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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 chr16:69,952,286...70,024,404
Ensembl chr16:69,951,778...70,023,636
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 decreases activity ISO protoporphyrin IX results in decreased activity of CASP8 protein CTD PMID:16051694 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
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 chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cycs cytochrome c, somatic affects localization EXP protoporphyrin IX affects the localization of CYCS protein CTD PMID:18845130 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
JBrowse link
G Egfr epidermal growth factor receptor decreases expression ISO protoporphyrin IX results in decreased expression of EGFR protein CTD PMID:23624237 NCBI chr14:91,176,931...91,349,722
Ensembl chr14:91,177,067...91,344,382
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 6:7,790,236...7,871,246
Ensembl chr 6:7,790,647...7,871,228
JBrowse link
G Fech ferrochelatase affects abundance ISO FECH protein affects the abundance of protoporphyrin IX CTD PMID:29906468 NCBI chr18:57,945,123...57,978,327
Ensembl chr18:57,945,122...57,979,348
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 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
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 2:167,418,615...167,482,293
Ensembl chr 2:167,418,640...167,481,671
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 2:167,348,825...167,398,916
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 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
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 chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 6:129,702,376...129,707,907
Ensembl chr 6:129,702,383...129,707,268
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 chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
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 chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
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 chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
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 chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375
JBrowse link
G Plat plasminogen activator, tissue type decreases expression ISO protoporphyrin IX results in decreased expression of PLAT protein CTD PMID:23624237 NCBI chr16:69,240,582...69,265,177
Ensembl chr16:69,240,585...69,268,223
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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
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 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tspo translocator protein decreases abundance EXP TSPO protein results in decreased abundance of protoporphyrin IX CTD PMID:11020479 NCBI chr 7:114,720,188...114,730,450
Ensembl chr 7:114,720,188...114,730,450
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 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        biochemical role 19389
          metabolite 19364
            protoporphyrin 25
              hematoporphyrin 0
              protoporphyrin monomethyl ester 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                organic heterocyclic compound 18591
                                  organonitrogen heterocyclic compound 17643
                                    polypyrrole 664
                                      tetrapyrrole 554
                                        cyclic tetrapyrrole 426
                                          porphyrins 352
                                            protoporphyrins 333
                                              protoporphyrin 25
                                                hematoporphyrin 0
                                                protoporphyrin monomethyl ester 0
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