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Calcium pantothenate

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Calcium pantothenate is a widely used ingredient in cosmetics, personal care, and skincare formulations. Depending on its function, it may serve as a moisturizer, preservative, emulsifier, or active ingredient to enhance the overall effectiveness and performance of a product.

Calcium pantothenate (Wikipedia)

Not to be confused with pantethine.

Pantothenic acid (vitamin B5) is a B vitamin and an essential nutrient. All animals need pantothenic acid in order to synthesize coenzyme A (CoA), which is essential for cellular energy production and for the synthesis and degradation of proteins, carbohydrates, and fats.

Pantothenic acid
Skeletal formula of (R)-pantothenic acid
Skeletal formula of (R)-pantothenic acid
Pantothenic acid molecule
Pantothenic acid molecule
Names
Preferred IUPAC name
3-[(2R)-2,4-Dihydroxy-3,3-dimethylbutanamido]propanoic acid
Systematic IUPAC name
3-[(2R)-(2,4-Dihydroxy-3,3-dimethylbutanoyl)amino]propanoic acid
Identifiers
3D model (JSmol)
1727062, 1727064 (R)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.009.061 Edit this at Wikidata
EC Number
  • 209-965-4
KEGG
MeSH Pantothenic+Acid
RTECS number
  • RU4729000
UNII
  • InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13) ☒N
    Key: GHOKWGTUZJEAQD-UHFFFAOYSA-N ☒N
  • CC(C)(CO)C(C(=O)NCCC(=O)O)O
  • (R): CC(C)(CO)[C@H](C(=O)NCCC(=O)O)O
  • (S): CC(C)(CO)[C@@H](C(=O)NCCC(=O)O)O
Properties
C9H17NO5
Molar mass 219.237 g·mol−1
Appearance Yellow oil
Colorless crystals (Ca2+ salt)
Odor Odorless
Density 1.266 g/cm3
1.32 g/cm3 (Ca2+ salt)
Melting point 183.833 °C (362.899 °F; 456.983 K)
196–200 °C (385–392 °F; 469–473 K)
decomposes (Ca2+ salt)
Very soluble
2.11 g/mL (Ca2+ salt)
Solubility Very soluble in C6H6, ether
Ca2+ salt:
Slightly soluble in alcohol, CHCl3
log P −1.416
Acidity (pKa) 4.41
Basicity (pKb) 9.698
+37.5°
+24.3° (Ca2+ salt)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Lethal dose or concentration (LD, LC):
> 10 mg/g (Ca2+ salt)
Related compounds
Related alkanoic acids
 Arginine
Hopantenic acid
4-(γ-Glutamylamino)butanoic acid
Related compounds
 Panthenol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pantothenic acid is the combination of pantoic acid and β-alanine. Its name comes from the Greek πάντοθεν pantothen, meaning "from everywhere", because pantothenic acid, at least in small amounts, is in almost all foods. Deficiency of pantothenic acid is very rare in humans. In dietary supplements and animal feed, the form commonly used is calcium pantothenate, because chemically it is more stable, and hence makes for longer product shelf-life, than sodium pantothenate and free pantothenic acid.

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