3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoic acid

• ChemBase ID: 128815
• Molecular Formular: C9H17NO5
• Molecular Mass: 219.23498
• Monoisotopic Mass: 219.11067265
• SMILES: CC(C)(CO)C(O)C(=O)NCCC(=O)O
• Canonical SMILES: OCC(C(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)
• InChIKey: GHOKWGTUZJEAQD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoic acid
• IUPAC Systematic name: 3-(2,4-Dihydroxy-3,3-dimethylbutanamido)propanoic acid
• IUPAC Traditional name: pantothenic acid
• Synonyms: Pantothenic acid

Database IDs

• CAS Number: 599-54-2
• EC Number: 209-965-4
• Beilstein Number: 1727062, 1727064 R
• PubChem SID: 162223119
• PubChem CID: 988
• CHEBI ID: 7916
• CHEMBL: 1594
• Chemspider ID: 963
• DrugBank ID: DB01783
• KEGG ID: D07413
• MeSH Name: Pantothenic+Acid
• Unique Ingredient Identifier: 568ET80C3D
• Wikipedia Title: Pantothenic_acid

CALCULATED PROPERTIES

• 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

PROPERTIES

Physical Property

• Melting Point: 183.83°C
• Boiling Point: 551.5°C
• Density: 1.266 g mL^-1
• Partition Coefficient: -0.856
• pKa: 4.299
• pKb: 9.698