calcium propanoate - wikipedia, the free encyclopedia

7/30/2019 Calcium Propanoate - Wikipedia, The Free Encyclopedia

1/3

/ 8/12 Calc ium propanoate - Wik ipedia, the f ree encyclopedia

.wikipedia.org/wiki/Calcium_propanoate

Calcium propanoate[1]

Calcium propanoate

Calcium propionate

Mycoban

Identifiers

CASnumber

4075-81-4

PubChem 19999

ChemSpider 18840

EC number 223-795-8

Jmol-3D

images

Image 1

(http://chemapps.stolaf.edu/jmol/jmol.php

model=CCC%28%3DO%29%5BO-

%5D.CCC%28%3DO%29%5BO-

%5D.%5BCa%2B2%5D)

Properties

Molecular

formula

C6H10CaO4

Molar mass 186.2192 g/mol

Appearance White crystalline solid

Solubility in

water

49 g/100 mL (0 C)

55.8 g/100 mL (100 C)

Solubility slightly soluble in methanol, ethanol

insoluble in acetone, benzene

Structure

Crystal

structure

monoclinic

(verify)(what is: / ?)

Calcium propanoateFrom Wikipedia, the free encyclopedia

Calcium propanoate orcalcium propionate has the

formula Ca(C2H5COO)2. It is the calcium salt of propanoic

acid.

Uses

As a food additive, it is listed as E number 282 in the

Codex Alimentarius. Calcium propanoate is used as a

preservative in a wide variety of products, including but not

limited to bread, other baked goods, processed meat,

whey, and other dairy products.[2] In agriculture, it is used,

amongst other things, to prevent milk fever in cows and as a

feed supplement [3] Propanoates prevent microbes from

producing the energy they need, like benzoates do.However, unlike benzoates, propanoates do not require an

acidic environment.[4]

Calcium propanoate is used in bakery products as a mold

inhibitor, typically at 0.1-0.4% [5] (though animal feed may

contain up to 1%). Mold contamination is considered a

serious problem amongst bakers, and conditions commonly

found in baking present near-optimal conditions for mold

growth.[6]

A few decades ago,Bacillus mesentericus (rope), was a

serious problem,[7] but today's improved sanitary practices

in the bakery, combined with rapid turnover of the finished

product, have virtually eliminated this form of

spoilage.[citation needed] Calcium propanoate and sodium

propanoate are effective against bothB. mesentericus rope

and mold.[8]

Metabolism of propanoate begins with its conversion to

propionyl coenzyme A (propionyl-CoA), the usual first stepin the metabolism of carboxylic acids. Since propanoic acid

has three carbons, propionyl-CoA can directly enter neither

beta oxidation nor the citric acid cycles. In most

vertebrates, propionyl-CoA is carboxylated to D-

methylmalonyl-CoA, which is isomerised to L-

methylmalonyl-CoA. A vitamin B12-dependent enzyme

catalyzes rearrangement of L-methylmalonyl-CoA to

succinyl-CoA, which is an intermediate of the citric acid

cycle and can be readily incorporated there.

