CHEBI:36163 - ferroheme a

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ferroheme a
ChEBI ID CHEBI:36163
ChEBI ASCII Name ferroheme a
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C49H58FeN4O6
Net Charge 0
Average Mass 854.855
Monoisotopic Mass 852.35492
InChI InChI=1S/C49H58N4O6.Fe/c1-9-34-31(6)39-25-45-49(46(55)18-12-17-30(5)16-11-15-29(4)14-10-13-28(2)3)33(8)40(52-45)24-44-37(27-54)36(20-22-48(58)59)43(53-44)26-42-35(19-21-47(56)57)32(7)38(51-42)23-41(34)50-39;/h9,13,15,17,23-27,46,55H,1,10-12,14,16,18-22H2,2-8H3,(H4,50,51,52,53,54,56,57,58,59);/q;+2/p-2/b29-15+,30-17+,38-23-,39-25-,40-24-,41-23-,42-26-,43-26-,44-24-,45-25-;/t46-;/m0./s1
InChIKey ZGGYGTCPXNDTRV-PRYGPKJJSA-L
SMILES C1=2N3C(C=C4N5=C(C=C6N7C(=CC8=N(C(=C1)C(=C8CCC(O)=O)C([H])=O)[Fe]735)C(=C6C)CCC(O)=O)C(=C4C)C=C)=C(C2C)[C@H](CC/C=C(\C)/CC/C=C(/CCC=C(C)C)\C)O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
(via heme a )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via heme )
prosthetic group
A tightly bound, specific nonpolypeptide unit in a protein determining and involved in its biological activity.
(via heme )
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).
(via porphyrins )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ferroheme a (CHEBI:36163) has role mouse metabolite (CHEBI:75771)
ferroheme a (CHEBI:36163) is a ferroheme (CHEBI:38573)
ferroheme a (CHEBI:36163) is a heme a (CHEBI:24479)
ferroheme a (CHEBI:36163) is conjugate acid of ferroheme a(2−) (CHEBI:61715)
Incoming ferroheme a(2−) (CHEBI:61715) is conjugate base of ferroheme a (CHEBI:36163)
IUPAC Name
[3,3'-{7-ethenyl-17-formyl-12-[(1S,4E,8E)-1-hydroxy-5,9,13-trimethyltetradeca-4,8,12-trien-1-yl]-3,8,13-trimethylporphyrin-2,18-diyl-κ4N21,N22,N23,N24}dipropanoato(2−)]iron
Synonyms Sources
(cytoporphyrinato)iron(II) ChEBI
{3,3'-[7-ethenyl-17-formyl-12-(1-hydroxy-5,9,13-trimethyltetradeca-4,8,12-trien-1-yl)-3,8,13-trimethylporphyrin-2,18-diyl-κ4N21,N22,N23,N24]dipropanoato(2−)}iron IUPAC
Manual Xrefs Databases
C15670 KEGG COMPOUND
HEA PDBeChem
View more database links
Registry Number Type Source
1206306 Beilstein Registry Number Beilstein
Last Modified
15 April 2020
General Comment
2020-04-15 The structure was updated due to new evidence found in PMID:16204889 which showed that the stereoconfiguration of the hydroxy group is (S).