Marvin  06041314052D          

 13 12  0  0  1  0            999 V2000
   18.4556  -32.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4484  -31.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3061  -33.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3061  -34.4556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1567  -32.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1567  -31.1346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0072  -33.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9928  -34.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8577  -32.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8577  -31.1427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6939  -33.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7083  -34.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0072  -30.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  3  4  1  6  0  0  0
  5  3  1  0  0  0  0
  5  6  1  6  0  0  0
  7  5  1  0  0  0  0
 13  6  1  0  0  0  0
  7  8  1  6  0  0  0
  9  7  1  0  0  0  0
  9 10  1  1  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
M  END
> <ID>
CHEBI:73918

> <NAME>
3-O-methyl-D-glucose

> <DEFINITION>
A D-aldohexose that is D-glucose in which the hydrogen of the hydroxy group at position 3 has been substituted by a methyl group. It is a non-metabolisable glucose analogue that is not phosphorylated by hexokinase and is used as a marker to assess glucose transport by evaluating its uptake within various cells and organ systems.

> <STAR>
3

> <SYNONYM>
O(3)-methyl-D-glucose; 3-O-methylglucose; 3-methylglucose; 3-methyl-D-glucose

> <IUPAC_NAME>
3-O-methyl-D-glucose

> <FORMULA>
C7H14O6

> <MASS>
194.18250

> <MONOISOTOPIC_MASS>
194.07904

> <CHARGE>
0

> <SMILES>
CO[C@H]([C@@H](O)C=O)[C@H](O)[C@H](O)CO

> <INCHI>
InChI=1S/C7H14O6/c1-13-7(5(11)3-9)6(12)4(10)2-8/h3-8,10-12H,2H2,1H3/t4-,5+,6-,7-/m1/s1

> <INCHIKEY>
RMTFNDVZYPHUEF-XZBKPIIZSA-N

> <CAS_REGISTRY_NUMBER>
146-72-5

> <REAXYS_REGISTRY_NUMBER>
1725356

> <CHEMIDPLUS>
146-72-5

> <METACYC_ACCESSION>
CPD0-1937

> <PUBMED_CITATION>
16889517; 18147489; 19320596; 22272261; 22533396; 8455036

$$$$