IUPAC name

Other names

SMILES

InChI
http://chemapps.stolaf.edu/jmol/jmol.php?model=CCC%28%3DO%29%5BO-%5D.CCC%28%3DO%29%5BO-%5D.%5BCa%2B2%5Dhttp://chemapps.stolaf.edu/jmol/jmol.php?model=CCC%28%3DO%29%5BO-%5D.CCC%28%3DO%29%5BO-%5D.%5BCa%2B2%5Dhttp://chemapps.stolaf.edu/jmol/jmol.php?model=CCC%28%3DO%29%5BO-%5D.CCC%28%3DO%29%5BO-%5D.%5BCa%2B2%5Dhttp://chemapps.stolaf.edu/jmol/jmol.php?model=CCC%28%3DO%29%5BO-%5D.CCC%28%3DO%29%5BO-%5D.%5BCa%2B2%5Dhttp://chemapps.stolaf.edu/jmol/jmol.php?model=CCC%28%3DO%29%5BO-%5D.CCC%28%3DO%29%5BO-%5D.%5BCa%2B2%5Dhttp://chemapps.stolaf.edu/jmol/jmol.php?model=CCC%28%3DO%29%5BO-%5D.CCC%28%3DO%29%5BO-%5D.%5BCa%2B2%5Dhttp://www.commonchemistry.org/ChemicalDetail.aspx?ref=4075-81-4http://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-1http://en.wikipedia.org/wiki/Sodium_propanoatehttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-8http://en.wikipedia.org/wiki/Sodium_propanoatehttp://en.wikipedia.org/wiki/Sodium_propanoatehttp://en.wikipedia.org/wiki/Chemical_formulahttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-7http://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-baking_industry-6http://en.wikipedia.org/wiki/ChemSpiderhttp://en.wikipedia.org/wiki/PubChemhttp://en.wikipedia.org/wiki/CAS_registry_numberhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-feed-3http://en.wikipedia.org/wiki/Codex_Alimentariushttp://en.wikipedia.org/wiki/Codex_Alimentariushttp://en.wikipedia.org/wiki/Codex_Alimentariushttp://en.wikipedia.org/wiki/E_numberhttp://en.wikipedia.org/wiki/Propanoic_acidhttp://en.wikipedia.org/wiki/Propanoic_acidhttp://en.wikipedia.org/wiki/Propanoic_acidhttp://en.wikipedia.org/wiki/Propanoic_acidhttp://en.wikipedia.org/wiki/International_Chemical_Identifierhttp://en.wikipedia.org/wiki/Simplified_molecular-input_line-entry_systemhttp://en.wikipedia.org/wiki/International_Union_of_Pure_and_Applied_Chemistry_nomenclaturehttp://en.wikipedia.org/wiki/Propanoate_metabolism#Metabolismhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-8http://en.wikipedia.org/wiki/Sodium_propanoatehttp://en.wikipedia.org/wiki/Wikipedia:Citation_neededhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-7http://en.wikipedia.org/wiki/Bacillushttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-baking_industry-6http://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-5http://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-ingredients-4http://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-feed-3http://en.wikipedia.org/wiki/Milk_feverhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-alimentarius-2http://en.wikipedia.org/wiki/Codex_Alimentariushttp://en.wikipedia.org/wiki/E_numberhttp://en.wikipedia.org/wiki/Propanoic_acidhttp://en.wikipedia.org/wiki/Calciumhttp://en.wikipedia.org/wiki/Oxygenhttp://en.wikipedia.org/wiki/Oxygenhttp://en.wikipedia.org/wiki/Carbonhttp://en.wikipedia.org/wiki/Hydrogenhttp://en.wikipedia.org/wiki/Carbonhttp://en.wikipedia.org/wiki/Calciumhttp://en.wikipedia.org/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validationhttp://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=442834022&page2=Calcium+propanoatehttp://en.wikipedia.org/wiki/Crystal_structurehttp://en.wikipedia.org/wiki/Benzenehttp://en.wikipedia.org/wiki/Acetonehttp://en.wikipedia.org/wiki/Ethanolhttp://en.wikipedia.org/wiki/Methanolhttp://en.wikipedia.org/wiki/Solubilityhttp://en.wikipedia.org/wiki/Waterhttp://en.wikipedia.org/wiki/Solubilityhttp://en.wikipedia.org/wiki/Molar_masshttp://en.wikipedia.org/wiki/Chemical_formulahttp://chemapps.stolaf.edu/jmol/jmol.php?model=CCC%28%3DO%29%5BO-%5D.CCC%28%3DO%29%5BO-%5D.%5BCa%2B2%5Dhttp://en.wikipedia.org/wiki/Jmolhttp://esis.jrc.ec.europa.eu/lib/einecs_IS_reponse.php?genre=ECNO&entree=223-795-8http://en.wikipedia.org/wiki/EC_number_(chemistry)http://www.chemspider.com/18840http://en.wikipedia.org/wiki/ChemSpiderhttp://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=19999http://en.wikipedia.org/wiki/PubChemhttp://www.commonchemistry.org/ChemicalDetail.aspx?ref=4075-81-4http://en.wikipedia.org/wiki/CAS_registry_numberhttp://en.wikipedia.org/wiki/File:Calcium_propanoate.pnghttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-1


2/3



Except where noted otherwise, data are given for

materials in their standard state (at 25 C, 100 kPa)

Infobox references

When propanoic acid is infused directly into rodents' brains,

it produces reversible behavior (e.g. hyperactivity, dystonia,

social impairment, perseveration) and brain (e.g. innate

neuroinflammation, glutathione depletion) changes that may

be used as a model of human autism in rats.[9]

According to the Pesticide Action Network North America, calcium propionate is slightly toxic.[10] This rating is

not uncommon for food products; vitamin C is also rated by the same standards as being slightly toxic. [11] Calcium

propanoate can be used as a fungicide on fruit.[12]

References

1. ^Merck Index, 11th Edition, 1705.

2. ^ Codex Alimentarius data for calcium propanoate

(http://www.codexalimentarius.net/gsfaonline/additives/details.html?id=306)

3. ^ Center for Food and Nutrition Policy review of use of calcium propanoate as an organic agent in cow feed and

as milk fever prevention (http://www.ams.usda.gov/NOP/NationalList/TAPReviews/CalciumPropionate.pdf)

4. ^ "Ingredients -- Calcium propionate" (http://sci-toys.com/ingredients/calcium_propionate.html) . http://sci-toys.com/ingredients/calcium_propionate.html. Retrieved 2007-03-10.

