(2R,3S,4R,5R)-6-{[2-(dimethylamino)acetyl]oxy}-2,3,4,5-tetrahydroxyhexanoic acid

• ChemBase ID: 128811
• Molecular Formular: C10H19NO8
• Molecular Mass: 281.25976
• Monoisotopic Mass: 281.11106657
• SMILES: OC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)COC(=O)CN(C)C
• Canonical SMILES: O[C@@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)COC(=O)CN(C)C
• InChI: InChI=1S/C10H19NO8/c1-11(2)3-6(13)19-4-5(12)7(14)8(15)9(16)10(17)18/h5,7-9,12,14-16H,3-4H2,1-2H3,(H,17,18)/t5-,7-,8+,9-/m1/s1
• InChIKey: ZQTHOIGMSJMBLM-BUJSFMDZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-6-{[2-(dimethylamino)acetyl]oxy}-2,3,4,5-tetrahydroxyhexanoic acid
• IUPAC Traditional name: pangamic acid
• Synonyms: Vitamin B₁₅; d-gluconodimethylamino acetic acid; Pangamic acid

Database IDs

• CAS Number: 20858-86-0
• PubChem SID: 162223115
• PubChem CID: 45934203
• Wikipedia Title: Pangamic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.9789648
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -5.783672
• LogD (pH = 7.4): -6.3505683
• Log P: -5.765952
• Molar Refractivity: 60.8515 cm^3
• Polarizability: 24.77577 Å^3
• Polar Surface Area: 147.76 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true