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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C5H6NO3.Zn
Molecular Weight 321.621
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZINC PIDOLATE

SMILES

[Zn++].[O-]C(=O)[C@@H]1CCC(=O)N1.[O-]C(=O)[C@@H]2CCC(=O)N2

InChI

InChIKey=OWVLYQRCCIEOPF-QHTZZOMLSA-L
InChI=1S/2C5H7NO3.Zn/c2*7-4-2-1-3(6-4)5(8)9;/h2*3H,1-2H2,(H,6,7)(H,8,9);/q;;+2/p-2/t2*3-;/m00./s1

HIDE SMILES / InChI
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
Chromosome 13 dementia syndromes as models of neurodegeneration.
2001 Dec
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
The X-ray crystal structure of pyrrolidone-carboxylate peptidase from hyperthermophilic archaea Pyrococcus horikoshii.
2002
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
CLAC: a novel Alzheimer amyloid plaque component derived from a transmembrane precursor, CLAC-P/collagen type XXV.
2002 Apr 2
Methacrylate derivatives incorporating pyroglutamic acid.
2002 Nov-Dec
Heterologous expression and characterization of human glutaminyl cyclase: evidence for a disulfide bond with importance for catalytic activity.
2002 Sep 3
Stereoselective synthesis of dipeptide beta-turn mimetics: 7-benzyl and 8-phenyl substituted azabicyclo[4.3.0]nonane amino acid esters.
2002 Sep 6
Determination of the post-translational modifications of salivary acidic proline-rich proteins.
2003 Apr
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
Solution structure of the cytotoxic RNase 4 from oocytes of bullfrog Rana catesbeiana.
2003 Feb 28
Pyrrolidinones derived from (S)-pyroglutamic acid: penmacric acid and analogues.
2003 Jul 7
[Oleyl pyroglutamate for use as transdermal enhancer and its enhancing mechanism].
2003 May
Origin of diastereoselection in the hydrosilylation of chiral N-acyliminium intermediates derived from pyroglutamic acid.
2004 Apr 26
Glutamine in commercial liquid nutritional products.
2004 Aug 11
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
Mass spectrometric analysis of posttranslational modifications of a carrot extracellular glycoprotein.
2004 May 25
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
Mass spectrometry analysis of recombinant human ZP3 expressed in glycosylation-deficient CHO cells.
2004 Sep 28
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
Physiological and pathological aspects of GSH metabolism.
2005 Feb
Acetaminophen-induced anion gap metabolic acidosis and 5-oxoprolinuria (pyroglutamic aciduria) acquired in hospital.
2005 Jul
Recurrent high anion gap metabolic acidosis secondary to 5-oxoproline (pyroglutamic acid).
2005 Jul
Biomarker metabolites capturing the metabolite variance present in a rice plant developmental period.
2005 May 31
Comparative effect of a new mouthrinse containing chlorhexidine, triclosan and zinc on volatile sulphur compounds: a randomized, crossover, double-blind study.
2016 Aug
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.
Name Type Language
ZINC PIDOLATE
WHO-DD  
Common Name English
ZINC PCA
INCI  
INCI  
Official Name English
ZINC, BIS(5-OXO-L-PROLINATO)-
Common Name English
ZINC PCA [INCI]
Common Name English
ZINC PYRROLIDONE CARBOXYLATE
Common Name English
ZINC PYRROLIDONECARBOXYLATE
Common Name English
ZINC PYROGLUTAMATE
Common Name English
ZINC L-PYROGLUTAMATE
Common Name English
PROLINE, 5-OXO-, ZINC SALT (2:1), L-
Common Name English
Zinc Pidolate [WHO-DD]
Common Name English
Code System Code Type Description
PUBCHEM
11602214
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
DAILYMED
C32PQ86DH4
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
EVMPD
SUB26632
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID40935009
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
CAS
15454-75-8
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
DRUG BANK
DBSALT001565
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
SMS_ID
100000090155
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
RXCUI
1426280
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY RxNorm
FDA UNII
C32PQ86DH4
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY
ECHA (EC/EINECS)
239-473-5
Created by admin on Thu Jul 06 02:21:26 UTC 2023 , Edited by admin on Thu Jul 06 02:21:26 UTC 2023
PRIMARY