5. ^ http://www.nysaes.cornell.edu/necfe/pubs/pdf/Venture/venture3_chemical.html

6. ^ "Keeping molds, bacteria at bay" (http://bakingmanagement.bakery-net.com/article/7448) .

http://bakingmanagement.bakery-net.com/article/7448. Retrieved 2007-03-24.

7. ^ Furia, T. E. (1973). CRC Handbook of Food Additives. CRC Handbook of Food Additives. CRC Press.

8. ^ Furia, T. E. (1973). CRC Handbook of Food Additives. CRC Handbook of Food Additives. CRC Press.

9. ^ D. F. MacFabe, D. P. Cain, K. Rodriguez-Capote, A. E. Franklin, J. E. Hoffman, F. Boon, A. R. Taylor, M.

Kavaliers and K.-P. Ossenkopp (2007). "Neurobiological effects of intraventricular propionic acid in rats: Possible

role of short-chain fatty acids on the pathogenesis and characteristics of autism spectrum disorders". Behavioral

Brain Research176 (1): 149169. doi:10.1016/j.bbr.2006.07.025 (http://dx.doi.org/10.1016%2Fj.bbr.2006.07.025

.10. ^ Pesticide Action Network data on calcium propanoate (http://www.pesticideinfo.org/Detail_Chemical.jsp?

Rec_Id=PC33679)

11. ^ Pesticide Action Network data on Vitamin C (http://www.pesticideinfo.org/Detail_Chemical.jsp?

Rec_Id=PC35665)

12. ^ Biggs, A. R.; El-Kholi, M. M.; El-Neshawy, S.; Nickerson, R. (1997). "Effects of Calcium Salts on Growth,

Polygalacturonase Activity, and Infection of Peach Fruit by Monilinia fructicola".Plant Disease81 (4): 399.

doi:10.1094/PDIS.1997.81.4.399 (http://dx.doi.org/10.1094%2FPDIS.1997.81.4.399) .

External links

Center for Science in the Public Interest list of food additives

(http://www.cspinet.org/reports/chemcuisine.htm)

Retrieved from "http://en.wikipedia.org/w/index.php?title=Calcium_propanoate&oldid=520905066"

Categories: Propionates Calcium compounds Food preservatives

This page was last modified on 1 November 2012 at 14:54.

Text is available under the Creative Commons Attribution-ShareAlike License; additional terms may apply.
http://en.wikipedia.org/wiki/Wikipedia:Text_of_Creative_Commons_Attribution-ShareAlike_3.0_Unported_Licensehttp://en.wikipedia.org/wiki/Special:Categorieshttp://en.wikipedia.org/w/index.php?title=Calcium_propanoate&oldid=520905066http://www.cspinet.org/reports/chemcuisine.htmhttp://dx.doi.org/10.1094%2FPDIS.1997.81.4.399http://en.wikipedia.org/wiki/Digital_object_identifierhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-12http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC35665http://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-11http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC33679http://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-10http://dx.doi.org/10.1016%2Fj.bbr.2006.07.025http://en.wikipedia.org/wiki/Digital_object_identifierhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-macfabe_9-0http://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-8http://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-7http://bakingmanagement.bakery-net.com/article/7448http://bakingmanagement.bakery-net.com/article/7448http://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-baking_industry_6-0http://www.nysaes.cornell.edu/necfe/pubs/pdf/Venture/venture3_chemical.htmlhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-5http://sci-toys.com/ingredients/calcium_propionate.htmlhttp://sci-toys.com/ingredients/calcium_propionate.htmlhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-ingredients_4-0http://www.ams.usda.gov/NOP/NationalList/TAPReviews/CalciumPropionate.pdfhttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-feed_3-0http://www.codexalimentarius.net/gsfaonline/additives/details.html?id=306http://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-alimentarius_2-0http://en.wikipedia.org/wiki/Calcium_propanoate#cite_ref-1http://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-12http://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-11http://en.wikipedia.org/wiki/Vitamin_Chttp://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-10http://en.wikipedia.org/wiki/Calcium_propanoate#cite_note-macfabe-9http://en.wikipedia.org/wiki/Autismhttp://en.wikipedia.org/wiki/Category:Food_preservativeshttp://en.wikipedia.org/wiki/Category:Calcium_compoundshttp://en.wikipedia.org/wiki/Category:Propionateshttp://en.wikipedia.org/wiki/Wikipedia:Chemical_infobox#Referenceshttp://en.wikipedia.org/wiki/Standard_state


3/3



See Terms of Use for details.

Wikipedia is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.
http://www.wikimediafoundation.org/http://wikimediafoundation.org/wiki/Terms_of_Use

calcium propanoate - wikipedia, the free encyclopedia

Documents