(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one

• ChemBase ID: 102770
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: O=C([C@@H](O)[C@@H](O)[C@H](O)CO)CO
• Canonical SMILES: OC[C@H]([C@@H]([C@@H](C(=O)CO)O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6-/m1/s1
• InChIKey: BJHIKXHVCXFQLS-PQLUHFTBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
• IUPAC Traditional name: tagatose
• Synonyms: D-(-)-TAGATOSE; D-Tagatose; Tagatose; D-(-)-Tagatose; D-塔格糖

Database IDs

• CAS Number: 17598-81-1; 87-81-0
• EC Number: 201-772-3
• MDL Number: MFCD00134449
• Beilstein Number: 1724555
• Merck Index: 149030
• PubChem SID: 162090364; 24900070
• PubChem CID: 92092
• Chemspider ID: 83142
• Wikipedia Title: Tagatose

CALCULATED PROPERTIES

• Acid pKa: 9.481385
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.2670772
• LogD (pH = 7.4): -3.2706153
• Log P: -3.267032
• Molar Refractivity: 37.5618 cm^3
• Polarizability: 15.251392 Å^3
• Polar Surface Area: 118.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless
• Apperance: White solid
• Melting Point: 129-135°C; 130-133°C; 130-136 °C; 133–135 °C
• Optical Rotation: [α]20/D -6±1°, c = 1% in H2O; -4.7 (c=1 in water)
• Sweetness: 0.9 × sucrose

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: WW1100000
• German water hazard class: 3
• TSCA Listed: 否
• NFPA704:
  

  0

  0

  0
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.5%; ≥99.0% (HPLC); 99%
• Empirical Formula (Hill Notation): C6H12O6

DETAILS

MP Biomedicals - 02102998

Mixed anomers
Crystalline

Sigma Aldrich - T2751

Biochem/physiol Actions
Potential sugar substitute rarely found in nature. Produced using a biotransformation method with L-arabinose isomerase as the biocatalyst and D-galactose as the substrate.1
包装
1, 5 g in poly bottle
100, 250 mg in poly bottle
10 mg in autosmp vl
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T2751.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 86240

Biochem/physiol Actions
Potential sugar substitute rarely found in nature. Produced using a biotransformation method with L-arabinose isomerase as the biocatalyst and D-galactose as the substrate.1