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Sigma-Aldrich

D-Pantothenic acid hemicalcium salt

≥98% (TLC)

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Synonym(s):
(R)-(+)-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl)-β-alanine hemicalcium salt, Calcium D-pantothenate, Vitamin B5
Linear Formula:
HOCH2C(CH3)2CH(OH)CONHCH2CH2CO2 ·1/2Ca
CAS Number:
137-08-6
Molecular Weight:
238.27
Beilstein:
3769272
EC Number:
205-278-9
MDL number:
MFCD00002766
eCl@ss:
34058012
PubChem Substance ID:
57654509

biological source

synthetic (organic)

Assay

≥98% (TLC)

form

powder

color

white to off-white

storage temp.

2-8°C

SMILES string

CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)O[Ca]OC(=O)CCNC(=O)[C@H](O)C(C)(C)CO

InChI

1S/2C9H17NO5.Ca/c2*1-9(2,5-11)7(14)8(15)10-4-3-6(12)13;/h2*7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13);/q;;+2/p-2/t2*7-;/m00./s1

InChI key

FAPWYRCQGJNNSJ-UBKPKTQASA-L

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Application

Precursor in the biosynthesis of coenzyme A.

Biochem/physiol Actions

D-Panthenol is the alcohol analogue and biological precursor of D-pantothenic acid. These analogues are precursors in the biosynthesis of coenzyme A. D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products. D-pantothenic acid may have a role in controlling keratinocyte proliferation and differentiation. D-Panthenol may be used for studies of skin protection emulsions from UV irradiation and as a humectant.

Physical properties

Due to the unstable, hygroscopic nature of the free acid, the calcium salt is employed.

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Tonio Wiederholt et al.
Experimental dermatology, 18(11), 969-978 (2009-04-29)
Topical application of pantothenate is widely used in clinical practice for wound healing. Previous studies identified a positive effect of pantothenate on migration and proliferation of cultured fibroblasts. However, these studies were mainly descriptive with no molecular data supporting a
Daisaku Kobayashi et al.
Journal of pharmacological sciences, 115(2), 230-234 (2011-01-25)
It has been reported that pantothenic acid (vitamin B5) and panthenol, an alcohol derivative of pantothenic acid, have beneficial moisturizing effects on the skin. However, few studies have investigated the mechanism of action of pantothenic acid on skin tissues. We
D Hoeller Obrigkeit et al.
Cutaneous and ocular toxicology, 25(1), 13-22 (2006-05-17)
To investigate the effect of cell growth-stimulating agents on human epidermal keratinocytes, we exposed monolayers of normal human keratinocytes derived from foreskin to different concentrations of the amino acid L-cystine, the member of the vitamin B family D-pantothenat, the phytosterol
C F Zanatta et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48(1), 70-75 (2009-09-22)
Considering the belief that natural lipids are safer for topical applications and that carotenoids are able to protect cells against photooxidative damage, we have investigated whether topical creams and lotions, produced with Buriti oil and commercial surfactants, can exert photoprotective
Masoud Vedadi et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(43), 15835-15840 (2006-10-13)
The 3D structures of human therapeutic targets are enabling for drug discovery. However, their purification and crystallization remain rate determining. In individual cases, ligands have been used to increase the success rate of protein purification and crystallization, but the broad
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