[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(prop-2-en-1-yloxy)oxan-2-yl]methyl acetate

• ChemBase ID: 149507
• Molecular Formular: C17H24O10
• Molecular Mass: 388.36646
• Monoisotopic Mass: 388.13694697
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OCC=C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: C=CCO[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C17H24O10/c1-6-7-22-17-16(26-12(5)21)15(25-11(4)20)14(24-10(3)19)13(27-17)8-23-9(2)18/h6,13-17H,1,7-8H2,2-5H3/t13-,14-,15+,16-,17-/m1/s1
• InChIKey: CRUHDGOVWKFJBM-NQNKBUKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(prop-2-en-1-yloxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(prop-2-en-1-yloxy)oxan-2-yl]methyl acetate
• Synonyms: Allyl-tetra-O-acetyl-β-D-glucopyranoside; 烯丙基-四-O-乙酰基-β-D-吡喃葡萄糖苷

Database IDs

• CAS Number: 10343-15-4
• MDL Number: MFCD03427087
• PubChem SID: 162243672; 24878930
• PubChem CID: 7077020

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.20633875
• LogD (pH = 7.4): 0.20633875
• Log P: 0.20633875
• Molar Refractivity: 86.4433 cm^3
• Polarizability: 35.80612 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 87-90 °C(lit.)
• Optical Rotation: [α]20/D -23°, c = 1 in chloroform

Safety Information

• 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: 98%
• Empirical Formula (Hill Notation): C17H24O10
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 547301

Packaging
1 g in glass bottle