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About This Item
Linear Formula:
HOCH2C(CH3)2CH(OH)CONHCH2CH2CO2 ·1/2Ca
CAS Number:
Molecular Weight:
238.27
UNSPSC Code:
12352200
PubChem Substance ID:
eCl@ss:
34058012
EC Number:
205-278-9
Beilstein/REAXYS Number:
3769272
MDL number:
InChI key
FAPWYRCQGJNNSJ-UBKPKTQASA-L
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
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
biological source
synthetic (organic)
assay
≥98% (TLC)
form
powder
color
white to off-white
storage temp.
2-8°C
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General description
Due to the unstable, hygroscopic nature of the free acid, the calcium salt is employed.
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.
Storage Class
13 - Non Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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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