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

• ChemBase ID: 104287
• 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-/m0/s1
• InChIKey: SXZYCXMUPBBULW-KLVWXMOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
• IUPAC Traditional name: (3R,4S,5S)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
• Synonyms: L-GULONIC-γ-LACTONE; L-Mannonic acid γ-lactone; L-Mannonic γ-lactone; L-Mannono-1,4-lactone; L-MANNONIC ACID-γ-LACTONE; L-甘露糖酸 γ-内酯; L-甘露糖酸-1,4-内酯

Database IDs

• CAS Number: 22430-23-5; 1128-23-0
• MDL Number: MFCD00064332
• PubChem SID: 24857856; 162091437
• PubChem CID: 1149778

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

• Melting Point: 153-155 °C(lit.)
• Optical Rotation: [α]20/D -50.8°, c = 1 in H2O

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

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

DETAILS

MP Biomedicals - 05203540

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02155337

(L-Mannono-1,4-lactone) Crystalline

Sigma Aldrich - 296384

Packaging
5 g in glass bottle