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InChI=1S/C34H34N4O4.ClH.Fe/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;;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);1H;/q;;+3/p-3/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16?;;
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559:(a key enzyme in the synthesis of the porphyrins) by biochemical feedback, which in turn reduces the production of porphyrins and of the toxic precursors of heme. In such pharmacological contexts, hemin is typically formulated with
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and to stabilize the compound, which is potentially reactive if allowed to circulate in free-form. Such pharmacological forms of hemin are sold under a range of trade names including the trademarks
Panhematin and Normosang.
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synthesized hemin, for which he was awarded the Nobel Prize in
Chemistry in 1930. Fischer's procedure involves treating defibrinated blood with a solution of sodium chloride in acetic acid.
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580:. Teichmann discovered that blood pigments can form microscopic crystals. Thus, crystals of hemin are occasionally referred to as 'Teichmann crystals'.
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596:, when hemoglobin is heated with glacial acetic acid (saturated with saline). This can be used to detect blood traces.
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ion in hematin. The iron ion in haem is ferrous (Fe), whereas it is ferric (Fe) in both hemin and hematin.
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555:. Administration of hemin can reduce heme deficits in such patients, thereby suppressing the activity of
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A lyophilised form of hemin is used as a pharmacological agent in certain cases for the treatment of
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chiefly in that the coordinating ion is a chloride ion in hemin, whereas the coordinating ion is a
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OC(=O)CCC=5C1=C\C6=N\C(=C/c3n2(Cl)N1C(=C\C4=N\C(=C/c2c(C=C)c3C)C(/C)=C4/C=C)/C=5C)C(\C)=C6\CCC(O)=O
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Hemin is endogenously produced in the human body, for example during the turnover of old
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Proceedings of the
National Academy of Sciences of the United States of America
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643:"The effect of pressure on the oxidation state of iron. 3. Hemin and hematin"
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or vascular injury. Several proteins in human blood bind to hemin, such as
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prior to administration by a medical professional, to reduce the risk of
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Sherris medical microbiology: an introduction to infectious diseases
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753:"On hemin and the relationships between hemin and chlorophyll"
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Hemin is considered the "X factor" required for the growth of
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Class of compounds; (chloro)porphyrinato iron(III) complexes
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Chemically, hemin differs from the related heme-compound
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Hemin can be produced from hemoglobin by the so-called
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Hemin was first crystallized out of blood in 1853, by
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527:. It can form inappropriately as a result of
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628:"Regulatory Decision Summary for Panhematin"
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641:Grenoble DC, Drickamer HG (December 1968).
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859:at the U.S. National Library of Medicine
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474:with chlorine that can be formed from a
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832:. New York: McGraw-Hill. p. 395.
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738:Electronic Medicines Compendium (eMC)
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828:Sherris JC, Ryan KJ, Ray CL (2004).
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557:delta-amino-levulinic acid synthase
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813:: CS1 maint: overridden setting (
772:: CS1 maint: overridden setting (
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704:"Panhematin for Acute Porphyria"
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431:Key:BTIJJDXEELBZFS-UKFHATERSA-K
466:; ferric chloride heme) is an
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1:
708:American Porphyria Foundation
23:. For the Buddhist monk, see
553:acute intermittent porphyria
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787:Fischer H (1941). "Hemin".
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316:Chemical and physical data
18:
762:. Nobel Prize Foundation.
551:attacks, particularly in
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74:Consumer Drug Information
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861:Medical Subject Headings
801:10.15227/orgsyn.021.0053
19:For the given name, see
671:10.1073/pnas.61.4.1177
607:Haemophilus influenzae
578:Ludwik Karol Teichmann
502:iron (Fe) ion with a
572:History of isolation
89:Intravenous infusion
662:1968PNAS...61.1177G
543:Pharmacological use
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630:. 23 October 2014.
21:Hemin (given name)
496:protoporphyrin IX
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385:Interactive image
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656:(4): 1177–82.
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306:ChEMBL1628226
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58:Clinical data
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25:Haemin (monk)
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904:Orphan drugs
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809:cite journal
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718:30 September
716:. Retrieved
712:the original
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582:Hans Fischer
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504:coordinating
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470:-containing
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126:Legal status
120:Legal status
29:
751:Fischer H.
734:"Normosang"
368: g·mol
286:CHEBI:50385
166:Identifiers
899:Porphyrins
893:Categories
789:Org. Synth
614:References
484:hemoglobin
373:3D model (
361:Molar mass
266:743LRP9S7N
237:ChemSpider
201:16009-13-5
192:CAS Number
175:IUPAC name
146:Schedule D
588:Forensics
565:phlebitis
549:porphyria
533:hemopexin
529:hemolysis
518:hydroxide
494:Hemin is
490:Chemistry
472:porphyrin
82:Routes of
68:Drugs.com
883:Medicine
768:cite web
509:ligand.
507:chloride
450:(verify)
246:21160444
96:ATC code
690:5249803
658:Bibcode
514:hematin
322:Formula
226:5318002
212:PubChem
142: /
138::
112:)
106: (
104:B06AB01
869:Portal
863:(MeSH)
836:
795:: 53.
688:
681:225235
678:
500:ferric
480:heme B
464:haemin
399:SMILES
366:651.95
297:ChEMBL
157:℞-only
155:
144:
140:℞-only
857:Hemin
756:(PDF)
646:(PDF)
600:Other
460:Hemin
419:InChI
375:JSmol
277:ChEBI
34:Hemin
834:ISBN
815:link
774:link
720:2017
686:PMID
535:and
476:heme
468:iron
257:UNII
64:AHFS
797:doi
676:PMC
666:doi
216:CID
109:WHO
895::
811:}}
807:{{
793:21
791:.
770:}}
766:{{
758:.
736:.
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684:.
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664:.
654:61
652:.
648:.
610:.
539:.
342:Fe
339:Cl
336:32
330:34
151:US
135:CA
871::
842:.
817:)
803:.
799::
776:)
740:.
722:.
692:.
668::
660::
462:(
377:)
354:4
351:O
348:4
345:N
333:H
327:C
153::
66:/
27:.
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