(3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-13C5)oxane-2-carboxylic acid

• ChemBase ID: 169682
• Molecular Formular: C6H10O7
• Molecular Mass: 200.09532903
• Monoisotopic Mass: 200.06278169
• SMILES: [13C@@H]1([13C@@H]([13CH]([13CH](O[13CH]1[13C](=O)O)O)O)O)O
• Canonical SMILES: O[13CH]1O[13CH]([13C](=O)O)[13C@H]([13C@@H]([13CH]1O)O)O
• InChI: InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3?,4?,6?/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1
• InChIKey: AEMOLEFTQBMNLQ-KSUUZWBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-^1^3C₅)oxane-2-carboxylic acid
• IUPAC Traditional name: (3S,4S)-3,4,5,6-tetrahydroxy(2,3,4,5,6-^1^3C₅)oxane-2-carboxylic acid
• Synonyms: D-(+)-Glucuronic Acid-13C6; Glucosiduronic Acid-13C6; Glucuronic Acid-13C6; D-Glucuronic Acid-[UL-13C6]

Database IDs

• PubChem SID: 162263814
• PubChem CID: 71317101

CALCULATED PROPERTIES

• Acid pKa: 3.207791
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.8822365
• LogD (pH = 7.4): -6.0563807
• Log P: -2.6122646
• Molar Refractivity: 35.7908 cm^3
• Polarizability: 15.209947 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G596852

Labelled D-Glucuronic Acid (G596850). D-Glucuronic acid is widely distributed in the plant and animal kingdoms. D-Glucuronic acid usually occurs in ‘’paired’’ form as a glycosidic combination with phenols, alcohols. Such glucuronides form in the liver to

REFERENCES

• Levene, M., et al.: J. Biol. Chem., 92, 257 (1931)
• Miyamoto, I., et al.: Anal. Biochem., 115, 308 (1931)