Panthenol

Panthenol
	; D-panthenol
Names
	Preferred IUPAC name 2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
	Other names Pantothenol; Pantothenyl alcohol; N-Pantoylpropanolamine; Bepanthen (trade name); Dexpanthenol (D form);
Identifiers
CAS Number	16485-10-2 ; 81-13-0 R ;
3D model (JSmol)	Interactive image;
3DMet	B00882;
Beilstein Reference	1724945, 1724947 R
ChEBI	CHEBI:27373 ;
ChEMBL	ChEMBL1200979 ;
ChemSpider	4516 ; 115991 R ; 4677984 S ;
ECHA InfoCard	100.036.839
EC Number	240-540-6;
KEGG	D03726 ; D00193;
MeSH	dexpanthenol
PubChem CID	4678; 131204 R; 5748487 S;
RTECS number	ES4316500;
UNII	WV9CM0O67Z ; 1O6C93RI7Z (R) ;
CompTox Dashboard (EPA)	DTXSID3044598 ;
	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) Key: SNPLKNRPJHDVJA-UHFFFAOYSA-N ;
	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)	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). verify (what is ?) 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 children's products as a moisturizer and to hasten wound healing.

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

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

[1]

Names
D-panthenol
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^Y 81-13-0 R^Y
3D model (JSmol)	Interactive image
3DMet	B00882
Beilstein Reference	1724945, 1724947 R
ChEBI	CHEBI:27373^N
ChEMBL	ChEMBL1200979^N
ChemSpider	4516^Y 115991 R^N 4677984 S^N
ECHA InfoCard	100.036.839
EC Number	240-540-6
KEGG	D03726^Y D00193
MeSH	dexpanthenol
PubChem CID	4678 131204 R 5748487 S
RTECS number	ES4316500
UNII	WV9CM0O67Z^Y 1O6C93RI7Z (R)^Y
CompTox Dashboard (EPA)	DTXSID3044598
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)^Y Key: SNPLKNRPJHDVJA-UHFFFAOYSA-N^Y
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 (pK_a)	13.033
Basicity (pK_b)	0.964
Chiral rotation ([α]_D)	+29° to +30°
Refractive index (n_D)	1.499
Pharmacology
ATC code	A11HA30 (WHO) D03AX03 (WHO), S01XA12 (WHO)
Hazards
NFPA 704 (fire diamond)	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 ^YN ?) Infobox references