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Details

Stereochemistry ACHIRAL
Molecular Formula 2C2H4NO2.Cu.H2O
Molecular Weight 229.679
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CUPRIC GLYCINATE MONOHYDRATE

SMILES

O.[Cu++].NCC([O-])=O.NCC([O-])=O

InChI

InChIKey=IBCBKVAHJPKRLA-UHFFFAOYSA-L
InChI=1S/2C2H5NO2.Cu.H2O/c2*3-1-2(4)5;;/h2*1,3H2,(H,4,5);;1H2/q;;+2;/p-2

HIDE SMILES / InChI
Molecular Formula C2H5NO2
Molecular Weight 75.0666
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula Cu
Molecular Weight 63.546
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Sources: https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=522.518 | http://www.worldofchemicals.com/chemicals/chemical-properties/cupric-glycinate.htmlhttps://www.ncbi.nlm.nih.gov/pubmed/8556785 | https://www.ncbi.nlm.nih.gov/pubmed/2135524https://www.ncbi.nlm.nih.gov/pubmed/15704330 | https://www.ncbi.nlm.nih.gov/pubmed/12425037 | https://www.ncbi.nlm.nih.gov/pubmed/1599240 | http://www.certisusa.com/pdf-labels/Kocide3000_label.pdf | http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC33524http://www.emdmillipore.com/US/en/product/Copper-di-ammonium-Titriplex-solution,MDA_CHEM-105217https://www.ncbi.nlm.nih.gov/pubmed/16971307DOI: 10.1107/s0567740869001725 Retrived from http://scripts.iucr.org/cgi-bin/paper?S0567740869001725http://www.drugfuture.com/chemdata/tetraamminecopper-sulfate.html | https://cameochemicals.noaa.gov/chemical/3026https://www3.epa.gov/pesticides/chem_search/ppls/019713-00509-20110705.pdfhttp://fs1.agrian.com/pdfs/CORE_7.5_Copper_EDTA_Label.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/6526221http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013010.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/24106015 | https://www.ncbi.nlm.nih.gov/pubmed/20942456https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a84d61a4-8e7f-4be1-aba6-f633b334aafc | http://www.sciencedirect.com/science/article/pii/S0167488912000158http://www.drugfuture.com/chemdata/schweizer-s-reagent.html | http://pubs.acs.org/doi/abs/10.1021/ed062p878?journalCode=jceda8 | http://pubs.acs.org/doi/abs/10.1021/ed019p356
Curator's Comment: description was created based on several sources, including https://www.copper.org/resources/properties/compounds/other_compounds.html | http://www.vitamins-supplements.org/dietary-minerals/copper.php | https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=bea888b4-9cc6-49da-89e6-5c273b974ed1

Tetraamminecopper dihydroxide also known as Schweizer's Reagent dissolves cellulose; used in rayon production.

CNS Activity

CNS Penetrant
2523
Curator's Comment: Cupric ion was shown to cross the blood brain barrier in rats.

Originator

Schweizer, J.
35
Sources: http://pubs.acs.org/doi/abs/10.1021/ja01512a012Schweizer, J. Prakt. Chem. 72, 109, 344 (1857).
Curator's Comment: http://www.drugfuture.com/chemdata/schweizer-s-reagent.html

Approval Year

1921
1447
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8228
 3.42 µM [Ki]
Ceruloplasmin
35
Target ID: P00450
Gene ID: 1356.0
Gene Symbol: CP
Target Organism: Homo sapiens (Human)
Binding Agent
1059
Target ID: Glutathione S-transferase, rat, liver
Binding Agent
1059
Modulator
822
Inhibitor
8228
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Preclinical
Unknown

Approved Use

Unknown
Preventing
Preclinical
Unknown

Approved Use

Unknown
Preventing
Approved
8360
Cupric glycinate

Approved Use

Indications for use. For beef calves and beef cattle for the prevention of copper deficiency, or when labeled for veterinary prescription use, for the prevention and/or treatment of copper deficiency alone or in association with molybdenum toxicity.
Primary
Approved
8360
COPPER•MAX

Approved Use

Unknown
Primary
Not Provided
503
Unknown

Approved Use

Unknown
Preventing
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Diagnostic
Preclinical
Unknown

Approved Use

Unknown
Preventing
Approved
8360
COPPER

Approved Use

Copper 0.4 mg/mL (Cupric Chloride Injection, USP) is indicated for use as a supplement to intravenous solutions given for total parenteral nutrition (TPN). Administration helps to maintain copper serum levels and to prevent depletion of endogenous stores and subsequent deficiency symptoms.
Preventing
Approved
8360
COPINOX

