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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 (facilitated glucose transporter), 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 4:119,108,745...119,137,330
Ensembl chr 4:119,108,711...119,137,983
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G Slc2a2 solute carrier family 2 (facilitated glucose transporter), member 2 multiple interactions
increases uptake
EXP
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 3:28,697,903...28,728,361
Ensembl chr 3:28,697,903...28,731,359
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 21720
    role 21698
      biological role 21696
        biochemical role 20921
          metabolite 20874
            fundamental metabolite 13138
              glucose 2275
                D-glucose 2275
                  aldehydo-D-glucose 1099
                    3-O-methyl-D-glucose 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 21720
    subatomic particle 21706
      composite particle 21706
        hadron 21706
          baryon 21706
            nucleon 21706
              atomic nucleus 21706
                atom 21706
                  main group element atom 21621
                    p-block element atom 21621
                      carbon group element atom 21426
                        carbon atom 21327
                          organic molecular entity 21327
                            heteroorganic entity 20991
                              organochalcogen compound 20270
                                organooxygen compound 20194
                                  carbohydrates and carbohydrate derivatives 12847
                                    carbohydrate 12847
                                      monosaccharide 4298
                                        aldose 2678
                                          aldohexose 2316
                                            glucose 2275
                                              D-glucose 2275
                                                aldehydo-D-glucose 1099
                                                  3-O-methyl-D-glucose 2
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