CHEBI:36183 - ferriheme a

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ferriheme a
ChEBI ID CHEBI:36183
ChEBI ASCII Name ferriheme a
Definition A ferriheme in which the 1-hydroxy group has S-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gemma Holliday
Secondary ChEBI IDs CHEBI:134067
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C49H58FeN4O6
Net Charge +1
Average Mass 854.855
Monoisotopic Mass 852.35437
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;+3/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 HIXFOFPPNIASLP-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
Roles Classification
Biological Role(s): 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 )
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ferriheme a (CHEBI:36183) has role cofactor (CHEBI:23357)
ferriheme a (CHEBI:36183) is a ferriheme (CHEBI:38574)
ferriheme a (CHEBI:36183) is a heme a (CHEBI:24479)
ferriheme a (CHEBI:36183) is conjugate acid of ferriheme a(1−) (CHEBI:60532)
Incoming ferriheme a(1−) (CHEBI:60532) is conjugate base of ferriheme a (CHEBI:36183)
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}di(propanoato)(2−)]iron(1+)
Synonyms Sources
(cytoporphyrinato)iron(1+) ChEBI
(cytoporphyrinato)iron(III) ChEBI
(S)-ferriheme a ChEBI
HEME-AS PDBeChem
Manual Xref Database
HAS PDBeChem
View more database links
Citations Waiting for Citations Types Sources
170266 PubMed citation Europe PMC
7885224 PubMed citation Europe PMC
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).