Approved Use

Copinox 4g is indicated for the prevention and treatment of copper deficiency in cattle and sheep.
PubMed

PubMed

TitleDatePubMed
Determination of protein by the biuret reaction using cupric hydroxide suspension reagent.
1960
Efficacy of burning, tillage, and biocides in controlling bacteria released at field sites and effects on indigenous bacteria and fungi.
1992 Apr
The effect of various fluoride compounds on the development of experimental root surface caries in hamsters.
1995 Dec
The genetics of tasting in mice. VII. Glycine revisited, and the chromosomal location of Sac and Soa.
1995 Oct
Copper Fluoride Luminescence during UV Photofragmentation of Bis(1,1,1,5,5,5-hexafluoro-2,4-pentanedionato)copper(II) in the Gas Phase.
1996 Aug 14
Cardiopulmonary events during hemodialysis: effects of dialysis membranes and dialysate buffers.
2000 Jul
The effectiveness of ecologically acceptable ways of protection of field-grown tomato (Lycopersicon lycopersicum (L.) Karsten) from tomato late blight (Phytophthora infestans (Mont.) de Bary) in extreme weather conditions.
2001
Direct catalytic aldol-type reactions using RCH2CN.
2003 Aug 21
Antioxidant activity of olive pulp and olive oil phenolic compounds of the arbequina cultivar.
2005 Mar 23
Cu(II) acetate- and Mn(III) acetate-mediated radical reactions of [60]fullerene with ketonic compounds.
2005 Mar 7
X-ray absorption spectroscopy study of a copper-containing material after thermal treatment.
2006 Apr 17
Acute copper toxicity following copper glycinate injection.
2006 Nov
Enhanced copper release from pipes by alternating stagnation and flow events.
2007 Nov 1
Bioavailability of copper from copper glycinate in steers fed high dietary sulfur and molybdenum.
2008 Jan
Synthesis and structural investigation of mono- and polynuclear copper complexes of 4-ethyl-1-(pyridin-2-yl) thiosemicarbazide.
2008 Nov 1
Copper(II) acetate-catalyzed addition of arylboronic acids to aromatic aldehydes.
2009 Jan 16
Copper oxide nanoparticles induce oxidative stress and cytotoxicity in airway epithelial cells.
2009 Oct
Generation of oxidant response to copper and iron nanoparticles and salts: Stimulation by ascorbate.
2009 Oct 30
Insight in the transport behavior of copper glycinate complexes through the porcine gastrointestinal membrane using an Ussing chamber assisted by mass spectrometry analysis.
2010 Apr
Copper-promoted coupling of vinyl boronates and alcohols: a mild synthesis of allyl vinyl ethers.
2010 Feb 3
Regulation of plasminogen activator inhibitor-1 expression in endothelial cells with exposure to metal nanoparticles.
2010 May 19
Anti-ovulatory activity of H2 receptor blockers in albino rabbits--a preliminary study.
2011 Apr
Molecular responses of human lung epithelial cells to the toxicity of copper oxide nanoparticles inferred from whole genome expression analysis.
2011 Dec 27
Rapid free chlorine decay in the presence of Cu(OH)2: chemistry and practical implications.
2011 Oct 15
Expeditious synthesis of phenanthrenes via CuBr2-catalyzed coupling of terminal alkynes and N-tosylhydrazones derived from o-formyl biphenyls.
2011 Oct 7
Zeta potential and solubility to toxic ions as mechanisms of lung inflammation caused by metal/metal oxide nanoparticles.
2012 Apr
Protective effect of sulphoraphane against oxidative stress mediated toxicity induced by CuO nanoparticles in mouse embryonic fibroblasts BALB 3T3.
2012 Feb
CuBr2--a new multiferroic material with high critical temperature.
2012 May 8
Probing the chemical nature of dihydrogen complexation to transition metals, a gas phase case study: H2-CuF.
2013 Jan 18
Design, synthesis, antioxidant, and anti-breast cancer activities of novel diethyl(alkyl/aryl/heteroarylamino)(4-(pyridin-2-yl)phenyl)methylphosphonates.
2013 May
Molecular responses of mouse macrophages to copper and copper oxide nanoparticles inferred from proteomic analyses.
2013 Nov
Cytotoxicity in the age of nano: the role of fourth period transition metal oxide nanoparticle physicochemical properties.
2013 Nov 25
SILAC-based quantitative proteomic analysis of human lung cell response to copper oxide nanoparticles.
2014
Activation of Erk and p53 regulates copper oxide nanoparticle-induced cytotoxicity in keratinocytes and fibroblasts.
2014
Interference of CuO nanoparticles with metal homeostasis in hepatocytes under sub-toxic conditions.
2014
Synthesis and biomedical applications of copper sulfide nanoparticles: from sensors to theranostics.
2014 Feb 26
Electron induced surface reactions of organometallic metal(hfac)₂ precursors and deposit purification.
2014 Jun 11
CuO nanoparticles induce apoptosis by impairing the antioxidant defense and detoxification systems in the mouse hippocampal HT22 cell line: protective effect of crocetin.
2015 Jun
A Facile Strategy for Catalyst Separation and Recycling Suitable for ATRP of Hydrophilic Monomers Using a Macroligand.
2016 Jan
Dissecting copper homeostasis in diabetes mellitus.
2017 Apr
Unusual 4-arsonoanilinium cationic species in the hydrochloride salt of (4-aminophenyl)arsonic acid and formed in the reaction of the acid with copper(II) sulfate, copper(II) chloride and cadmium chloride.
2017 Apr 1
Roles of Copper-Binding Proteins in Breast Cancer.
2017 Apr 20
Supplementation with copper edetate in control of Haemonchus contortus of sheep, and its effect on cholinesterase's and superoxide dismutase activities.
2017 Feb
Comparison of the efficacy of a commercial footbath product with copper sulfate for the control of digital dermatitis.
2017 Jul
Ultrasonic energy enhanced the efficiency of advance extraction methodology for enrichment of trace level of copper in serum samples of patients having neurological disorders.
2017 Jul
Amino acid-mediated 'turn-off/turn-on' nanozyme activity of gold nanoclusters for sensitive and selective detection of copper ions and histidine.
2017 Jun 15
Effects of Excess Copper Ions on Decidualization of Human Endometrial Stromal Cells.
2017 May
Patents

