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154-58-5 molecular structure
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(3S,4R)-2-(hydroxymethyl)oxane-3,4,5-triol

ChemBase ID: 160668
Molecular Formular: C6H12O5
Molecular Mass: 164.15648
Monoisotopic Mass: 164.06847348
SMILES and InChIs

SMILES:
[C@@H]1([C@@H](C(COC1CO)O)O)O
Canonical SMILES:
OCC1OCC([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3?,4?,5-,6-/m1/s1
InChIKey:
MPCAJMNYNOGXPB-SXEFJBAOSA-N

Cite this record

CBID:160668 http://www.chembase.cn/molecule-160668.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3S,4R)-2-(hydroxymethyl)oxane-3,4,5-triol
IUPAC Traditional name
(3S,4R)-2-(hydroxymethyl)oxane-3,4,5-triol
Synonyms
1-Deoxy-D-glucose
Polygalitol
1,5-Anhydro-D-glucitol
1,5-Anhydroglucitol
1,5-Anhydrosorbitol
1-Deoxy-D-glucopyranose
Aceritol
1,5-Anhydro-D-glucitol
1,5-Anhydromannitol
2,6-Anhydro-D-mannitol
Styracit
Styracitol
1,5-Anhydro-D-mannitol
CAS Number
154-58-5
492-93-3
PubChem SID
162254803
PubChem CID
46780406

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 46780406 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.66417  H Acceptors
H Donor LogD (pH = 5.5) -2.5683153 
LogD (pH = 7.4) -2.5683177  Log P -2.5683153 
Molar Refractivity 34.8935 cm3 Polarizability 14.43744 Å3
Polar Surface Area 90.15 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Methanol (Sparingly) expand Show data source
Water expand Show data source
Apperance
White Solid expand Show data source
Melting Point
142-143°C expand Show data source
156-157°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
-20°C Freezer, Under Inert Atmosphere expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A648000 external link
This compound has been isolated from several plant and animal sources, discovered in human cerebrospinal fluid and blood plasma and found to be an inhibitor of several enzymes. Anhydroalditols are a class of reduced sugars which are present in many natur
Toronto Research Chemicals - A648980 external link
A carbohydrate metabolism regulator that has been shown to inhibit gluconeogenesis from lactate plus pyruvate and from substrates that enter the gluconeogenic pathway as triose phosphate.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Yamanouchi, T. et al. Am. J. Physiol. 263, E268 (1992)
  • • Yoshioka, S. et al. Clin. Chem. 30, 188, (1992)
  • • Field, R.A. et al. Bioorg. Med. Chem. Lett. 1, 667 (1992)
  • • Cavallaro, C.L. and Schartz, J. J. Org. Chem. 61, 3863 (1996).
  • • Sinclair, H., et al.: Carbohydr. Res., 127, 146 (1984)
  • • Niwa, T., et al.: J. Chromatogr. Biomed. Appl., 613, 9 (1984)
  • • Harvey, D., et al.: J. Mass Spectrom., 32, 167 (1984)
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PATENTS

PATENTS

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INTERNET

INTERNET

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