3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoic acid

• ChemBase ID: 1555
• Molecular Formular: C9H17NO5
• Molecular Mass: 219.23498
• Monoisotopic Mass: 219.11067265
• SMILES: CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)O
• Canonical SMILES: OCC([C@H](C(=O)NCCC(=O)O)O)(C)C
• InChI: InChI=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
• InChIKey: GHOKWGTUZJEAQD-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoic acid
• IUPAC Traditional name: (+)-pantothenic acid; DL-pantothenic acid
• Synonyms: pantothenate; vitamin B5; Pantothenic acid; N-[(2r)-2,4-Dihydroxy-3,3-Dimethylbutanoyl]-Beta-Alanine

Database IDs

• CAS Number: 79-83-4
• MDL Number: MFCD00020513
• PubChem SID: 46505022; 160965012
• PubChem CID: 6613

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.3547416
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.5288656
• LogD (pH = 7.4): -4.2778497
• Log P: -1.355375
• Molar Refractivity: 51.5111 cm^3
• Polarizability: 20.437252 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.12
• LOG S: -0.56
• Solubility (Water): 6.05e+01 g/l

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 95+%
• Salt Data: Free Base

DETAILS

DrugBank - DB01783

• Drug Groups: experimental
• Description: A butyryl-beta-alanine that can also be viewed as pantoic acid complexed with BETA ALANINE. It is incorporated into COENZYME A and protects cells against peroxidative damage by increasing the level of GLUTATHIONE. [PubChem]

Selleck Chemicals - S2498

Research Area: Metabolic Disease
Biological Activity:
Pantothenic acid(pantothenate) is a water-soluble vitamin and an essential nutrient for for many animals. Pantothenic acid is used in the synthesis of coenzyme A (CoA). Coenzyme A may act as an acyl group carrier to form acetyl-CoA and other related compounds; this is a way to transport carbon atoms within the cell. CoA is important in energy metabolism for pyruvate to enter the tricarboxylic acid cycle(TCA cycle) as acetyl-CoA, and for α-ketoglutarate to be transformed to succinyl-CoA in the cycle. CoA is also important in the biosynthesis of many important compounds such as fatty acids, cholesterol, and acetylcholine. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Pantothenic_acid