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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:3-O-methyl-D-glucose
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Accession:CHEBI:73918 term browser browse the term
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.
Synonyms:related_synonym: 3-O-methylglucose;   3-methyl-D-glucose;   3-methylglucose;   Formula=C7H14O6;   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;   SMILES=CO[C@H]([C@@H](O)C=O)[C@H](O)[C@H](O)CO
 xref: CAS:146-72-5
 xref_mesh: MESH:D019325
 xref: MetaCyc:CPD0-1937;   PMID:16889517;   PMID:18147489;   PMID:19320596;   PMID:22272261;   PMID:22533396;   PMID:8455036;   Reaxys:1725356


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3-O-methyl-D-glucose term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G SLC2A1 solute carrier family 2 member 1 multiple interactions
increases uptake
decreases transport
EXP Pentobarbital inhibits the reaction [SLC2A1 protein results in increased uptake of 3-O-Methylglucose]; Pentobarbital promotes the reaction [SLC2A1 gene polymorphism results in decreased uptake of 3-O-Methylglucose]; Phenobarbital inhibits the reaction [SLC2A1 protein results in increased uptake of 3-O-Methylglucose]; Phenobarbital promotes the reaction [SLC2A1 gene polymorphism results in decreased uptake of 3-O-Methylglucose]
SLC2A1 protein mutant form results in decreased transport of 3-O-Methylglucose
CTD PMID:10590023 PMID:11603379 NCBI chr 1:42,925,353...42,958,868
Ensembl chr 1:42,925,353...42,958,893
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G SLC2A2 solute carrier family 2 member 2 multiple interactions
increases uptake
ISO Fluorouracil promotes the reaction [SLC2A2 protein results in increased uptake of 3-O-Methylglucose]; Phloretin inhibits the reaction [Fluorouracil promotes the reaction [SLC2A2 protein results in increased uptake of 3-O-Methylglucose]]; Phloretin inhibits the reaction [SLC2A2 protein results in increased uptake of 3-O-Methylglucose]
Cytochalasin B inhibits the reaction [SLC2A2 protein results in increased uptake of 3-O-Methylglucose]; Mercuric Chloride inhibits the reaction [SLC2A2 protein results in increased uptake of 3-O-Methylglucose]
CTD PMID:10825458 PMID:15986457 NCBI chr 3:170,996,341...171,026,721
Ensembl chr 3:170,996,347...171,026,743
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 24513
    role 24424
      biological role 24391
        biochemical role 23782
          metabolite 23705
            fundamental metabolite 13233
              glucose 2289
                D-glucose 2289
                  aldehydo-D-glucose 1073
                    3-O-methyl-D-glucose 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 24513
    subatomic particle 24471
      composite particle 24471
        hadron 24471
          baryon 24471
            nucleon 24471
              atomic nucleus 24471
                atom 24471
                  main group element atom 24327
                    p-block element atom 24327
                      carbon group element atom 24112
                        carbon atom 24074
                          organic molecular entity 24074
                            heteroorganic entity 23434
                              organochalcogen compound 22942
                                organooxygen compound 22776
                                  carbohydrates and carbohydrate derivatives 13104
                                    carbohydrate 13104
                                      monosaccharide 4393
                                        aldose 2712
                                          aldohexose 2330
                                            glucose 2289
                                              D-glucose 2289
                                                aldehydo-D-glucose 1073
                                                  3-O-methyl-D-glucose 2
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