(3R,4S,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one

• ChemBase ID: 103295
• Molecular Formular: C6H10O6
• Molecular Mass: 178.14
• Monoisotopic Mass: 178.04773804
• SMILES: O=C1O[C@@H]([C@H](O)CO)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]([C@@H]1OC(=O)[C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/m1/s1
• InChIKey: SXZYCXMUPBBULW-LECHCGJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
• IUPAC Traditional name: (3R,4S,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
• Synonyms: D-(-)-Gulono-1,4-lactone; D-Gulono γ-lactone; D-Gulono-1,4-lactone; D-Gulonic acid γ-lactone; D-Gulonic acid-1,4-lactone; D-Gulonic acid β-lactone; D-(-)-GULONO-γ-LACTONE; D-Gulonolactone; 1,4-D-Gulonolactone; NSC 34392; D-Gulono-1,4-lactone; D-(-)-古洛糖酸-1,4-内酯; D-古洛糖酸 γ-内酯; D-古洛糖酸-1,4-内酯; D-(-)-古洛糖酸 γ-内酯

Database IDs

• CAS Number: 6322-07-2
• EC Number: 228-678-5
• MDL Number: MFCD00005391
• Beilstein Number: 83012
• PubChem SID: 162103002; 24853122
• PubChem CID: 165105

CALCULATED PROPERTIES

• Acid pKa: 11.62354
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.7452736
• LogD (pH = 7.4): -2.745299
• Log P: -2.745273
• Molar Refractivity: 34.7788 cm^3
• Polarizability: 14.633189 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Crystals
• Melting Point: 179-181°C; 182-188 °C(lit.)
• Optical Rotation: [α]20/D -55°, c = 4 in H2O

Safety Information

• Storage Condition: -20°C Freezer; Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C6H10O6

DETAILS

MP Biomedicals - 02151217

Crystalline

Sigma Aldrich - 219355

Packaging
25 g in glass bottle