ZINC PIDOLATE

Possibly Marketed Outside US

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 Search

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

Description
Sources: https://www.drugs.com/otc/121041/cleansing-foaming-gel-acne-pro-skin.html | https://www.ncbi.nlm.nih.gov/pubmed/25727335 | https://www.ncbi.nlm.nih.gov/pubmed/21834944 | https://www.ulprospector.com/en/na/PersonalCare/Detail/6637/223524/EcoCare-Zinclean | http://www.scalp-health.com/zinc-pca.htmhttp://www.currentscience.ac.in/Volumes/102/02/0288.pdf
Curator's Comment:: description was created based on several sources, including http://www.cir-safety.org/sites/default/files/pca.pdf

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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Sodium-dependent vitamin C transporter 2 5 Target ID: CHEMBL3271 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21834944	Activator 1343
Collagen alpha-1(I) chain 9 Target ID: P02452\|\|\|Q15176\|\|\|Q9UML6 Gene ID: 1277.0 Gene Symbol: COL1A1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21834944	Activator 1343
Transcription factor AP1 5 Target ID: CHEMBL2111421 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21834944	Activator 1343
Propionibacterium acnes 6 Target ID: CHEMBL612639 Sources: http://www.in-cosmetics.com/__novadocuments/4317 \| https://www.ulprospector.com/en/na/PersonalCare/Detail/6637/223524/EcoCare-Zinclean	Inhibitor 7728
Steroid 5-alpha-reductase 15 Target ID: CHEMBL2363075 Sources: https://www.ulprospector.com/en/na/PersonalCare/Detail/6637/223524/EcoCare-Zinclean \| www.google.com/patents/US20090203628 \| http://www.in-cosmetics.com/__novadocuments/4317	Inhibitor 7728

