyme in male breast cancer.
2002
Comparison of the positive and negative ion electrospray mass spectra of some small peptides containing pyroglutamate.
2002
Five- and six-membered ring opening of pyroglutamic diketopiperazine.
2002 Mar 22
Fluorometric assay using naphthylamide substrates for assessing novel venom peptidase activities.
2002 Nov
Synthesis and preliminary evaluation of trans-3,4-conformationally-restricted glutamate and pyroglutamate analogues as novel EAAT2 inhibitors.
2002 Nov 4
Production of pyroglutamic acid by thermophilic lactic acid bacteria in hard-cooked mini-cheeses.
2002 Oct
Heterologous expression and characterization of human glutaminyl cyclase: evidence for a disulfide bond with importance for catalytic activity.
2002 Sep 3
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
Determination of the post-translational modifications of salivary acidic proline-rich proteins.
2003 Apr
Characterization and sequence of tomato 2S seed albumin: a storage protein with sequence similarities to the fruit lectin.
2003 Apr
Pressure/temperature combined treatments of precursors yield hormone-like peptides with pyroglutamate at the N terminus.
2003 Dec 31
Isolation and identification of indigestible pyroglutamyl peptides in an enzymatic hydrolysate of wheat gluten prepared on an industrial scale.
2003 Jan 1
[Neuroprotective properties of pyroglutamic acid in combination with pyrrolidone].
2003 Jan-Feb
Pyrrolidinones derived from (S)-pyroglutamic acid: penmacric acid and analogues.
2003 Jul 7
[Evolution of the neuroprotection concept].
2003 Mar-Apr
Origin of diastereoselection in the hydrosilylation of chiral N-acyliminium intermediates derived from pyroglutamic acid.
2004 Apr 26
Glutaminyl cyclases unfold glutamyl cyclase activity under mild acid conditions.
2004 Apr 9
Expression, purification, and characterization of avian Thy-1 from Lec1 mammalian and Tn5 insect cells.
2004 Feb
Unexplained metabolic acidosis in critically ill patients: the role of pyroglutamic acid.
2004 Mar
Skin secretion of the toad Bombina variegata contains multiple insulin-releasing peptides including bombesin and entirely novel insulinotropic structures.
2004 Mar-Apr
Synthesis of (2S,3R)-[3',3',3'-2H3]-valine and (2S,3S)-4-fluorovaline.
2004 May 7
Preventing the spontaneous modification of an HLA-A2-restricted peptide at an N-terminal glutamine or an internal cysteine residue enhances peptide antigenicity.
2004 May-Jun
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 Oct 15
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
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 Apr
Emerging roles of apelin in biology and medicine.
2005 Aug
Formation of extracellular glutamate from glutamine: exclusion of pyroglutamate as an intermediate.
2005 Aug 2
Nanoparticles on the basis of highly functionalized dextrans.
2005 Aug 3
Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid.
2005 Aug 7
Acetaminophen-induced anion gap metabolic acidosis and 5-oxoprolinuria (pyroglutamic aciduria) acquired in hospital.
2005 Jul
Identification of novel bradykinin-potentiating peptides and C-type natriuretic peptide from Lachesis muta venom.
2005 Jul
CLPM: a cross-linked peptide mapping algorithm for mass spectrometric analysis.
2005 Jul 15
Total synthesis of pinnamine and anatoxin-a via a common intermediate. A caveat on the anatoxin-a endgame.
2005 Jul 8
Preparation and reactivity of aminoacyl pyroglutamates. Facile synthesis of 10-membered-ring cyclic dipeptides derived from 1,4-diaminobutyric and glutamic acids.
2005 Mar
Familial Danish dementia: co-existence of Danish and Alzheimer amyloid subunits (ADan AND A{beta}) in the absence of compact plaques.
2005 Nov 4
Cloning, expression, characterization, and crystallization of a glutaminyl cyclase from human bone marrow: a single zinc metalloenzyme.
2005 Sep
Synthesis of 1,3-dioxo-hexahydropyrido[1,2-c][1,3]diazepine carboxylates, a new bicyclic skeleton formed by ring expansion-RCM methodology.
2005 Sep 21
Thermostability and in vitro digestibility of a purified major allergen 2S albumin (Ses i 1) from white sesame seeds (Sesamum indicum L.).
2005 Sep 25
CFSUM1 and CFSUM2 in urine from patients with chronic fatigue syndrome are methodological artefacts.
2006 Feb
Zinc l-pyrrolidone carboxylate inhibits the UVA-induced production of matrix metalloproteinase-1 by in vitro cultured skin fibroblasts, whereas it enhances their collagen synthesis.
2012 Feb
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 Sat Dec 16 16:30:36 GMT 2023
Edited
by admin
on Sat Dec 16 16:30:36 GMT 2023
Record UNII
SZB83O1W42
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
PCA
INCI  
INCI  
Official 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
PCA [INCI]
Common Name English
NSC-143034
Code English
NSC-760414
Code English
Classification Tree Code System Code
LOINC 75089-3
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
LOINC 13700-0
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
DSLD 2731 (Number of products:44)
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
NCI_THESAURUS C29703
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
LOINC 29872-9
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
LOINC 29522-0
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
LOINC 53394-3
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
LOINC 53232-5
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
LOINC 43633-7
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
EU-Orphan Drug EU/3/16/1673
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
Code System Code Type Description
NSC
760414
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID6046260
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
NSC
143034
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
CHEBI
16010
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
RXCUI
155060
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
PYROGLUTAMIC ACID
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
CHEBI
58402
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
RS_ITEM_NUM
1589029
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
CHEBI
18183
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
MERCK INDEX
m9383
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY Merck Index
INN
4079
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
CAS
98-79-3
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
CHEBI
30652
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
DAILYMED
SZB83O1W42
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
PUBCHEM
7405
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
DRUG BANK
DB03088
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
SMS_ID
100000081944
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-700-3
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
EVMPD
SUB09825MIG
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
CHEBI
57606
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
NCI_THESAURUS
C82933
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
FDA UNII
SZB83O1W42
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
ChEMBL
CHEMBL284718
Created by admin on Sat Dec 16 16:30:38 GMT 2023 , Edited by admin on Sat Dec 16 16:30:38 GMT 2023
PRIMARY
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