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
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
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 |
DescriptionSources: 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.pdfCurator's Comment: description was created based on several sources, including
http://www.cir-safety.org/sites/default/files/pca.pdf
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.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL3271 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21834944 |
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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 |
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Target ID: CHEMBL2111421 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21834944 |
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Target ID: CHEMBL612639 |
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Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Preventing | CLEANSING FOAMING GEL ACNE PRO SKIN- zinc pidolate gel Approved UseLange 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 Date1.34256958E12 |
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Primary | Unknown Approved UseUnknown |
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Primary | EcoCare™ Zinclean Approved UseUse in anti-dandruff shampoos |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Human seminal relaxin is a product of the same gene as human luteal relaxin. | 1992 May |
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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 |
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Determination of the post-translational modifications of salivary acidic proline-rich proteins. | 2003 Apr |
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Beta-lactams as versatile synthons for homochiral ibotenate analogues with potential for activity at glutamate receptors. | 2003 Aug 7 |
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Pressure/temperature combined treatments of precursors yield hormone-like peptides with pyroglutamate at the N terminus. | 2003 Dec 31 |
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[Evolution of the neuroprotection concept]. | 2003 Mar-Apr |
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[Oleyl pyroglutamate for use as transdermal enhancer and its enhancing mechanism]. | 2003 May |
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Origin of diastereoselection in the hydrosilylation of chiral N-acyliminium intermediates derived from pyroglutamic acid. | 2004 Apr 26 |
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Glutaminyl cyclases unfold glutamyl cyclase activity under mild acid conditions. | 2004 Apr 9 |
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Glutamine in commercial liquid nutritional products. | 2004 Aug 11 |
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Toward the synthesis of pyroglutamate lauroyl ester: biocatalysis versus chemical catalysis. | 2004 Feb |
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Stabilization of peptide guinea pig myelin basic protein 72-85 by N-terminal acetylation-implications for immunological studies. | 2004 Feb |
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Expression, purification, and characterization of avian Thy-1 from Lec1 mammalian and Tn5 insect cells. | 2004 Feb |
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Identification of endogenous phosphorylation sites of bovine medium and low molecular weight neurofilament proteins by tandem mass spectrometry. | 2004 Feb 24 |
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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 |
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Integrative annotation of 21,037 human genes validated by full-length cDNA clones. | 2004 Jun |
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Chemical characterization of a lambda I amyloid protein isolated from formalin-fixed and paraffin-embedded tissue sections. | 2004 Mar |
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Unexplained metabolic acidosis in critically ill patients: the role of pyroglutamic acid. | 2004 Mar |
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Skin secretion of the toad Bombina variegata contains multiple insulin-releasing peptides including bombesin and entirely novel insulinotropic structures. | 2004 Mar-Apr |
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Mass spectrometric analysis of posttranslational modifications of a carrot extracellular glycoprotein. | 2004 May 25 |
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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 |
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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 |
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Alpha-tocopherol pro-vitamins: synthesis, hydrolysis and accumulation in rabbit ear skin. | 2004 Oct 19 |
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Isolation of an anti-angiogenic substance from Agaricus blazei Murill: its antitumor and antimetastatic actions. | 2004 Sep |
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Obligatory involvement of CD26/dipeptidyl peptidase IV in the activation of the antiretroviral tripeptide glycylprolylglycinamide (GPG-NH(2)). | 2004 Sep |
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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 |
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Mass spectrometry analysis of recombinant human ZP3 expressed in glycosylation-deficient CHO cells. | 2004 Sep 28 |
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A high-throughput liquid chromatography/tandem mass spectrometry method for screening glutathione conjugates using exact mass neutral loss acquisition. | 2005 |
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The computer modelling of human TRH receptor, TRH and TRH-like peptides. | 2005 |
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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 |
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Emerging roles of apelin in biology and medicine. | 2005 Aug |
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Nanoparticles on the basis of highly functionalized dextrans. | 2005 Aug 3 |
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Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid. | 2005 Aug 7 |
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Physiological and pathological aspects of GSH metabolism. | 2005 Feb |
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Acetaminophen-induced anion gap metabolic acidosis and 5-oxoprolinuria (pyroglutamic aciduria) acquired in hospital. | 2005 Jul |
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Recurrent high anion gap metabolic acidosis secondary to 5-oxoproline (pyroglutamic acid). | 2005 Jul |
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Identification of novel bradykinin-potentiating peptides and C-type natriuretic peptide from Lachesis muta venom. | 2005 Jul |
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The removal of pyroglutamic acid from monoclonal antibodies without denaturation of the protein chains. | 2005 Jul 1 |
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CLPM: a cross-linked peptide mapping algorithm for mass spectrometric analysis. | 2005 Jul 15 |
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Total synthesis of pinnamine and anatoxin-a via a common intermediate. A caveat on the anatoxin-a endgame. | 2005 Jul 8 |
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Preparation and reactivity of aminoacyl pyroglutamates. Facile synthesis of 10-membered-ring cyclic dipeptides derived from 1,4-diaminobutyric and glutamic acids. | 2005 Mar |
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Bromophenols coupled with derivatives of amino acids and nucleosides from the red alga Rhodomela confervoides. | 2005 May |
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Biomarker metabolites capturing the metabolite variance present in a rice plant developmental period. | 2005 May 31 |
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Familial Danish dementia: co-existence of Danish and Alzheimer amyloid subunits (ADan AND A{beta}) in the absence of compact plaques. | 2005 Nov 4 |
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Cloning, expression, characterization, and crystallization of a glutaminyl cyclase from human bone marrow: a single zinc metalloenzyme. | 2005 Sep |
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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 |
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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 |
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CFSUM1 and CFSUM2 in urine from patients with chronic fatigue syndrome are methodological artefacts. | 2006 Feb |
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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 |
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Comparative effect of a new mouthrinse containing chlorhexidine, triclosan and zinc on volatile sulphur compounds: a randomized, crossover, double-blind study. | 2016 Aug |
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21834944
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
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on
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Record UNII |
SZB83O1W42
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Record Status |
Validated (UNII)
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LOINC |
75089-3
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13700-0
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DSLD |
2731 (Number of products:44)
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C29703
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29872-9
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29522-0
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53394-3
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53232-5
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43633-7
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EU-Orphan Drug |
EU/3/16/1673
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760414
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DTXSID6046260
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155060
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PYROGLUTAMIC ACID
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58402
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98-79-3
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7405
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DB03088
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100000081944
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202-700-3
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SUB09825MIG
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57606
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C82933
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SZB83O1W42
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CHEMBL284718
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SALT/SOLVATE -> PARENT |
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