(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}oxane-3,4,5-triol hydrate

• ChemBase ID: 155570
• Molecular Formular: C12H24O12
• Molecular Mass: 360.31176
• Monoisotopic Mass: 360.12677621
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]1[C@H]([C@@H](C(O1)(CO)O)O)O)O)O)O)O.O
• Canonical SMILES: OC[C@H]1O[C@H](OC[C@H]2OC([C@H]([C@@H]2O)O)(O)CO)[C@@H]([C@H]([C@@H]1O)O)O.O
• InChI: InChI=1S/C12H22O11.H2O/c13-1-4-6(15)8(17)9(18)11(22-4)21-2-5-7(16)10(19)12(20,3-14)23-5;/h4-11,13-20H,1-3H2;1H2/t4-,5-,6-,7-,8+,9-,10+,11+,12?;/m1./s1
• InChIKey: XZKUCJJNNDINKX-HGLHLWFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}oxane-3,4,5-triol hydrate
• IUPAC Traditional name: palatinose hydrate
• Synonyms: 6-O-α-D-Glucopyranosyl-D-fructose; Isomaltulose hydrate; Palatinose hydrate

Database IDs

• CAS Number: 343336-76-5
• EC Number: 237-282-1
• MDL Number: MFCD11100373
• Beilstein Number: 93820
• PubChem SID: 162249708; 24898263
• PubChem CID: 52994241

CALCULATED PROPERTIES

• Acid pKa: 10.279238
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.528842
• LogD (pH = 7.4): -4.5294075
• Log P: -4.528835
• Molar Refractivity: 68.7741 cm^3
• Polarizability: 28.969793 Å^3
• Polar Surface Area: 189.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Sweetness: 0.5-0.6 × sucrose

Safety Information

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

Product Information

• Purity: ≥99%
• Salt Data: H2O
• Empirical Formula (Hill Notation): C12H22O11 · xH2O
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - P2007

Biochem/physiol Actions
Palatinose is a disaccharide having an α(1→6) linkage between D-glucose and D-fructose and is similar to sucrose in its physicochemical properties. It is produced from sucrose in some bacteria by the action of sucrose isomerase. In mammalian gut, palatinose is hydrolyzed and absorbed much more slowly than sucrose.
Packaging
1, 5, 25 g in poly bottle
10 mg in autosmp vl