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CHEBI:15430 - protoporphyrin

ChEBI IDCHEBI:15430
ChEBI Nameprotoporphyrin
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:8592, CHEBI:14959, CHEBI:14960, CHEBI:14961, CHEBI:26358
Last Modified22 February 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC34H34N4O4
Net Charge0
Average Mass562.670
Monoisotopic Mass562.25801
SMILESC=CC1=C(C)c2cc3nc(cc4nc(cc5nc(cc1n2)c(C)c5CCC(=O)O)C(CCC(=O)O)=C4C)c(C)c3C=C
InChIInChI=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-
InChIKeyKSFOVUSSGSKXFI-UJJXFSCMSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
Application:
photosensitizing agent  A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells.
ChEBI Ontology
Outgoing Relation(s)
protoporphyrin (CHEBI:15430) has role Escherichia coli metabolite (CHEBI:76971)
protoporphyrin (CHEBI:15430) has role metabolite (CHEBI:25212)
protoporphyrin (CHEBI:15430) has role mouse metabolite (CHEBI:75771)
protoporphyrin (CHEBI:15430) has role photosensitizing agent (CHEBI:47868)
protoporphyrin (CHEBI:15430) is a protoporphyrins (CHEBI:26361)
protoporphyrin (CHEBI:15430) is conjugate acid of protoporphyrin(2−) (CHEBI:57306)
protoporphyrin (CHEBI:15430) is conjugate acid of protoporphyrinate (CHEBI:36159)
Incoming Relation(s)
hematoporphyrin (CHEBI:36162) has functional parent protoporphyrin (CHEBI:15430)
protoporphyrin monomethyl ester (CHEBI:36160) has functional parent protoporphyrin (CHEBI:15430)
protoporphyrin(2−) (CHEBI:57306) is conjugate base of protoporphyrin (CHEBI:15430)
protoporphyrinate (CHEBI:36159) is conjugate base of protoporphyrin (CHEBI:15430)
IUPAC Name 
7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-dipropanoic acid
Synonyms  Source
3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acidHMDB
3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic acidIUPAC
H2ppIXIUPAC
Kammerer's prophyrinNIST Chemistry WebBook
ooporphyrinChemIDplus
Porphyrinogen IXKEGG COMPOUND
Manual XrefsDatabases
3500DrugCentral
C00007370KNApSAcK
C02191KEGG COMPOUND
DB02285DrugBank
HMDB0000241HMDB
PP9PDBeChem
Protoporphyrin_IXWikipedia
PROTOPORPHYRIN_IXMetaCyc
Registry NumbersSources
Gmelin:251232Gmelin
Reaxys:380795Reaxys
Beilstein:635160Beilstein
Beilstein:635161Beilstein
CAS:553-12-8KEGG COMPOUND
CAS:553-12-8NIST Chemistry WebBook
CAS:553-12-8ChemIDplus
Citations