(2S,3R,4S,5R,6R)-2-{[(2R,3S,4R)-4-hydroxy-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 146003
• Molecular Formular: C12H20O9
• Molecular Mass: 308.2818
• Monoisotopic Mass: 308.11073222
• SMILES: C1=CO[C@@H]([C@H]([C@@H]1O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)OC=C[C@H]2O)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H20O9/c13-3-6-8(16)9(17)10(18)12(20-6)21-11-5(15)1-2-19-7(11)4-14/h1-2,5-18H,3-4H2/t5-,6-,7-,8+,9+,10-,11+,12+/m1/s1
• InChIKey: HNXRLRRQDUXQEE-ALURDMBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4R)-4-hydroxy-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4R)-4-hydroxy-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 1,5-Anhydro-2-deoxy-4-O-β-D-galactopyranosyl-D-arabinohex-1-enitol; D-Lactal; 1,5-脱水-2-脱氧-4-O-β-D-吡喃半乳糖基-D-阿拉伯己-1-糖醇; D-乳醛

Database IDs

• CAS Number: 65207-55-8
• MDL Number: MFCD22543637
• PubChem SID: 24870699; 162240203
• PubChem CID: 2734737

CALCULATED PROPERTIES

• Acid pKa: 12.192571
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.4081757
• LogD (pH = 7.4): -3.4081826
• Log P: -3.4081757
• Molar Refractivity: 66.1924 cm^3
• Polarizability: 27.28378 Å^3
• Polar Surface Area: 149.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 196-199 °C(lit.)
• Optical Rotation: [α]20/D +26.5°, c = 1 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C12H20O9

DETAILS

Sigma Aldrich - 471135

Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1
Packaging
100 mg in glass bottle