(2S,3R,4S,5R)-oxane-2,3,4,5-tetrol

• ChemBase ID: 3070
• Molecular Formular: C5H10O5
• Molecular Mass: 150.1299
• Monoisotopic Mass: 150.05282342
• SMILES: C1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O
• Canonical SMILES: O[C@@H]1CO[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5+/m1/s1
• InChIKey: SRBFZHDQGSBBOR-LECHCGJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R)-oxane-2,3,4,5-tetrol
• IUPAC Traditional name: α-D-xylose
• Synonyms: Xylopyranose; D-(+)-Xylose; (2S,3R,4S,5R)-oxane-2,3,4,5-tetrol; D-(+)-木糖

Database IDs

• CAS Number: 58-86-6
• EC Number: 200-400-7
• MDL Number: MFCD20731172; MFCD00151475
• Beilstein Number: 1562108
• Merck Index: 1410087
• PubChem SID: 162103337
• PubChem CID: 6027

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.310624
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.3022048
• LogD (pH = 7.4): -2.3022575
• Log P: -2.3022044
• Molar Refractivity: 29.9609 cm^3
• Polarizability: 12.6405 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.57
• LOG S: 0.91
• Solubility (Water): 1.22e+03 g/l

PROPERTIES

Physical Property

• Melting Point: 147-151°C
• Flash Point: > 100°C(212°F)
• Density: 1.525
• Optical Rotation: +19 (c=10 in water + NH4OH)
• Hydrophobicity(logP): -2.181

Safety Information

• Storage Warning: Hygroscopic
• RTECS: ZF2285000
• TSCA Listed: 是

Product Information

• Purity: 95%; 98+%

DETAILS

DrugBank - DB03389

Drug information: experimental

REFERENCES

• For conversion to the useful chiral synthon (2S,4S)-2,4,5-trihydroxypentanoic acid 4,5-acetonide methyl ester, see: Org. Synth. Coll., 9, 717 (1998).