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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H7NO3
Molecular Weight 129.1142
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIDOLIC ACID

SMILES

C1CC(=N[C@]1([H])C(=O)O)O

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 129.1142
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Pidolic acid (pyroglutamic acid) is natural amino acid derivative in which the the free amino group of glutamic acid cyclizes to form a lactam. Sodium salt of pyroglutamic acid is used in cosmetics as a moisturizer for dry skin.

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

1.34256958E12
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
Fast analysis of water samples for detection of anions by capillary zone electrophoresis.
2001
Chromosome 13 dementia syndromes as models of neurodegeneration.
2001 Dec
Recombinant wheat antifungal PR4 proteins expressed in Escherichia coli.
2001 Dec
Electrophilic fluorination of pyroglutamic acid derivatives: application of substrate-dependent reactivity and diastereoselectivity to the synthesis of optically active 4-fluoroglutamic acids.
2001 Dec 28
A simultaneous assay method for L-glutamate and L-pyroglutamate contents in soy sauce using a 5-oxoprolinase (without ATP hydrolyzing activity).
2001 Feb
Inhibition of a model protease--pyroglutamate aminopeptidase by a natural oligosaccharide gum from Hakea gibbosa.
2001 Jan 16
Stability and CTL activity of N-terminal glutamic acid containing peptides.
2001 Jun
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
The mechanism of aubstrate eecognition of pyroglutamyl-peptidase I from Bacillus amyloliquefaciens as determined by X-ray crystallography and site-directed mutagenesis.
2001 May 25
Stability and CTL-activity of P40/ELA melanoma vaccine candidate.
2001 Sep-Dec
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
Spectrophotometric assays for L-lysine alpha-oxidase and gamma-glutamylamine cyclotransferase.
2002 Apr 15
CLAC: a novel Alzheimer amyloid plaque component derived from a transmembrane precursor, CLAC-P/collagen type XXV.
2002 Apr 2
Conformationally restricted TRH analogues: constraining the pyroglutamate region.
2002 Feb
Production of pyroglutamic acid by thermophilic lactic acid bacteria in hard-cooked mini-cheeses.
2002 Oct
Refolding of amphioxus insulin-like peptide: implications of a bifurcating evolution of the different folding behavior of insulin and insulin-like growth factor 1.
2003 Aug 19
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
Characterization of a new bradykinin-potentiating peptide (TmF) from Trimeresurus mucrosquamatus.
2003 Jul
Reinvestigation of the proposed folding and self-association of the Neuropeptide Head Activator.
2003 Mar
[Oleyl pyroglutamate for use as transdermal enhancer and its enhancing mechanism].
2003 May
Proinsulin C-peptide and its C-terminal pentapeptide: degradation in human serum and Schiff base formation with subsequent CO2 incorporation.
2003 May
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
Glutamine in commercial liquid nutritional products.
2004 Aug 11
Toward the synthesis of pyroglutamate lauroyl ester: biocatalysis versus chemical catalysis.
2004 Feb
Human glutaminyl cyclase and bacterial zinc aminopeptidase share a common fold and active site.
2004 Feb 10
Mass spectrometric analysis of posttranslational modifications of a carrot extracellular glycoprotein.
2004 May 25
Alpha-tocopherol pro-vitamins: synthesis, hydrolysis and accumulation in rabbit ear skin.
2004 Oct 19
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 Sep 21
Mass spectrometry analysis of recombinant human ZP3 expressed in glycosylation-deficient CHO cells.
2004 Sep 28
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
Bromophenols coupled with derivatives of amino acids and nucleosides from the red alga Rhodomela confervoides.
2005 May
Biomarker metabolites capturing the metabolite variance present in a rice plant developmental period.
2005 May 31
Familial Danish dementia: co-existence of Danish and Alzheimer amyloid subunits (ADan AND A{beta}) in the absence of compact plaques.
2005 Nov 4
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
Patents

Sample Use Guides

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.
Route of Administration: Topical
When normal human dermal fibroblasts were irradiated with UVA after a pre-treatment with 10 uM of Zinc Pidolate (Zinc PCA) for 16 h, this pretreatment suppressed the UVA-induced c-Fos expression to 110%, in comparison with the value of 200% obtained without such Zinc PCA pre-treatment. Zinc PCA induced SVCT2 mRNA expression in NHDFs in a dose-dependent manner, i.e., 115% at 25 uM and 125% at 50 uM, in comparison with the control.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:56:40 UTC 2021
Edited
by admin
on Fri Jun 25 21:56:40 UTC 2021
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
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
PIDOLIC ACID [WHO-DD]
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 Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
LOINC 13700-0
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
DSLD 2731 (Number of products:44)
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
NCI_THESAURUS C29703
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
LOINC 29872-9
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
LOINC 29522-0
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
LOINC 53394-3
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
LOINC 53232-5
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
LOINC 43633-7
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
EU-Orphan Drug EU/3/16/1673
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
Code System Code Type Description
EPA CompTox
98-79-3
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
USP_CATALOG
1589029
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY USP-RS
RXCUI
155060
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY RxNorm
WIKIPEDIA
PYROGLUTAMIC ACID
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
MERCK INDEX
M9383
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY Merck Index
INN
4079
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
CAS
98-79-3
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
PUBCHEM
7405
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
DRUG BANK
DB03088
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
ECHA (EC/EINECS)
202-700-3
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
EVMPD
SUB09825MIG
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
NCI_THESAURUS
C82933
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
FDA UNII
SZB83O1W42
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
ChEMBL
CHEMBL284718
Created by admin on Fri Jun 25 21:56:40 UTC 2021 , Edited by admin on Fri Jun 25 21:56:40 UTC 2021
PRIMARY
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