(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydro(4-13C)furan-2-one

• ChemBase ID: 136542
• Molecular Formular: C6H8O6
• Molecular Mass: 177.11677484
• Monoisotopic Mass: 177.03544281
• SMILES: C([C@@H]([C@@H]1[13C](=C(C(=O)O1)O)O)O)O
• Canonical SMILES: OC[C@@H]([C@H]1OC(=O)C(=[13C]1O)O)O
• InChI: InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1/i3+1
• InChIKey: CIWBSHSKHKDKBQ-VZMNSLOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydro(4-^1^3C)furan-2-one
• IUPAC Traditional name: (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy(4-^1^3C)-5H-furan-2-one
• Synonyms: L-Threoascorbic acid-3-13C; Antiscorbutic factor-3-13C; Vitamin C-3-13C; L-Ascorbic acid-3-13C

Database IDs

• MDL Number: MFCD08459692
• PubChem SID: 162230812
• PubChem CID: 71309903

CALCULATED PROPERTIES

• Acid pKa: 4.3599176
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.082243
• LogD (pH = 7.4): -4.8322015
• Log P: -1.9135588
• Molar Refractivity: 37.0321 cm^3
• Polarizability: 14.376429 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 190-194 °C (dec)(lit.)
• Mass Shift: M+1

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98% (CP)
• Isotopic Purity: 99 atom % 13C
• Mol. Weight: mol wt 177.11 by atom % calculation
• Empirical Formula (Hill Notation): 13CC5H8O6

DETAILS

Sigma Aldrich - 699012

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.