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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 chr16:76,654,725...76,726,092
Ensembl chr16:76,653,660...76,728,801 		JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity
decreases 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 chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		JBrowse link
G Casp8 caspase 8 decreases activity ISO protoporphyrin IX results in decreased activity of CASP8 protein CTD PMID:16051694 NCBI chr 9:67,747,109...67,806,699
Ensembl chr 9:67,758,033...67,806,699 		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 chr20:7,150,820...7,161,373
Ensembl chr20:7,153,958...7,164,969 		JBrowse link
G Cycs cytochrome c, somatic affects localization EXP protoporphyrin IX affects the localization of CYCS protein CTD PMID:18845130 NCBI chr 4:80,982,667...80,984,767
Ensembl chr 4:80,982,668...80,984,816
Ensembl chr18:80,982,668...80,984,816 		JBrowse link
G Egfr epidermal growth factor receptor decreases expression ISO protoporphyrin IX results in decreased expression of EGFR protein CTD PMID:23624237 NCBI chr14:95,378,626...95,551,358
Ensembl chr14:95,378,626...95,551,358 		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 6:13,543,252...13,626,147
Ensembl chr 6:13,544,389...13,624,729 		JBrowse link
G Fech ferrochelatase affects abundance ISO FECH protein affects the abundance of protoporphyrin IX CTD PMID:29906468 NCBI chr18:60,215,325...60,248,525
Ensembl chr18:60,215,325...60,249,546 		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 6:110,852,188...110,855,054
Ensembl chr 6:110,852,190...110,855,598 		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 2:169,716,684...169,780,360
Ensembl chr 2:169,716,709...169,779,737 		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 2:167,348,824...167,398,983
Ensembl chr 2:169,646,898...169,696,987 		JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
decreases activity
increases degradation
affects localization 		ISO Adenosine Triphosphate inhibits the reaction [protoporphyrin IX results in decreased activity of HIF1A protein]
protoporphyrin IX results in increased degradation of HIF1A protein
protoporphyrin IX affects the localization of HIF1A protein 		CTD PMID:23624237 NCBI chr 6:98,357,788...98,405,068
Ensembl chr 6:98,359,910...98,405,323 		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 chr19:13,452,365...13,479,823
Ensembl chr19:13,472,884...13,479,818 		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 6:135,523,604...135,529,687
Ensembl chr 6:135,523,616...135,528,499 		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 chr19:30,327,643...30,355,856
Ensembl chr19:30,327,643...30,355,856 		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 chr10:64,313,335...64,349,221
Ensembl chr10:64,313,335...64,401,880 		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 4:11,686,088...11,706,604
Ensembl chr 4:11,686,268...11,706,664 		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 chr13:86,165,327...86,170,362
Ensembl chr13:86,165,349...86,170,370 		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 chr18:31,522,783...31,644,508
Ensembl chr18:31,522,783...31,643,843 		JBrowse link
G Plat plasminogen activator, tissue type decreases expression ISO protoporphyrin IX results in decreased expression of PLAT protein CTD PMID:23624237 NCBI chr16:75,943,061...76,022,037
Ensembl chr16:75,943,064...75,967,696 		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 chr13:64,714,063...64,722,320
Ensembl chr13:64,713,619...64,722,320 		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 5:138,002,522...138,030,742
Ensembl chr 5:138,002,522...138,030,742 		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 chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303 		JBrowse link
G Tspo translocator protein decreases abundance EXP TSPO protein results in decreased abundance of protoporphyrin IX CTD PMID:11020479 NCBI chr 7:116,600,214...116,610,461
Ensembl chr 7:116,600,210...116,610,460 		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 2:206,723,050...206,742,783
Ensembl chr 2:206,723,044...206,742,801 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      biological role 20818
        biochemical role 20264
          metabolite 20245
            protoporphyrin 25
              hematoporphyrin 0
              protoporphyrin monomethyl ester 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            organic molecule 20654
                              organic cyclic compound 20404
                                organic heterocyclic compound 19388
                                  organonitrogen heterocyclic compound 18546
                                    polypyrrole 711
                                      tetrapyrrole 599
                                        cyclic tetrapyrrole 471
                                          porphyrins 389
                                            protoporphyrins 351
                                              protoporphyrin 25
                                                hematoporphyrin 0
                                                protoporphyrin monomethyl ester 0
paths to the root