(3R,4S,5R)-3,4-dihydroxy-5-[(2S,3S)-1,2,3,4-tetrahydroxybutyl]oxolan-2-one

• ChemBase ID: 147507
• Molecular Formular: C8H14O8
• Molecular Mass: 238.19196
• Monoisotopic Mass: 238.06886741
• SMILES: C([C@@H]([C@@H](C([C@@H]1[C@H]([C@H](C(=O)O1)O)O)O)O)O)O
• Canonical SMILES: OC[C@@H]([C@@H](C([C@H]1OC(=O)[C@@H]([C@@H]1O)O)O)O)O
• InChI: InChI=1S/C8H14O8/c9-1-2(10)3(11)4(12)7-5(13)6(14)8(15)16-7/h2-7,9-14H,1H2/t2-,3-,4?,5-,6+,7+/m0/s1
• InChIKey: NUYDBDGECBIUPJ-MOXBBVEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5R)-3,4-dihydroxy-5-[(2S,3S)-1,2,3,4-tetrahydroxybutyl]oxolan-2-one
• IUPAC Traditional name: (3R,4S,5R)-3,4-dihydroxy-5-[(2S,3S)-1,2,3,4-tetrahydroxybutyl]oxolan-2-one
• Synonyms: α,β-Glucooctanoic γ-lactone; α,β-葡萄糖辛酸 γ-内酯

Database IDs

• CAS Number: 6968-62-3
• EC Number: 230-185-5
• MDL Number: MFCD00006646
• PubChem SID: 162241695; 24852412
• PubChem CID: 16211514

CALCULATED PROPERTIES

• Acid pKa: 11.592891
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -4.0059433
• LogD (pH = 7.4): -4.005971
• Log P: -4.0059433
• Molar Refractivity: 46.7038 cm^3
• Polarizability: 19.66389 Å^3
• Polar Surface Area: 147.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 188 °C (dec.)(lit.)
• Optical Rotation: [α]24/D +26°, c = 3 in H2O

Safety Information

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

Product Information

• Empirical Formula (Hill Notation): C8H14O8

DETAILS

Sigma Aldrich - 206644

Packaging
500 mg in glass bottle