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panthol

Vitamin B5 D Panthenol

Panthenol (pantothenol) is the alcohol analog of pantothenic acid (vitamin B5), and is thus a provitamin of B5. In organisms it is quickly oxidized to pantothenate [pantothenic acid]. Panthenol is a highly viscous transparent liquid at room temperature, but salts of pantothenic acid (for example sodium pantothenate) are powders (typically white). It is soluble in water, alcohol, propylene glycol, ether and chloroform, and slightly soluble in glycerin.

Panthenol comes in two enantiomers, D and L. Only D-panthenol (dexpanthenol) is biologically active, however both forms have moisturizing properties. For cosmetic use, panthenol comes either in D form, or as a racemic mixture of D and L (DL-panthenol).

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Product Description


IUPAC name
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide[1]
Other names
Bepanthen
Dexpanthenol

CAS Number 16485-10-2
81-13-0 R
3DMet B00882
Beilstein Reference 1724945, 1724947 R
ChEBI CHEBI:27373
ChEMBL ChEMBL1200979
ChemSpider 4516
115991 R
4677984 S
EC Number 240-540-6
Jmol interactive 3D Image
Image
KEGG D03726
MeSH dexpanthenol
PubChem 4678
131204 R
5748487 S
RTECS number ES4316500
UNII 1O6C93RI7Z

InChI[show]

SMILES[show]

Chemical formula C9H19NO4
Molar mass 205.25 g·mol−1
Appearance Colourless liquid[contradictory]
Density 1.2 g mL−1 (at 20 °C)
Melting point 66 to 69 °C (151 to 156 °F; 339 to 342 K)
log P −0.989
Acidity (pKa) 13.033
Basicity (pKb) 0.964
Refractive index (nD) 1.499

ATC code A11HA30
D03AX03, S01XA12

NFPA 704
Lethal dose or concentration (LD, LC):
LD50 (Median dose) 10,100 mg kg−1 (intraperitoneal, mouse); 15,000 mg kg−1 (oral, mouse)

Related compounds Arginine
Theanine
Pantothenic acid
Hopantenic acid