(3R,4S,5S,6R)-6-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 127903
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: O(C[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O)[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
• Canonical SMILES: OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12+/m1/s1
• InChIKey: DLRVVLDZNNYCBX-RTPHMHGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S,6R)-6-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol
• IUPAC Systematic name: 6-O-α-D-Glucopyranosyl-D-glucopyranose
• IUPAC Traditional name: brachiose
• Synonyms: 6-O-α-D-Glucopyranosyl-D-glucose; Isomaltose; O-α-D-glucopyranosyl-α[1-6]-α-D-glucopyranoside; Isomaltose

Database IDs

• CAS Number: 499-40-1
• EC Number: 207-879-1
• MDL Number: MFCD00065373
• Beilstein Number: 93355
• PubChem SID: 162222220; 24896112
• PubChem CID: 439193
• CHEBI ID: 113902
• Chemspider ID: 388333
• MeSH Name: Isomaltose
• Wikipedia Title: Isomaltose

CALCULATED PROPERTIES

• Acid pKa: 11.2481985
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.703376
• LogD (pH = 7.4): -4.7034364
• Log P: -4.703375
• Molar Refractivity: 68.3367 cm^3
• Polarizability: 28.969793 Å^3
• Polar Surface Area: 189.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder
• Optical Rotation: [α]20/D +107±4°, 24 hr, 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; 2-8°C

Product Information

• Purity: ~98% (TLC); ≥98.0% (HPLC)
• Impurities: ≤1% maltose
• Empirical Formula (Hill Notation): C12H22O11