siroheme (CHEBI:28599)

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CHEBI:28599 - siroheme

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ChEBI Name	siroheme

ChEBI ID	CHEBI:28599

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:9166, CHEBI:26690

Supplier Information	No supplier information found for this compound.

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M END): 23 ms

reading 107 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

107 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Molfile

Wikipedia	License
Siroheme (or sirohaem) is a heme-like prosthetic group at the active sites of some enzymes to accomplish the six-electron reduction of sulfur and nitrogen. It is a cofactor at the active site of sulfite reductase, which plays a major role in sulfur assimilation pathway, converting sulfite into sulfide, which can be incorporated into the organic compound homocysteine.
Read full article at Wikipedia

Formula

C42H44FeN4O16

Net Charge

Average Mass

916.66100

Monoisotopic Mass

916.21017

InChI

InChI=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-2/t23-,24-,41+,42+;/m1./s1

InChIKey

DLKSSIHHLYNIKN-QIISWYHFSA-L

SMILES

C[C@]1(CC(O)=O)[C@H](CCC(O)=O)C2=CC3=[N+]4C(=Cc5c(CC(O)=O)c(CCC(O)=O)c6C=C7C(CCC(O)=O)=C(CC(O)=O)C8=[N+]7[Fe--]4(N2C1=C8)n56)[C@@H](CCC(O)=O)[C@]3(C)CC(O)=O

Metabolite of Species	Details
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Biological Role(s):	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). (via porphyrins ) 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	siroheme (CHEBI:28599) has role Escherichia coli metabolite (CHEBI:76971) siroheme (CHEBI:28599) has role cofactor (CHEBI:23357) siroheme (CHEBI:28599) is a heme (CHEBI:30413) siroheme (CHEBI:28599) is conjugate acid of siroheme(8−) (CHEBI:60052)

Incoming	siroheme(8−) (CHEBI:60052) is conjugate base of siroheme (CHEBI:28599)

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(2−)]iron

Synonyms	Sources
sirohaem	COMe
Siroheme	KEGG COMPOUND
SIROHEME	PDBeChem

Manual Xrefs	Databases
C00007626	KNApSAcK
C00748	KEGG COMPOUND
DB02832	DrugBank
MOL000015	COMe
Siroheme	Wikipedia
SRM	PDBeChem
View more database links

Registry Number	Type	Source
52553-42-1	CAS Registry Number	ChemIDplus

Last Modified

26 July 2019

CHEBI:28599 - siroheme

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