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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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570:(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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591:. Teichmann discovered that blood pigments can form microscopic crystals. Thus, crystals of hemin are occasionally referred to as 'Teichmann crystals'.
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607:, 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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566:. 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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654:"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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764:"On hemin and the relationships between hemin and chlorophyll"
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Hemin is considered the "X factor" required for the growth of
27:
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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538:. It can form inappropriately as a result of
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639:"Regulatory Decision Summary for Panhematin"
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652:Grenoble DC, Drickamer HG (December 1968).
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870:at the U.S. National Library of Medicine
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485:with chlorine that can be formed from a
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843:. New York: McGraw-Hill. p. 395.
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749:Electronic Medicines Compendium (eMC)
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839:Sherris JC, Ryan KJ, Ray CL (2004).
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568:delta-amino-levulinic acid synthase
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824:: CS1 maint: overridden setting (
783:: CS1 maint: overridden setting (
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715:"Panhematin for Acute Porphyria"
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442:Key:BTIJJDXEELBZFS-UKFHATERSA-K
477:; ferric chloride heme) is an
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1:
719:American Porphyria Foundation
34:. For the Buddhist monk, see
564:acute intermittent porphyria
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798:Fischer H (1941). "Hemin".
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327:Chemical and physical data
29:
773:. Nobel Prize Foundation.
562:attacks, particularly in
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85:Consumer Drug Information
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872:Medical Subject Headings
812:10.15227/orgsyn.021.0053
30:For the given name, see
682:10.1073/pnas.61.4.1177
618:Haemophilus influenzae
589:Ludwik Karol Teichmann
513:iron (Fe) ion with a
583:History of isolation
100:Intravenous infusion
673:1968PNAS...61.1177G
554:Pharmacological use
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641:. 23 October 2014.
32:Hemin (given name)
507:protoporphyrin IX
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396:Interactive image
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16:(Redirected from
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725:on 12 March 2018
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667:(4): 1177–82.
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69:Clinical data
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36:Haemin (monk)
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915:Orphan drugs
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820:cite journal
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729:30 September
727:. Retrieved
723:the original
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593:Hans Fischer
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515:coordinating
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481:-containing
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137:Legal status
131:Legal status
40:
762:Fischer H.
745:"Normosang"
379: g·mol
297:CHEBI:50385
177:Identifiers
910:Porphyrins
904:Categories
800:Org. Synth
625:References
495:hemoglobin
384:3D model (
372:Molar mass
277:743LRP9S7N
248:ChemSpider
212:16009-13-5
203:CAS Number
186:IUPAC name
157:Schedule D
599:Forensics
576:phlebitis
560:porphyria
544:hemopexin
540:hemolysis
529:hydroxide
505:Hemin is
501:Chemistry
483:porphyrin
93:Routes of
79:Drugs.com
894:Medicine
779:cite web
520:ligand.
518:chloride
461:(verify)
257:21160444
107:ATC code
701:5249803
669:Bibcode
525:hematin
333:Formula
237:5318002
223:PubChem
153: /
149::
123:)
117: (
115:B06AB01
880:Portal
874:(MeSH)
847:
806:: 53.
699:
692:225235
689:
511:ferric
491:heme B
475:haemin
410:SMILES
377:651.95
308:ChEMBL
168:℞-only
166:
155:
151:℞-only
18:Haemin
868:Hemin
767:(PDF)
657:(PDF)
611:Other
471:Hemin
430:InChI
386:JSmol
288:ChEBI
45:Hemin
845:ISBN
826:link
785:link
731:2017
697:PMID
546:and
487:heme
479:iron
268:UNII
75:AHFS
808:doi
687:PMC
677:doi
227:CID
120:WHO
906::
822:}}
818:{{
804:21
802:.
781:}}
777:{{
769:.
747:.
717:.
695:.
685:.
675:.
665:61
663:.
659:.
621:.
550:.
353:Fe
350:Cl
347:32
341:34
162:US
146:CA
882::
853:.
828:)
814:.
810::
787:)
751:.
733:.
703:.
679::
671::
473:(
388:)
365:4
362:O
359:4
356:N
344:H
338:C
164::
77:/
38:.
20:)
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