(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(prop-2-en-1-yloxy)oxane-3,4,5-triol

• ChemBase ID: 145159
• Molecular Formular: C9H16O6
• Molecular Mass: 220.21974
• Monoisotopic Mass: 220.09468823
• SMILES: C=CCO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: C=CCO[C@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C9H16O6/c1-2-3-14-9-8(13)7(12)6(11)5(4-10)15-9/h2,5-13H,1,3-4H2/t5-,6+,7+,8-,9+/m1/s1
• InChIKey: XJNKZTHFPGIJNS-NXRLNHOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(prop-2-en-1-yloxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(prop-2-en-1-yloxy)oxane-3,4,5-triol
• Synonyms: Allyl α-D-galactopyranoside; 烯丙基α-D-吡喃半乳糖苷

Database IDs

• CAS Number: 48149-72-0
• MDL Number: MFCD01320363
• PubChem SID: 24873831; 162239369
• PubChem CID: 2735272

CALCULATED PROPERTIES

• Acid pKa: 12.210525
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.5581629
• LogD (pH = 7.4): -1.5581696
• Log P: -1.5581629
• Molar Refractivity: 49.8373 cm^3
• Polarizability: 20.377367 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 141-145 °C(lit.)
• Optical Rotation: [α]20/D +170°, c = 1.5 in H2O

Safety Information

• 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): C9H16O6

DETAILS

Sigma Aldrich - 515566

Packaging
5 g in glass bottle