PIDOLIC ACID

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

Structure Search

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

HIDE SMILES / InChI

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

Description
Sources: http://www.currentscience.ac.in/Volumes/102/02/0288.pdfhttps://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.htm
Curator's Comment: description was created based on several sources, including http://www.cir-safety.org/sites/default/files/pca.pdf

Zinc Pidolate (Zinc PCA) is a topical skin product with purifying, astingent, anti-inflammatory, antiseptic activity. It has long been used as a cosmetic ingredient, because of its astringent and anti-microbial properties. Zinc Pidolate has also being shown to be effective against halitosis. Zinc PCA prevents the UV-induced MMP-1 production in vitro by suppressing the activation of AP-1. Zinc PCA was also able to enhance type I collagen synthesis in NHDFs, by increasing the expression of the mRNA encoding the ascorbic acid transporter SVCT2 in non-UV irradiated NHDFs, which suggests its promising effect against not only photoaged skin but also for the simple atrophic change of intrinsic skin ageing. Zinc PCA is able to suppress sebum secretion by inhibiting 5-α reductase in hyperseborrhea, to suppress body odor by forming zinc salts with short-chain fatty acids, to suppress wrinkles by inhibiting AP-1 to and inhibit bacterial growth including acne related Propionibacterium acnes.

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 1430
Collagen alpha-1(I) chain 11 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 1430
Transcription factor AP1 6 Target ID: CHEMBL2111421 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21834944	Activator 1430
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 8297
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 8297

Conditions

Condition	Modality	Highest Phase	Product
Acne 98 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 8429	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 2012
Halitosis 6 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25727335	Primary	Phase I 428	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 8429	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 8429	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Inhibition of a model protease--pyroglutamate aminopeptidase by a natural oligosaccharide gum from Hakea gibbosa.	2001 Jan 16	11165074
Characterization of cigar tobaccos by gas chromatographic/mass spectrometric analysis of nonvolatile organic acids: application to the authentication of Cuban cigars.	2001 Mar	11312824
Stability and CTL-activity of P40/ELA melanoma vaccine candidate.	2001 Sep-Dec	11851331
Expression and prognostic significance of lysozyme in male breast cancer.	2002	12473177
Allatostatins of the tiger prawn, Penaeus monodon (Crustacea: Penaeidea).	2002 Jun	12126730
Methacrylate derivatives incorporating pyroglutamic acid.	2002 Nov-Dec	12425681
Heterologous expression and characterization of human glutaminyl cyclase: evidence for a disulfide bond with importance for catalytic activity.	2002 Sep 3	12196024
Solution structure of the cytotoxic RNase 4 from oocytes of bullfrog Rana catesbeiana.	2003 Feb 28	12589762
[Neuroprotective properties of pyroglutamic acid in combination with pyrrolidone].	2003 Jan-Feb	12683075
[Evolution of the neuroprotection concept].	2003 Mar-Apr	12962045
[Characteristics of pyrrolidone pharmacokinetics in rats].	2003 Nov-Dec	14743713
Glutamine in commercial liquid nutritional products.	2004 Aug 11	15291459
Toward the synthesis of pyroglutamate lauroyl ester: biocatalysis versus chemical catalysis.	2004 Feb	15049361
Expression, purification, and characterization of avian Thy-1 from Lec1 mammalian and Tn5 insect cells.	2004 Feb	14711516
Chemical characterization of a lambda I amyloid protein isolated from formalin-fixed and paraffin-embedded tissue sections.	2004 Mar	15185499
Synthesis of (2S,3S)-3'-fluoroisoleucine.	2004 Mar 7	14985821
Skin secretion of the toad Bombina variegata contains multiple insulin-releasing peptides including bombesin and entirely novel insulinotropic structures.	2004 Mar-Apr	15134346
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
Acetaminophen-induced anion gap metabolic acidosis and 5-oxoprolinuria (pyroglutamic aciduria) acquired in hospital.	2005 Jul	15983968
CLPM: a cross-linked peptide mapping algorithm for mass spectrometric analysis.	2005 Jul 15	16026606
Total synthesis of pinnamine and anatoxin-a via a common intermediate. A caveat on the anatoxin-a endgame.	2005 Jul 8	15989354
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

Patents

Sample Use Guides

In Vivo Use Guide

Topical, as a compontent of lotions, creams and other cosmetic products.

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:30:36 GMT 2023` Edited by `admin` on `Sat Dec 16 16:30:36 GMT 2023`
Record UNII	SZB83O1W42
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PIDOLIC ACID

Official Name

English

GLP

Common Name

English

L-PYROGLUTAMIC ACID

Common Name

English

PYROGLUTAMIC ACID

Common Name

English

5-OXO-L-PROLINE

Systematic Name

English

AJIDEW A-100

Brand Name

English

PCA	Locators: INCI Naming Organization: INCI Sources:

Official Name

English

Pidolic acid [WHO-DD]

Common 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

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