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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:sapropterin
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Accession:CHEBI:59560 term browser browse the term
Definition:A tetrahydropterin that is 2-amino-5,6,7,8-tetrahydropteridin-4(3H)-one in which a hydrogen at position 6 is substituted by a 1,2-dihydroxypropyl group (6R,1'R,2'S-enantiomer).
Synonyms:exact_synonym: (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydropteridin-4(3H)-one
 related_synonym: (-)-(6R)-2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4(3H)-pteridinone;   (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin;   (6R)-L-erythro-tetrahydrobiopterin;   2-Amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydoro-4(1H)-pteridinone;   5,6,7,8-Tetrahydrobiopterin;   6R-5,6,7,8-tetrahydrobiopterin;   6R-BH4;   6R-L-5,6,7,8-tetrahydrobiopterin;   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)/t3-,4+,6-/m0/s1;   InChIKey=FNKQXYHWGSIFBK-RPDRRWSUSA-N;   R-THBP;   SMILES=[H][C@@]1(CNc2nc(N)[nH]c(=O)c2N1)[C@@H](O)[C@H](C)O;   sapropterina;   sapropterinum;   tetrahydrobiopterin
 alt_id: CHEBI:64242
 xref: Beilstein:4699705;   CAS:17528-72-2;   CAS:27070-47-9;   DrugBank:DB00360;   Drug_Central:2612;   HMDB:HMDB0000787;   KEGG:C00272;   KEGG:D08505;   KNApSAcK:C00018229
 xref_mesh: MESH:C003402
 xref: MetaCyc:CPD-14053;   PDBeChem:H4B;   PMID:10333495;   PMID:1297822;   PMID:16510994;   PMID:19627172;   PMID:21466737;   PMID:21646032;   PMID:22110560;   PMID:22112818;   PMID:22310224;   PMID:22388642;   PMID:22391997;   PMID:22575621;   PMID:22832064;   PMID:23235653;   PMID:23266371;   PMID:23430527;   PMID:23430545;   PMID:23436109;   PMID:23462988;   PMID:23690520;   PMID:23705856;   PMID:23712020;   PMID:23743404;   PMID:4004257;   Patent:EP191335;   Patent:US4713454;   Reaxys:4699705;   Wikipedia:Sapropterin


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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 19816
    role 19764
      biological role 19764
        biochemical role 19313
          cofactor 15548
            sapropterin 9
              sapropterin dihydrochloride 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic molecule 19522
                              organic cyclic compound 19320
                                organic heterocyclic compound 18432
                                  organic heteropolycyclic compound 17844
                                    organic heterobicyclic compound 16765
                                      pteridines 10197
                                        pterins 9359
                                          biopterins 11
                                            5,6,7,8-tetrahydrobiopterin 9
                                              sapropterin 9
                                                sapropterin dihydrochloride 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.