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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
Structure of STANNSOPORFIN

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-;;;

HIDE SMILES / InChI

Molecular Formula Cl
Molecular Weight 35.453
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C34H36N4O4
Molecular Weight 564.674
Charge -2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Sn
Molecular Weight 118.71
Charge 4
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
Inhibition of hippocampal heme oxygenase, nitric oxide synthase, and long-term potentiation by metalloporphyrins.
1994 Nov
Protective role of heme oxygenase-1 induction in carbon tetrachloride-induced hepatotoxicity.
2003 Sep 15
Astroglial cytoprotection by erythropoietin pre-conditioning: implications for ischemic and degenerative CNS disorders.
2005 Apr
Antioxidant mechanism of heme oxygenase-1 involves an increase in superoxide dismutase and catalase in experimental diabetes.
2005 Aug
Heme oxygenase-2 deficiency contributes to diabetes-mediated increase in superoxide anion and renal dysfunction.
2006 Apr
Heme oxygenase-1 enhances renal mitochondrial transport carriers and cytochrome C oxidase activity in experimental diabetes.
2006 Jun 9
Highly liver-specific heme oxygenase-1 induction by interleukin-11 prevents carbon tetrachloride-induced hepatotoxicity.
2006 Oct
Nordihydroguaiaretic acid activates the antioxidant pathway Nrf2/HO-1 and protects cerebellar granule neurons against oxidative stress.
2008 Dec 12
Protein assay for heme oxygenase-1 (HO-1) induced by chemicals in HepG2 cells.
2009 Dec
Mercury modulates the CYP1A1 at transcriptional and posttranslational levels in human hepatoma HepG2 cells.
2010 Dec 15
Overexpression of heme oxygenase-1 increases human osteoblast stem cell differentiation.
2010 May
Arsenite down-regulates cytochrome P450 1A1 at the transcriptional and posttranslational levels in human HepG2 cells.
2010 May 15
In vitro inhibition of heme oxygenase isoenzymes by metalloporphyrins.
2011 Apr
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
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
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
Increased heme-oxygenase 1 expression in mesenchymal stem cell-derived adipocytes decreases differentiation and lipid accumulation via upregulation of the canonical Wnt signaling cascade.
2013 Mar 12
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
Increased HO-1 levels ameliorate fatty liver development through a reduction of heme and recruitment of FGF21.
2014 Mar
Patents

Patents

Sample Use Guides

0.1-1.0 mkM/kg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:48:27 UTC 2023
Edited
by admin
on Sat Dec 16 17:48:27 UTC 2023
Record UNII
0KAE1U0G7Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
STANNSOPORFIN
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
(OC-6-13)-DIHYDROGEN DICHLORO(7,12-DIETHYL-3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPANOATO(4-)-N(SUP 21),N(SUP 22),N(SUP 23),N(SUP 24))STANNATE(2-)
Common Name English
TIN MESOPORPHYRIN
Common Name English
B-992
Code English
B992
Code English
STANNSOPORFIN [USAN]
Common Name English
MESOPORPHYRIN TIN
Common Name English
stannsoporfin [INN]
Common Name English
Stannsoporfin [WHO-DD]
Common Name English
STANATE
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C471
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
Code System Code Type Description
EVMPD
SUB04555MIG
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
NCI_THESAURUS
C152424
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
DRUG BANK
DB04912
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
USAN
JJ-34
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
INN
7752
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
SMS_ID
100000084977
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
FDA UNII
0KAE1U0G7Q
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
CAS
106344-20-1
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
MESH
C055421
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
PUBCHEM
16686132
Created by admin on Sat Dec 16 17:48:27 UTC 2023 , Edited by admin on Sat Dec 16 17:48:27 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
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