(1R,2S,3R,4S,5R)-5-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol hydrate

• ChemBase ID: 134332
• Molecular Formular: C7H14O7
• Molecular Mass: 210.18186
• Monoisotopic Mass: 210.07395279
• SMILES: C1[C@@H]2[C@@H]([C@H]([C@@H]([C@](O1)(O2)CO)O)O)O.O
• Canonical SMILES: OC[C@@]12OC[C@@H](O1)[C@@H]([C@H]([C@@H]2O)O)O.O
• InChI: InChI=1S/C7H12O6.H2O/c8-2-7-6(11)5(10)4(9)3(13-7)1-12-7;/h3-6,8-11H,1-2H2;1H2/t3-,4-,5-,6+,7-;/m1./s1
• InChIKey: TXADMKCMMLBFTL-CQJQEINESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,4S,5R)-5-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol hydrate
• IUPAC Traditional name: sedoheptulosan hydrate
• Synonyms: 2,7-Anhydro-β-D-altro-heptulopyranose; Sedoheptulosan; Sedoheptulose anhydride monohydrate

Database IDs

• CAS Number: 469-90-9
• EC Number: 207-424-7
• MDL Number: MFCD00150523
• PubChem SID: 24899556; 162228609
• PubChem CID: 16219957

CALCULATED PROPERTIES

• Acid pKa: 12.046997
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.226631
• LogD (pH = 7.4): -2.2266405
• Log P: -2.2266307
• Molar Refractivity: 38.8132 cm^3
• Polarizability: 16.329601 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Biological Source: from Sedum spectabile

DETAILS

Sigma Aldrich - S3375

Preparation Note
Prepared by a modified procedure of LaForge, F.B. and Hudson, C.S., J. Biol. Chem., 30, 61 (1917).