Common Name(r)-pantothenate
DescriptionPantothenic acid, also called vitamin B5, is a water-soluble vitamin required to sustain life. Pantothenic acid is needed to form coenzyme-A (CoA), and is thus critical in the metabolism and synthesis of carbohydrates, proteins, and fats. Its name is derived from the Greek pantothen meaning "from everywhere" and small quantities of pantothenic acid are found in nearly every food, with high amounts in whole grain cereals, legumes, eggs, meat, and royal jelly. Pantothenic acid is classified as a member of the secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). Pantothenic acid is considered to be soluble (in water) and acidic.
Structure
Molecular FormulaC9H17NO5
Average Mass219.23500
Monoisotopic Mass219.11067
IUPAC Name3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoic acid
Traditional NamePantothenic acid
CAS Registry Number79-83-4
SMILESCC(C)(CO)[C@@H](O)C(=O)NCCC(=O)[O-]
InChI IdentifierInChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1
InChI KeyGHOKWGTUZJEAQD-ZETCQYMHSA-N
CHEBI IDCHEBI:29032
HMDB IDHMDB0000210
Pathways
NameSMPDB/PathBank
beta-Alanine metabolism
Pantothenate and CoA Biosynthesis
GABA-Transaminase Deficiency
Ureidopropionase Deficiency
Carnosinuria, carnosinemia
StateSolid
Water Solubility6.05e+01 g/l
logP-1.12
logS-0.56
pKa (Strongest Acidic)4.35
pKa (Strongest Basic)-2.79
Hydrogen Acceptor Count5
Hydrogen Donor Count4
Polar Surface Area106.86 Ų
Rotatable Bond Count6
Physiological Charge-1
Formal Charge0
Refractivity51.51 m³·mol⁻¹
Polarizability22.15

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