(2R,3R,4S,5R)-2,3,4,6-tetrahydroxy-5-sulfanylhexanal

• ChemBase ID: 103555
• Molecular Formular: C6H12O5S
• Molecular Mass: 196.22148
• Monoisotopic Mass: 196.04054448
• SMILES: OC[C@@H](S)[C@@H](O)[C@H](O)[C@@H](O)C=O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)S
• InChI: InChI=1S/C6H12O5S/c7-1-3(9)5(10)6(11)4(12)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m0/s1
• InChIKey: IJJLRUSZMLMXCN-SLPGGIOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2,3,4,6-tetrahydroxy-5-sulfanylhexanal
• IUPAC Traditional name: (2R,3R,4S,5R)-2,3,4,6-tetrahydroxy-5-sulfanylhexanal
• Synonyms: 5-THIO-D-GLUCOSE

Database IDs

• CAS Number: 20408-97-3
• EC Number: 243-798-8
• PubChem SID: 162090756
• PubChem CID: 88527

CALCULATED PROPERTIES

• Acid pKa: 9.552115
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -2.6131094
• LogD (pH = 7.4): -2.6159034
• Log P: -2.6130736
• Molar Refractivity: 43.5556 cm^3
• Polarizability: 17.58518 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: LZ7500000

DETAILS

MP Biomedicals - 02152128

Crystalline
Acts as an inhibitor of cellular transport of D-glucose and D-glucose mediated insulin release.

REFERENCES

• Kurup, C.K.R., and Sanadi, D.R., Biochemistry, 7: 4483, (1968).