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CHEBI:15430 - protoporphyrin

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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