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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 Ins1 insulin 1 multiple interactions
increases transport
increases uptake		 EXP Manganese deficiency inhibits the reaction [INS1 protein results in increased uptake of 3-O-Methylglucose]; oxophenylarsine inhibits the reaction [INS1 protein results in increased transport of 3-O-Methylglucose]; pervanadate promotes the reaction [INS1 protein results in increased uptake of 3-O-Methylglucose]; Quercetin inhibits the reaction [pervanadate promotes the reaction [INS1 protein results in increased uptake of 3-O-Methylglucose]] CTD PMID:2185640 PMID:2204694 PMID:8404595 NCBI chr 1:251,244,973...251,245,540
Ensembl chr 1:251,244,973...251,245,536 		JBrowse link
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 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416 		JBrowse link
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 2:111,609,798...111,639,930
Ensembl chr 2:111,611,774...111,639,933 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19932
    role 19904
      biological role 19902
        biochemical role 19598
          metabolite 19585
            fundamental metabolite 14538
              glucose 2840
                D-glucose 2838
                  aldehydo-D-glucose 1684
                    3-O-methyl-D-glucose 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 19932
    subatomic particle 19930
      composite particle 19930
        hadron 19930
          baryon 19930
            nucleon 19930
              atomic nucleus 19930
                atom 19930
                  main group element atom 19876
                    p-block element atom 19876
                      carbon group element atom 19816
                        carbon atom 19812
                          organic molecular entity 19812
                            heteroorganic entity 19559
                              organochalcogen compound 19317
                                organooxygen compound 19231
                                  carbohydrates and carbohydrate derivatives 15298
                                    carbohydrate 15298
                                      monosaccharide 4816
                                        aldose 3235
                                          aldohexose 2886
                                            glucose 2840
                                              D-glucose 2838
                                                aldehydo-D-glucose 1684
                                                  3-O-methyl-D-glucose 3
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