Details
Stereochemistry | ACHIRAL |
Molecular Formula | C34H36N4O4.2Cl.Sn |
Molecular Weight | 754.29 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Cl-].[Cl-].[Sn+4].CCC1=C(C)C2=CC3=C(CC)C(C)=C([N-]3)C=C4N=C(C=C5[N-]C(=CC1=N2)C(C)=C5CCC(O)=O)C(CCC(O)=O)=C4C
InChI
InChIKey=LLDZJTIZVZFNCM-UHEVNVKKSA-J
InChI=1S/C34H38N4O4.2ClH.Sn/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;;;/h13-16H,7-12H2,1-6H3,(H4,35,36,37,38,39,40,41,42);2*1H;/q;;;+4/p-4/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;;;
Stannsoporfin is a mesoporphyrin derivative patented by Rockefeller University as competitive heme oxygenase (HO) inhibitor for the prevention of hyperbilirubinemia in infants at risk of developing jaundice. Parenteral administration of Stannsoporfin has been shown to suppress or moderate jaundice in a wide variety of experimental and naturally occurring forms of hyperbilirubinemia in animals and man. Stannsoporfin is rapidly cleared from the plasma in animals, in adult humans, and in newborn infants and may inhibit competitive heme oxygenase for prolonged periods. The Stannsoporfin decreases the production of carbon monoxide from heme and increases the biliary excretion of unmetabolized heme but has no effect on the metabolic disposition of preformed bilirubin.
Approval Year
PubMed
Title | Date | PubMed |
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Inhibition of hippocampal heme oxygenase, nitric oxide synthase, and long-term potentiation by metalloporphyrins. | 1994 Nov |
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Protective role of heme oxygenase-1 induction in carbon tetrachloride-induced hepatotoxicity. | 2003 Sep 15 |
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Heme oxygenase-2 deficiency contributes to diabetes-mediated increase in superoxide anion and renal dysfunction. | 2006 Apr |
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Heme oxygenase-1 enhances renal mitochondrial transport carriers and cytochrome C oxidase activity in experimental diabetes. | 2006 Jun 9 |
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Overexpression of heme oxygenase-1 increases human osteoblast stem cell differentiation. | 2010 May |
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In vitro inhibition of heme oxygenase isoenzymes by metalloporphyrins. | 2011 Apr |
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Transcriptional and posttranslational mechanisms modulating the expression of the cytochrome P450 1A1 gene by lead in HepG2 cells: a role of heme oxygenase. | 2012 Jan 27 |
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Inhibition of heme oxygenase-1 partially reverses the arsenite-mediated decrease of CYP1A1, CYP1A2, CYP3A23, and CYP3A2 catalytic activity in isolated rat hepatocytes. | 2012 Mar |
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Posttranslational mechanisms modulating the expression of the cytochrome P450 1A1 gene by methylmercury in HepG2 cells: a role of heme oxygenase-1. | 2013 Jun 7 |
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Up-regulation of heme oxygenase-1 after infarct initiation reduces mortality, infarct size and left ventricular remodeling: experimental evidence and proof of concept. | 2014 Apr 5 |
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Increased HO-1 levels ameliorate fatty liver development through a reduction of heme and recruitment of FGF21. | 2014 Mar |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2714739
0.1-1.0 mkM/kg
Route of Administration:
Intravenous
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NCI_THESAURUS |
C471
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SUB04555MIG
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C152424
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DB04912
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JJ-34
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7752
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100000084977
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0KAE1U0G7Q
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106344-20-1
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C055421
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16686132
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ACTIVE MOIETY