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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:protoporphyrin
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Accession:CHEBI:15430 term browser browse the term
Definition:A cyclic tetrapyrrole that consists of porphyrin bearing four methyl substituents at positions 3, 8, 13 and 17, two vinyl substituents at positions 7 and 12 and two 2-carboxyethyl substituents at positions 2 and 18. The parent of the class of protoporphyrins.
Synonyms:exact_synonym: 7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-dipropanoic acid
 related_synonym: 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid;   3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic acid;   Formula=C34H34N4O4;   H2ppIX;   InChI=1S/C34H34N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;   InChIKey=KSFOVUSSGSKXFI-UJJXFSCMSA-N;   Kammerer's prophyrin;   Porphyrinogen IX;   Protoporphyrin IX;   SMILES=Cc1c(CCC(O)=O)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(C)c5C=C)c(C)c4C=C)c(C)c3CCC(O)=O;   ooporphyrin
 alt_id: CHEBI:14959;   CHEBI:14960;   CHEBI:14961;   CHEBI:26358;   CHEBI:8592
 xref: Beilstein:635160;   Beilstein:635161;   CAS:553-12-8;   DrugBank:DB02285;   Drug_Central:3500;   Gmelin:251232;   HMDB:HMDB0000241;   KEGG:C02191;   KNApSAcK:C00007370
 xref_mesh: MESH:C028025
 xref: MetaCyc:PROTOPORPHYRIN_IX;   PDBeChem:PP9;   PMID:18625294;   PMID:19005892;   PMID:20961864;   PMID:21146529;   PMID:21167148;   PMID:21668870;   PMID:21760730;   PMID:21913427;   PMID:23533060;   Reaxys:380795;   Wikipedia:Protoporphyrin_IX
 cyclic_relationship: is_conjugate_acid_of CHEBI:36159;   is_conjugate_acid_of CHEBI:57306


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protoporphyrin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atp7b ATPase copper transporting beta multiple interactions
decreases chemical synthesis
ISO ATP7B gene mutant form promotes the reaction [Copper results in decreased abundance of protoporphyrin IX]
ATP7B gene mutant form results in decreased chemical synthesis of protoporphyrin IX
CTD PMID:19888908 NCBI chr16:74,865,516...74,944,935
Ensembl chr16:74,865,516...74,945,286
JBrowse link
G Casp3 caspase 3 multiple interactions
decreases activity
increases activity
EXP
ISO
Doxorubicin promotes the reaction [protoporphyrin IX results in increased activity of CASP3 protein]
protoporphyrin IX results in decreased activity of CASP3 protein
CTD PMID:16051694, PMID:18845130 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 decreases activity ISO protoporphyrin IX results in decreased activity of CASP8 protein CTD PMID:16051694 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions EXP protoporphyrin IX inhibits the reaction [[Sulfasalazine results in increased expression of HMOX1 protein] which results in increased expression of CDKN1A protein] CTD PMID:19234301 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Cycs cytochrome c, somatic affects localization EXP protoporphyrin IX affects the localization of CYCS protein CTD PMID:18845130 NCBI chr 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
JBrowse link
G Egfr epidermal growth factor receptor decreases expression ISO protoporphyrin IX results in decreased expression of EGFR protein CTD PMID:23624237 NCBI chr14:99,919,485...100,104,136
Ensembl chr14:99,919,485...100,098,796
JBrowse link
G Epas1 endothelial PAS domain protein 1 affects localization ISO protoporphyrin IX affects the localization of EPAS1 protein CTD PMID:23624237 NCBI chr 6:10,306,508...10,385,239
Ensembl chr 6:10,306,405...10,387,265
JBrowse link
G Fech ferrochelatase affects abundance ISO FECH protein affects the abundance of protoporphyrin IX CTD PMID:29906468 NCBI chr18:59,941,992...59,975,192
Ensembl chr18:59,941,992...59,975,192
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO protoporphyrin IX results in increased expression of FOS mRNA CTD PMID:10381381 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Gucy1a1 guanylate cyclase 1 soluble subunit alpha 1 multiple interactions ISO Polysorbates promotes the reaction [protoporphyrin IX results in increased activity of [GUCY1A1 protein binds to GUCY1B1 protein]]; protoporphyrin IX results in increased activity of [GUCY1A1 protein binds to GUCY1B1 protein] CTD PMID:22171090 NCBI chr 2:181,045,694...181,103,321
Ensembl chr 2:181,045,703...181,102,918
JBrowse link
G Gucy1b1 guanylate cyclase 1 soluble subunit beta 1 multiple interactions ISO Polysorbates promotes the reaction [protoporphyrin IX results in increased activity of [GUCY1A1 protein binds to GUCY1B1 protein]]; protoporphyrin IX results in increased activity of [GUCY1A1 protein binds to GUCY1B1 protein] CTD PMID:22171090 NCBI chr 2:180,976,939...181,026,001
