Haematin

Haematin
Identifiers
3D model (JSmol)
ChemSpider
DrugBank
ECHA InfoCard 100.035.911 Edit this at Wikidata
EC Number
  • 239-518-9
UNII
  • InChI=1S/C34H48N4O4.Fe.H2O/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;;/h7-8,20,24-32,36-37H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42);;1H2/q-2;+3;/p-1 ☒N
  • Key: DVJHGZPPXLPYLP-UHFFFAOYSA-M
  • CC1C2CC3NC(CC4C(=C(C([N-]4)CC5NC(CC(C1CCC(=O)O)[N-]2)C(=C5C)CCC(=O)O)C)C=C)C(=C3C=C)C.[OH-].[Fe+3]
Properties
C34H33FeN4O5
Molar mass 633.506 g·mol−1
insoluble in water, but soluble in alkaline water
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Haematin (also known as hematin, ferriheme, hematosin, hydroxyhemin, oxyheme, phenodin, or oxyhemochromogen) is a dark bluish or brownish pigment containing iron in the ferric state, obtained by the oxidation of haem.

Haematin inhibits the synthesis of porphyrin (by repressing ALAS1 synthesis),[1] and stimulates the synthesis of globin. For this reason, it is used in the treatment of porphyrias.[1]

It is a component of cytochromes and peroxidases. Haematin derived synthetically from hemin is used as a reagent.

References

  1. ^ a b Rodwell, Victor W. (2018). Harper's Illustrated Biochemistry (31st ed.). McGraw-Hill Education. p. 311. ISBN 978-1-25-983794-4.


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