Patents

04904671
36
05034547
35
06203724
35
07465750
39
08399460
35
08722671
35
US2006191376
35
US20090239073 A1
35
US20090269269
35
US20160374209
35
US2046937 A
35
US2460067 A
35
US2533245 A
35
US3900504 A
35
US4020180 A
35
US6579328
35
US6670494
35
US7053251 B2
35
US7402296
35
US8921591
35
WO2003052039A1
35
WO2014001924A1
35
WO2017019802A1
35
WO9806419
35

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Veterinary drug
Healthy middle aged adults with moderately high cholesterol, were given either placebo or copper supplementation (2 mg copper/day as copper glycinate) for 8 weeks.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Wed Jul 05 23:26:53 UTC 2023
Edited
by admin
on Wed Jul 05 23:26:53 UTC 2023
Record UNII
163J4O4DFH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CUPRIC GLYCINATE MONOHYDRATE
Common Name English
COPPER, BIS(GLYCINATO-.KAPPA.N,.KAPPA.O)-, MONOHYDRATE
Common Name English
COPPER, BIS(GLYCINATO-N,O)-, MONOHYDRATE
Common Name English
COPPER, BIS(GLYCINATO)-, MONOHYDRATE
Common Name English
COPPER, BIS(GLYCINATO-.KAPPA.N,.KAPPA.O)-, HYDRATE (1:1)
Common Name English
CUPRIC GLYCINATE HYDRATE
Common Name English
Code System Code Type Description
FDA UNII
163J4O4DFH
Created by admin on Wed Jul 05 23:26:53 UTC 2023 , Edited by admin on Wed Jul 05 23:26:53 UTC 2023
PRIMARY
PUBCHEM
71587023
Created by admin on Wed Jul 05 23:26:53 UTC 2023 , Edited by admin on Wed Jul 05 23:26:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID20171302
Created by admin on Wed Jul 05 23:26:53 UTC 2023 , Edited by admin on Wed Jul 05 23:26:53 UTC 2023
PRIMARY
CAS
18253-80-0
Created by admin on Wed Jul 05 23:26:53 UTC 2023 , Edited by admin on Wed Jul 05 23:26:53 UTC 2023
PRIMARY
Related Record Type Details
Structure of CUPRIC CATION
PARENT -> SALT/SOLVATE
Structure of Glycine
PARENT -> SALT/SOLVATE
Structure of CUPRIC GLYCINATE
ANHYDROUS->SOLVATE
NIH
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