Conditions

Condition	Modality	Highest Phase	Product
Acne 96 Sources: https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=cab1d71c-e017-4ff3-853b-b0e47dc1ee79&type=display http://www.solabia.com/Produto_7,1/Cosmetics/Zincidone.html http://www.scalp-health.com/zinc-pca.htm	Preventing	Approved 8043	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
Halitosis 6 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25727335	Primary	Phase I 409	Unknown Approved Use Unknown
Seborrhea 11 Sources: http://www.in-cosmetics.com/__novadocuments/4317 http://www.scalp-health.com/zinc-pca.htm http://www.solabia.com/Produto_7,1/Cosmetics/Zincidone.html http://cosmetics.specialchem.com/product/i-ecochem-ecocare-zinclean	Primary	Approved 8043	EcoCare™ Zinclean Approved Use Use in anti-dandruff shampoos
Dry skin 6 Sources: http://www.cir-safety.org/sites/default/files/pca.pdf	Primary	Approved 8043	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Human seminal relaxin is a product of the same gene as human luteal relaxin.	1992 May	1572287
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	14608624
Determination of the post-translational modifications of salivary acidic proline-rich proteins.	2003 Apr	15621862
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	12911310
Beta-lactams as versatile synthons for homochiral ibotenate analogues with potential for activity at glutamate receptors.	2003 Aug 7	12948191
Pressure/temperature combined treatments of precursors yield hormone-like peptides with pyroglutamate at the N terminus.	2003 Dec 31	14690402
Characterization of a new bradykinin-potentiating peptide (TmF) from Trimeresurus mucrosquamatus.	2003 Jul	12883631
2,5-Disubstituted pyrrolidines: versatile regioselective and diastereoselective synthesis by enamine reduction and subsequent alkylation.	2003 Jun 7	12945761
[Evolution of the neuroprotection concept].	2003 Mar-Apr	12962045
[Oleyl pyroglutamate for use as transdermal enhancer and its enhancing mechanism].	2003 May	12958846
Origin of diastereoselection in the hydrosilylation of chiral N-acyliminium intermediates derived from pyroglutamic acid.	2004 Apr 26	15114576
Glutaminyl cyclases unfold glutamyl cyclase activity under mild acid conditions.	2004 Apr 9	15063747
Glutamine in commercial liquid nutritional products.	2004 Aug 11	15291459
Toward the synthesis of pyroglutamate lauroyl ester: biocatalysis versus chemical catalysis.	2004 Feb	15049361
Stabilization of peptide guinea pig myelin basic protein 72-85 by N-terminal acetylation-implications for immunological studies.	2004 Feb	14725790
Human glutaminyl cyclase and bacterial zinc aminopeptidase share a common fold and active site.	2004 Feb 10	15028118
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	14709619
Integrative annotation of 21,037 human genes validated by full-length cDNA clones.	2004 Jun	15103394
Chemical characterization of a lambda I amyloid protein isolated from formalin-fixed and paraffin-embedded tissue sections.	2004 Mar	15185499
Unexplained metabolic acidosis in critically ill patients: the role of pyroglutamic acid.	2004 Mar	14685659
Skin secretion of the toad Bombina variegata contains multiple insulin-releasing peptides including bombesin and entirely novel insulinotropic structures.	2004 Mar-Apr	15134346
Mass spectrometric analysis of posttranslational modifications of a carrot extracellular glycoprotein.	2004 May 25	15147212
Synthesis of (2S,3R)-[3',3',3'-2H3]-valine and (2S,3S)-4-fluorovaline.	2004 May 7	15105921
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	15076134
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	15369825
Alpha-tocopherol pro-vitamins: synthesis, hydrolysis and accumulation in rabbit ear skin.	2004 Oct 19	15451598
Isolation of an anti-angiogenic substance from Agaricus blazei Murill: its antitumor and antimetastatic actions.	2004 Sep	15471563
Obligatory involvement of CD26/dipeptidyl peptidase IV in the activation of the antiretroviral tripeptide glycylprolylglycinamide (GPG-NH(2)).	2004 Sep	15183349
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	15351054
Mass spectrometry analysis of recombinant human ZP3 expressed in glycosylation-deficient CHO cells.	2004 Sep 28	15379548
The computer modelling of human TRH receptor, TRH and TRH-like peptides.	2005	15544424
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	15615696
Emerging roles of apelin in biology and medicine.	2005 Aug	15907343
Formation of extracellular glutamate from glutamine: exclusion of pyroglutamate as an intermediate.	2005 Aug 2	16004974
Nanoparticles on the basis of highly functionalized dextrans.	2005 Aug 3	16045324
Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid.	2005 Aug 7	16032366
Physiological and pathological aspects of GSH metabolism.	2005 Feb	15981742
Acetaminophen-induced anion gap metabolic acidosis and 5-oxoprolinuria (pyroglutamic aciduria) acquired in hospital.	2005 Jul	15983968
Recurrent high anion gap metabolic acidosis secondary to 5-oxoproline (pyroglutamic acid).	2005 Jul	15983950
Identification of novel bradykinin-potentiating peptides and C-type natriuretic peptide from Lachesis muta venom.	2005 Jul	15876444
CLPM: a cross-linked peptide mapping algorithm for mass spectrometric analysis.	2005 Jul 15	16026606
Bromophenols coupled with derivatives of amino acids and nucleosides from the red alga Rhodomela confervoides.	2005 May	15921411
Biomarker metabolites capturing the metabolite variance present in a rice plant developmental period.	2005 May 31	15927065
Familial Danish dementia: co-existence of Danish and Alzheimer amyloid subunits (ADan AND A{beta}) in the absence of compact plaques.	2005 Nov 4	16091362
Cloning, expression, characterization, and crystallization of a glutaminyl cyclase from human bone marrow: a single zinc metalloenzyme.	2005 Sep	16084398
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	16136256
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	16140598
CFSUM1 and CFSUM2 in urine from patients with chronic fatigue syndrome are methodological artefacts.	2006 Feb	16095585
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	21834944
Comparative effect of a new mouthrinse containing chlorhexidine, triclosan and zinc on volatile sulphur compounds: a randomized, crossover, double-blind study.	2016 Aug	25727335

Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

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

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Name

Type

Language

ZINC PIDOLATE

Common Name

English

ZINC PCA

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