(2S,3R,4S,5R,6R)-2-{[(2R,3S,4S,5S)-4,5-dihydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 134135
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]1[C@H](O[C@]([C@H]1O)(CO)O)CO)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)(O)CO
• InChI: InChI=1S/C12H22O11/c13-1-4-6(16)7(17)8(18)11(21-4)22-9-5(2-14)23-12(20,3-15)10(9)19/h4-11,13-20H,1-3H2/t4-,5-,6+,7+,8-,9-,10+,11+,12+/m1/s1
• InChIKey: JCQLYHFGKNRPGE-WJONTELPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4S,5S)-4,5-dihydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4S,5S)-4,5-dihydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 4-O-β-D-Galactopyranosyl-D-fructofuranose; 4-O-β-D-Galactopyranosyl-D-fructose; Lactulose

Database IDs

• CAS Number: 4618-18-2
• EC Number: 225-027-7
• MDL Number: MFCD00151469
• Beilstein Number: 93773
• PubChem SID: 162228412; 24896485; 24882124
• PubChem CID: 16217605

CALCULATED PROPERTIES

• Acid pKa: 10.279233
• 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

• Optical Rotation: [α]20/D -48±2°, 24 hr, c = 1% in H2O

Safety Information

• RTECS: LS6965000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%; ≥98.0% (HPLC)
• Grade: purum
• Empirical Formula (Hill Notation): C12H22O11

DETAILS

Sigma Aldrich - 61360

Application
Lactulose, a disaccharide composed of fructose and galactose units, is used as an osmolyte that relieves constipation and supports probiotic processes in the intestine and colon. Lactulose helps stabilize blood glucose and insulin levels.