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Panthenol information


Panthenol
Stereo, skeletal formula of panthenol (R)
D-panthenol
Names
Preferred IUPAC name
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide[1]
Other names
  • Pantothenol
  • Pantothenyl alcohol
  • N-Pantoylpropanolamine
  • Bepanthen (trade name)
  • Dexpanthenol (D form)
Identifiers
CAS Number
  • 16485-10-2 checkY
  • 81-13-0 R checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B00882
Beilstein Reference
1724945, 1724947 R
ChEBI
  • CHEBI:27373 ☒N
ChEMBL
  • ChEMBL1200979 ☒N
ChemSpider
  • 4516 checkY
  • 115991 R ☒N
  • 4677984 S ☒N
ECHA InfoCard 100.036.839 Edit this at Wikidata
EC Number
  • 240-540-6
KEGG
  • D03726 checkY
  • D00193
MeSH dexpanthenol
PubChem CID
  • 4678
  • 131204 R
  • 5748487 S
RTECS number
  • ES4316500
UNII
  • WV9CM0O67Z checkY
  • 1O6C93RI7Z (R) checkY
CompTox Dashboard (EPA)
  • DTXSID3044598 Edit this at Wikidata
InChI
  • InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14) checkY
    Key: SNPLKNRPJHDVJA-UHFFFAOYSA-N checkY
SMILES
  • CC(C)(CO)C(O)C(=O)NCCCO
Properties
Chemical formula
C9H19NO4
Molar mass 205.254 g·mol−1
Appearance Highly viscous, colourless liquid
Density 1.2 g mL−1 (at 20 °C)
Melting point 66 to 69 °C (151 to 156 °F; 339 to 342 K) [contradictory]
Boiling point 118 to 120 °C (244 to 248 °F; 391 to 393 K) at 2.7 Pa
log P −0.989
Acidity (pKa) 13.033
Basicity (pKb) 0.964
Chiral rotation ([α]D)
+29° to +30°
Refractive index (nD)
1.499
Pharmacology
ATC code
A11HA30 (WHO) D03AX03 (WHO), S01XA12 (WHO)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 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
1
1
0
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
Related compounds
  • Arginine
  • Theanine
  • Pantothenic acid
  • Hopantenic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Panthenol (also called pantothenol) is the alcohol analog of pantothenic acid (vitamin B5), and is thus a provitamin of B5. In organisms, it is quickly oxidized to pantothenic acid. It is a viscous transparent liquid at room temperature. Panthenol is used in pharmaceutical and cosmetic products as a moisturizer and to improve wound healing.

  1. ^ "Dexpanthenol – Compound summary". PubChem Compound. US: National Center for Biotechnology Information. 25 March 2005. Identification. Retrieved 29 June 2012.

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