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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:5,6,7,8-tetrahydrobiopterin
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Accession:CHEBI:15372 term browser browse the term
Definition:A biopterin that has formula C9H15N5O3.
Synonyms:exact_synonym: 2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydropteridin-4(3H)-one
 related_synonym: 2-Amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydoro-4(1H)-pteridinone;   BH4;   Formula=C9H15N5O3;   InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17);   InChIKey=FNKQXYHWGSIFBK-UHFFFAOYSA-N;   SMILES=CC(O)C(O)C1CNc2nc(N)[nH]c(=O)c2N1;   Tetrahydrobiopterin
 alt_id: CHEBI:12074;   CHEBI:15219;   CHEBI:26902;   CHEBI:43063;   CHEBI:9480
 xref: Beilstein:544742;   CAS:17528-72-2;   DrugBank:DB00360;   KEGG:C00272
 xref_mesh: MESH:C003402
 xref: PDBeChem:H4B


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5,6,7,8-tetrahydrobiopterin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions EXP sapropterin inhibits the reaction [Fructose results in decreased expression of ADIPOQ mRNA]; sapropterin inhibits the reaction [Fructose results in decreased expression of ADIPOQ protein] CTD PMID:17098227 NCBI chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
JBrowse link
G App amyloid beta precursor protein multiple interactions ISO APP gene mutant form results in increased oxidation of and results in decreased abundance of sapropterin; GW 501516 inhibits the reaction [APP gene mutant form results in increased oxidation of and results in decreased abundance of sapropterin] CTD PMID:22886847 NCBI chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO sapropterin inhibits the reaction [Methotrexate results in increased expression of CDKN1A protein] CTD PMID:22183962 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Epo erythropoietin multiple interactions
increases abundance
ISO EPO protein inhibits the reaction [GCH1 mutant form results in decreased abundance of sapropterin]
EPO protein results in increased abundance of sapropterin
EPO protein inhibits the reaction [[GCH1 gene mutant form results in increased oxidation of sapropterin] which results in increased chemical synthesis of 7,8-dihydrobiopterin]; EPO protein inhibits the reaction [[NOS3 protein co-treated with sapropterin deficiency] results in increased chemical synthesis of Superoxides]; EPO protein inhibits the reaction [HPH1 gene mutant form results in increased oxidation of sapropterin]
CTD PMID:25041251, PMID:25490417 NCBI chr12:22,274,828...22,278,268
Ensembl chr12:22,274,828...22,278,266
JBrowse link
G Gch1 GTP cyclohydrolase 1 decreases abundance
affects abundance
multiple interactions
increases chemical synthesis
ISO GCH1 mutant form results in decreased abundance of sapropterin
GCH1 protein affects the abundance of sapropterin
[GCH1 gene mutant form results in increased oxidation of sapropterin] which results in increased chemical synthesis of 7,8-dihydrobiopterin; [resveratrol results in increased expression of GCH1 mRNA] which results in increased abundance of sapropterin; EPO protein inhibits the reaction [[GCH1 gene mutant form results in increased oxidation of sapropterin] which results in increased chemical synthesis of 7,8-dihydrobiopterin]; GCH1 gene mutant form results in increased oxidation of and results in decreased abundance of sapropterin
GCH1 protein results in increased chemical synthesis of sapropterin
EPO protein inhibits the reaction [GCH1 mutant form results in decreased abundance of sapropterin]
CTD PMID:14551046, PMID:20610621, PMID:21963838, PMID:25041251, PMID:25490417 NCBI chr15:23,935,011...23,968,971
Ensembl chr15:23,934,585...23,969,011
JBrowse link
G Nos3 nitric oxide synthase 3 increases activity
multiple interactions
ISO sapropterin results in increased activity of NOS3 protein
sapropterin deficiency inhibits the reaction [NOS3 protein results in increased abundance of Superoxides]; sapropterin deficiency promotes the reaction [NOS3 protein results in increased abundance of Superoxides]
[NOS3 protein co-treated with sapropterin deficiency] results in increased chemical synthesis of Superoxides; EPO protein inhibits the reaction [[NOS3 protein co-treated with sapropterin deficiency] results in increased chemical synthesis of Superoxides]
CTD PMID:19011239, PMID:23753407, PMID:25490417 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
JBrowse link
G Sct secretin increases abundance ISO SCT protein results in increased abundance of sapropterin CTD PMID:16168596 NCBI chr 1:214,264,865...214,277,437
Ensembl chr 1:214,264,754...214,265,668
JBrowse link
G Snca synuclein alpha increases abundance ISO SNCA mutant form results in increased abundance of sapropterin CTD PMID:24148766 NCBI chr 4:90,782,412...90,883,236
Ensembl chr 4:90,782,374...90,882,285
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO sapropterin inhibits the reaction [Methotrexate results in increased expression of TP53 protein] CTD PMID:22183962 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link
sapropterin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions EXP sapropterin inhibits the reaction [Fructose results in decreased expression of ADIPOQ mRNA]; sapropterin inhibits the reaction [Fructose results in decreased expression of ADIPOQ protein] CTD PMID:17098227 NCBI chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
