(2S,3S,4R,5R)-4-(benzoyloxy)-2,5-bis[(benzoyloxy)methyl]-2-{[(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(benzoyloxy)methyl]oxan-2-yl]oxy}oxolan-3-yl benzoate

• ChemBase ID: 111376
• Molecular Formular: C68H54O19
• Molecular Mass: 1175.14496
• Monoisotopic Mass: 1174.32592951
• SMILES: O=C(O[C@H]1[C@H](OC(=O)c2ccccc2)[C@H](O[C@]1(O[C@H]1O[C@H](COC(=O)c2ccccc2)[C@@H](OC(=O)c2ccccc2)[C@H](OC(=O)c2ccccc2)[C@H]1OC(=O)c1ccccc1)COC(=O)c1ccccc1)COC(=O)c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OC[C@@]1(O[C@H]2O[C@H](COC(=O)c3ccccc3)[C@H]([C@@H]([C@H]2OC(=O)c2ccccc2)OC(=O)c2ccccc2)OC(=O)c2ccccc2)O[C@@H]([C@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C68H54O19/c69-59(44-25-9-1-10-26-44)77-41-52-54(81-62(72)47-31-15-4-16-32-47)56(83-64(74)49-35-19-6-20-36-49)57(84-65(75)50-37-21-7-22-38-50)67(80-52)87-68(43-79-61(71)46-29-13-3-14-30-46)58(85-66(76)51-39-23-8-24-40-51)55(82-63(73)48-33-17-5-18-34-48)53(86-68)42-78-60(70)45-27-11-2-12-28-45/h1-40,52-58,67H,41-43H2/t52-,53-,54-,55-,56+,57-,58+,67-,68+/m1/s1
• InChIKey: AKIVKIDZMLQJCH-KWOGCLBWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R)-4-(benzoyloxy)-2,5-bis[(benzoyloxy)methyl]-2-{[(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(benzoyloxy)methyl]oxan-2-yl]oxy}oxolan-3-yl benzoate; [(2S,3S,4R,5R)-3,4-bis(benzoyloxy)-5-[(benzoyloxy)methyl]-2-{[(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(benzoyloxy)methyl]oxan-2-yl]oxy}oxolan-2-yl]methyl benzoate; [(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-{[(2S,3S,4R,5R)-3,4-bis(benzoyloxy)-2,5-bis[(benzoyloxy)methyl]oxolan-2-yl]oxy}oxan-2-yl]methyl benzoate
• IUPAC Traditional name: (2S,3S,4R,5R)-4-(benzoyloxy)-2,5-bis[(benzoyloxy)methyl]-2-{[(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(benzoyloxy)methyl]oxan-2-yl]oxy}oxolan-3-yl benzoate; [(2S,3S,4R,5R)-3,4-bis(benzoyloxy)-5-[(benzoyloxy)methyl]-2-{[(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(benzoyloxy)methyl]oxan-2-yl]oxy}oxolan-2-yl]methyl benzoate; [(2R,3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-{[(2S,3S,4R,5R)-3,4-bis(benzoyloxy)-2,5-bis[(benzoyloxy)methyl]oxolan-2-yl]oxy}oxan-2-yl]methyl benzoate
• Synonyms: SUCROSE BENZOATE; D-SACCHAROSE OCTABENZOATE; Sucrose benzoate; 蔗糖苯甲酸酯

Database IDs

• CAS Number: 12738-64-6
• EC Number: 235-795-5
• MDL Number: MFCD00047542
• PubChem SID: 162097084
• PubChem CID: 25113553

CALCULATED PROPERTIES

• H Acceptors: 11
• H Donor: 0
• LogD (pH = 5.5): 15.433564
• LogD (pH = 7.4): 15.433564
• Log P: 15.433564
• Molar Refractivity: 307.3501 cm^3
• Polarizability: 120.91113 Å^3
• Polar Surface Area: 238.09 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: aromatics, ketones and esters: soluble; water, alcohols and aliphatics: insoluble
• Melting Point: 93-100 °C(lit.)
• Optical Rotation: [α]23/D +35°, c = 1 in chloroform
• Transition Temperature: softening point 98 °C (ring and ball)

Safety Information

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

DETAILS

MP Biomedicals - 05220887

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05218913

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 458333

Application
PlasticizerHardening agent for coatings.
Packaging
500 g in poly bottle