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CHEBI:60052 - siroheme(8−)

ChEBI IDCHEBI:60052
ChEBI Namesiroheme(8−)
Stars
ASCII Namesiroheme(8-)
DefinitionA cyclic tetrapyrrole anion obtained by deprotonation of the carboxy groups of siroheme; major species at pH 7.3.
Last Modified26 July 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC42H36FeN4O16
Net Charge-8
Average Mass908.607
Monoisotopic Mass908.15196
SMILESC[C@@]1(CC(=O)[O-])C2=CC3=[N+]4C(=Cc5c(CCC(=O)[O-])c(CC(=O)[O-])c6[n]5[Fe-2]45[N]2C(=CC2=[N+]5C(=C6)[C@@H](CCC(=O)[O-])[C@]2(C)CC(=O)[O-])[C@H]1CCC(=O)[O-])C(CCC(=O)[O-])=C3CC(=O)[O-]
InChIInChI=1S/C42H46N4O16.Fe/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29;/h13-16,23-24H,3-12,17-18H2,1-2H3,(H10,43,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q;+2/p-10/t23-,24-,41+,42+;/m1./s1
InChIKeyDLKSSIHHLYNIKN-QIISWYHFSA-D
Species of MetaboliteComponentSourceComments
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Biological Roles:
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
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).
prosthetic group  A tightly bound, specific nonpolypeptide unit in a protein determining and involved in its biological activity.
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).
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).
ChEBI Ontology
Outgoing Relation(s)
siroheme(8−) (CHEBI:60052) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
siroheme(8−) (CHEBI:60052) has role cofactor (CHEBI:23357)
siroheme(8−) (CHEBI:60052) is a cyclic tetrapyrrole anion (CHEBI:58941)
siroheme(8−) (CHEBI:60052) is a heme (CHEBI:30413)
siroheme(8−) (CHEBI:60052) is conjugate base of siroheme (CHEBI:28599)
Incoming Relation(s)
siroheme (CHEBI:28599) is conjugate acid of siroheme(8−) (CHEBI:60052)
IUPAC Name 
[3,3',3'',3'''-[(7S,8S,12S,13S)-3,8,13,17-tetrakis(carboxymethyl)-8,13-dimethyl-7,8,12,13-tetrahydroporphyrin-2,7,12,18-tetrayl-κN21,κN22,κN23,κN24]tetrapropanoato(10−)]ferrate(6−)
Synonym  Source
siroheme hexaanionChEBI
UniProt Name  Source
sirohemeUniProt