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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 chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564
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 chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561
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 chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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 chr12:19,204,258...19,207,948
Ensembl chr12:19,204,508...19,207,946
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 chr15:20,404,267...20,437,727
Ensembl chr15:20,402,527...20,437,698
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 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
JBrowse link
G Sct secretin increases abundance ISO SCT protein results in increased abundance of sapropterin CTD PMID:16168596 NCBI chr 1:196,382,941...196,383,635
Ensembl chr 1:196,382,856...196,383,658
JBrowse link
G Snca synuclein alpha increases abundance ISO SNCA mutant form results in increased abundance of sapropterin CTD PMID:24148766 NCBI chr 4:89,696,420...89,797,240
Ensembl chr 4:89,696,420...89,796,262
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 chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19812
    role 19763
      biological role 19763
        biochemical role 19380
          cofactor 15785
            sapropterin 9
              sapropterin dihydrochloride 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19710
                    p-block element atom 19710
                      carbon group element atom 19631
                        carbon atom 19621
                          organic molecular entity 19621
                            organic molecule 19562
                              organic cyclic compound 19356
                                organic heterocyclic compound 18596
                                  organic heteropolycyclic compound 18063
                                    organic heterobicyclic compound 16877
                                      pteridines 10225
                                        pterins 9385
                                          biopterins 11
                                            5,6,7,8-tetrahydrobiopterin 9
                                              sapropterin 9
                                                sapropterin dihydrochloride 0
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