Ensembl chr 2:180,976,939...181,026,024
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
affects localization
increases degradation
decreases activity
ISO Adenosine Triphosphate inhibits the reaction [protoporphyrin IX results in decreased activity of HIF1A protein]
protoporphyrin IX affects the localization of HIF1A protein
protoporphyrin IX results in increased degradation of HIF1A protein
CTD PMID:23624237 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
decreases activity
EXP protoporphyrin IX inhibits the reaction [[Sulfasalazine results in increased expression of HMOX1 protein] which results in increased expression of CDKN1A protein]; protoporphyrin IX inhibits the reaction [Hemin results in increased activity of HMOX1 protein]
protoporphyrin IX results in decreased activity of HMOX1 protein
CTD PMID:18845130, PMID:19234301 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Hsp90aa1 heat shock protein 90 alpha family class A member 1 decreases response to substance ISO HSP90AA1 protein results in decreased susceptibility to protoporphyrin IX CTD PMID:23624237 NCBI chr 6:135,107,262...135,112,793
Ensembl chr 6:135,107,271...135,112,775
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases expression ISO protoporphyrin IX results in decreased expression of MMP2 mRNA; protoporphyrin IX results in decreased expression of MMP2 protein CTD PMID:23624237 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO protoporphyrin IX inhibits the reaction [Plant Extracts inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein]] CTD PMID:21827494 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Nos3 nitric oxide synthase 3 decreases expression ISO protoporphyrin IX results in decreased expression of NOS3 protein CTD PMID:23624237 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 multiple interactions ISO NR1I3 protein affects the reaction [oxadiazon results in increased abundance of protoporphyrin IX] CTD PMID:26710982 NCBI chr13:89,585,072...89,591,278
Ensembl chr13:89,586,283...89,591,277
JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 decreases expression ISO protoporphyrin IX results in decreased expression of NR3C1 protein CTD PMID:23624237 NCBI chr18:31,728,373...32,704,022
Ensembl chr18:31,728,373...31,749,647
JBrowse link
G Plat plasminogen activator, tissue type decreases expression ISO protoporphyrin IX results in decreased expression of PLAT protein CTD PMID:23624237 NCBI chr16:74,098,263...74,122,897
Ensembl chr16:74,098,260...74,122,889
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO protoporphyrin IX inhibits the reaction [Plant Extracts inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein]] CTD PMID:21827494 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Slc2a1 solute carrier family 2 member 1 decreases expression ISO protoporphyrin IX results in decreased expression of SLC2A1 mRNA CTD PMID:23624237 NCBI chr 5:138,154,677...138,182,897
Ensembl chr 5:138,154,673...138,182,897
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO protoporphyrin IX inhibits the reaction [16-(4-fluorophenoxy)lipoxin A4 inhibits the reaction [TNF results in increased expression of VCAM1 protein]] CTD PMID:15901601 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tspo translocator protein decreases abundance EXP TSPO protein results in decreased abundance of protoporphyrin IX CTD PMID:11020479 NCBI chr 7:124,460,358...124,470,610
Ensembl chr 7:124,460,358...124,470,609
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO protoporphyrin IX inhibits the reaction [16-(4-fluorophenoxy)lipoxin A4 inhibits the reaction [TNF results in increased expression of VCAM1 protein]] CTD PMID:15901601 NCBI chr 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biochemical role 19281
          metabolite 19262
            protoporphyrin 25
              hematoporphyrin 0
              protoporphyrin monomethyl ester 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  organonitrogen heterocyclic compound 17460
                                    polypyrrole 609
                                      tetrapyrrole 497
                                        cyclic tetrapyrrole 368
                                          porphyrins 341
                                            protoporphyrins 322
                                              protoporphyrin 25
                                                hematoporphyrin 0
                                                protoporphyrin monomethyl ester 0
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