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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C5H6NO3.Zn
Molecular Weight 321.608
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZINC PIDOLATE

SMILES

C1CC(=N[C@]1([H])C(=O)O)O.C1CC(=N[C@]1([H])C(=O)[O-])[O-].[ZnH2+2]

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

Molecular Formula Zn
Molecular Weight 65.3956
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C5H6NO3
Molecular Weight 128.1062
Charge -1
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
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
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
Beta-lactams as versatile synthons for homochiral ibotenate analogues with potential for activity at glutamate receptors.
2003 Aug 7
Pressure/temperature combined treatments of precursors yield hormone-like peptides with pyroglutamate at the N terminus.
2003 Dec 31
Characterization of a new bradykinin-potentiating peptide (TmF) from Trimeresurus mucrosquamatus.
2003 Jul
2,5-Disubstituted pyrrolidines: versatile regioselective and diastereoselective synthesis by enamine reduction and subsequent alkylation.
2003 Jun 7
[Evolution of the neuroprotection concept].
2003 Mar-Apr
[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
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
Stabilization of peptide guinea pig myelin basic protein 72-85 by N-terminal acetylation-implications for immunological studies.
2004 Feb
Human glutaminyl cyclase and bacterial zinc aminopeptidase share a common fold and active site.
2004 Feb 10
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 Jan
Integrative annotation of 21,037 human genes validated by full-length cDNA clones.
2004 Jun
Chemical characterization of a lambda I amyloid protein isolated from formalin-fixed and paraffin-embedded tissue sections.
2004 Mar
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
Mass spectrometric analysis of posttranslational modifications of a carrot extracellular glycoprotein.
2004 May 25
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
Alpha-tocopherol pro-vitamins: synthesis, hydrolysis and accumulation in rabbit ear skin.
2004 Oct 19
Isolation of an anti-angiogenic substance from Agaricus blazei Murill: its antitumor and antimetastatic actions.
2004 Sep
Obligatory involvement of CD26/dipeptidyl peptidase IV in the activation of the antiretroviral tripeptide glycylprolylglycinamide (GPG-NH(2)).
2004 Sep
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
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
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
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
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
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
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.
Substance Class Chemical
Created
by admin
on Sat Jun 26 06:14:20 UTC 2021
Edited
by admin
on Sat Jun 26 06:14:20 UTC 2021
Record UNII
C32PQ86DH4
Record Status Validated (UNII)
Record Version
  • Download
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 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 Sat Jun 26 06:14:21 UTC 2021 , Edited by admin on Sat Jun 26 06:14:21 UTC 2021
PRIMARY
EVMPD
SUB26632
Created by admin on Sat Jun 26 06:14:21 UTC 2021 , Edited by admin on Sat Jun 26 06:14:21 UTC 2021
PRIMARY
CAS
15454-75-8
Created by admin on Sat Jun 26 06:14:21 UTC 2021 , Edited by admin on Sat Jun 26 06:14:21 UTC 2021
PRIMARY
DRUG BANK
DBSALT001565
Created by admin on Sat Jun 26 06:14:21 UTC 2021 , Edited by admin on Sat Jun 26 06:14:21 UTC 2021
PRIMARY
RXCUI
1426280
Created by admin on Sat Jun 26 06:14:21 UTC 2021 , Edited by admin on Sat Jun 26 06:14:21 UTC 2021
PRIMARY RxNorm
FDA UNII
C32PQ86DH4
Created by admin on Sat Jun 26 06:14:21 UTC 2021 , Edited by admin on Sat Jun 26 06:14:21 UTC 2021
PRIMARY
ECHA (EC/EINECS)
239-473-5
Created by admin on Sat Jun 26 06:14:21 UTC 2021 , Edited by admin on Sat Jun 26 06:14:21 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE