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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
ISO 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 5:138,154,677...138,182,897
Ensembl chr 5:138,154,673...138,182,897
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G Slc2a2 solute carrier family 2 member 2 multiple interactions
increases uptake
ISO
EXP
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 2:114,413,427...114,445,418
Ensembl chr 2:114,413,410...114,445,395
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19771
    role 19716
      biological role 19716
        biochemical role 19304
          metabolite 19286
            fundamental metabolite 12676
              glucose 2235
                D-glucose 2235
                  aldehydo-D-glucose 1066
                    3-O-methyl-D-glucose 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19771
    subatomic particle 19770
      composite particle 19770
        hadron 19770
          baryon 19770
            nucleon 19770
              atomic nucleus 19770
                atom 19770
                  main group element atom 19658
                    p-block element atom 19658
                      carbon group element atom 19574
                        carbon atom 19564
                          organic molecular entity 19564
                            heteroorganic entity 19199
                              organochalcogen compound 18946
                                organooxygen compound 18873
                                  carbohydrates and carbohydrate derivatives 12285
                                    carbohydrate 12285
                                      monosaccharide 4253
                                        aldose 2634
                                          aldohexose 2274
                                            glucose 2235
                                              D-glucose 2235
                                                aldehydo-D-glucose 1066
                                                  3-O-methyl-D-glucose 2
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