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siroheme

Structure via PubChem · Public domain (PubChem)

EntityQ409882· pop 9· linked from 53 articles

Also known as sirohaem

thumb|Structure of siroheme

Chemical data

Formula
C42H44FeN4O16
Molecular weight
916.7 g/mol
IUPAC name
iron(2+);3-[(2S,3S,7S,8S)-7,13,17-tris(2-carboxyethyl)-3,8,12,18-tetrakis(carboxymethyl)-3,8-dimethyl-2,7-dihydroporphyrin-21,23-diid-2-yl]propanoic acid
SMILES
C[C@@]1([C@@H](C2=CC3=NC(=CC4=C(C(=C([N-]4)C=C5[C@@]([C@@H](C(=N5)C=C1[N-]2)CCC(=O)O)(C)CC(=O)O)CC(=O)O)CCC(=O)O)C(=C3CC(=O)O)CCC(=O)O)CCC(=O)O)CC(=O)O.[Fe+2]
InChIKey
DLKSSIHHLYNIKN-QIISWYHFSA-L
Polar surface area
325 Ų
H-bond donors
8
H-bond acceptors
20
Formal charge
0

via PubChem

Wikidata facts

Has part
carbon
Mass
916.21
Show 3 more facts
chemical formula
C₄₂H₄₄FeN₄O₁₆
canonical SMILES
CC1(C(C2=CC3=NC(=CC4=C(C(=C([N-]4)C=C5C(C(C(=N5)C=C1[N-]2)CCC(=O)O)(C)CC(=O)O)CC(=O)O)CCC(=O)O)C(=C3CC(=O)O)CCC(=O)O)CCC(=O)O)CC(=O)O.[Fe+2]
isomeric SMILES
C[C@@]1([C@@H](C2=CC3=NC(=CC4=C(C(=C([N-]4)C=C5[C@@]([C@@H](C(=N5)C=C1[N-]2)CCC(=O)O)(C)CC(=O)O)CC(=O)O)CCC(=O)O)C(=C3CC(=O)O)CCC(=O)O)CCC(=O)O)CC(=O)O.[Fe+2]
Sources (1)

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Encyclopedic overview

4 sections
Contents
  • Biosynthesis
  • See also
  • References
  • Further reading

thumb|Structure of siroheme

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.

Excerpted from Wikipedia’s “siroheme” article, available under the CC BY-SA 4.0 licence.

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