JBrowse link
G App amyloid beta precursor protein multiple interactions ISO APP gene mutant form results in increased oxidation of and results in decreased abundance of sapropterin; GW 501516 inhibits the reaction [APP gene mutant form results in increased oxidation of and results in decreased abundance of sapropterin] CTD PMID:22886847 NCBI chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO sapropterin inhibits the reaction [Methotrexate results in increased expression of CDKN1A protein] CTD PMID:22183962 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Epo erythropoietin multiple interactions
increases abundance
ISO EPO protein inhibits the reaction [GCH1 mutant form results in decreased abundance of sapropterin]
EPO protein results in increased abundance of sapropterin
EPO protein inhibits the reaction [[GCH1 gene mutant form results in increased oxidation of sapropterin] which results in increased chemical synthesis of 7,8-dihydrobiopterin]; EPO protein inhibits the reaction [[NOS3 protein co-treated with sapropterin deficiency] results in increased chemical synthesis of Superoxides]; EPO protein inhibits the reaction [HPH1 gene mutant form results in increased oxidation of sapropterin]
CTD PMID:25041251, PMID:25490417 NCBI chr12:22,274,828...22,278,268
Ensembl chr12:22,274,828...22,278,266
JBrowse link
G Gch1 GTP cyclohydrolase 1 decreases abundance
affects abundance
multiple interactions
increases chemical synthesis
ISO GCH1 mutant form results in decreased abundance of sapropterin
GCH1 protein affects the abundance of sapropterin
[GCH1 gene mutant form results in increased oxidation of sapropterin] which results in increased chemical synthesis of 7,8-dihydrobiopterin; [Resveratrol results in increased expression of GCH1 mRNA] which results in increased abundance of sapropterin; EPO protein inhibits the reaction [[GCH1 gene mutant form results in increased oxidation of sapropterin] which results in increased chemical synthesis of 7,8-dihydrobiopterin]; GCH1 gene mutant form results in increased oxidation of and results in decreased abundance of sapropterin
GCH1 protein results in increased chemical synthesis of sapropterin
EPO protein inhibits the reaction [GCH1 mutant form results in decreased abundance of sapropterin]
CTD PMID:14551046, PMID:20610621, PMID:21963838, PMID:25041251, PMID:25490417 NCBI chr15:23,935,011...23,968,971
Ensembl chr15:23,934,585...23,969,011
JBrowse link
G Nos3 nitric oxide synthase 3 increases activity
multiple interactions
ISO sapropterin results in increased activity of NOS3 protein
sapropterin deficiency inhibits the reaction [NOS3 protein results in increased abundance of Superoxides]; sapropterin deficiency promotes the reaction [NOS3 protein results in increased abundance of Superoxides]
[NOS3 protein co-treated with sapropterin deficiency] results in increased chemical synthesis of Superoxides; EPO protein inhibits the reaction [[NOS3 protein co-treated with sapropterin deficiency] results in increased chemical synthesis of Superoxides]
CTD PMID:19011239, PMID:23753407, PMID:25490417 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
JBrowse link
G Sct secretin increases abundance ISO SCT protein results in increased abundance of sapropterin CTD PMID:16168596 NCBI chr 1:214,264,865...214,277,437
Ensembl chr 1:214,264,754...214,265,668
JBrowse link
G Snca synuclein alpha increases abundance ISO SNCA mutant form results in increased abundance of sapropterin CTD PMID:24148766 NCBI chr 4:90,782,412...90,883,236
Ensembl chr 4:90,782,374...90,882,285
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO sapropterin inhibits the reaction [Methotrexate results in increased expression of TP53 protein] CTD PMID:22183962 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        biochemical role 19282
          cofactor 15531
            coenzyme 854
              5,6,7,8-tetrahydrobiopterin 9
                (6R)-5,6,7,8-tetrahydrobiopterin 0
                (6R)-L-threo-tetrahydrobiopterin 0
                4a-hydroxytetrahydrobiopterin + 0
                5,6,7,8-tetrahydrobiopterin radical cation 0
                L-erythro-5,6,7,8-tetrahydrobiopterin 0
                sapropterin + 9
                tetrahydrodictyopterin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  organic heteropolycyclic compound 17824
                                    organic heterobicyclic compound 16744
                                      pteridines 10194
                                        pterins 9357
                                          biopterins 11
                                            5,6,7,8-tetrahydrobiopterin 9
                                              (6R)-5,6,7,8-tetrahydrobiopterin 0
                                              (6R)-L-threo-tetrahydrobiopterin 0
                                              4a-hydroxytetrahydrobiopterin + 0
                                              5,6,7,8-tetrahydrobiopterin radical cation 0
                                              L-erythro-5,6,7,8-tetrahydrobiopterin 0
                                              sapropterin + 9
                                              tetrahydrodictyopterin 0
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.