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Sigma-Aldrich

Mesobilirubin

≥97.0% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C33H40N4O6
CAS Number:
16568-56-2
Molecular Weight:
588.69
UNSPSC Code:
12352204

assay

≥97.0% (TLC)

form

powder or crystals

storage temp.

−20°C

InChI

1S/C33H40N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h13-14,34-35H,7-12,15H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-

InChI key

HVHKMUMXERBUAN-IFADSCNNSA-N

Biochem/physiol Actions

The linear tetrapyrrole mesobilirubin, a homologue of bilirubin, is a breakdown product of bile pigments.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Mesobilirubin
Fischer, H.
Ber. Deutsch. Chem. Ges., 47, 2330-2333 (1914)
M S Stoll et al.
The Biochemical journal, 163(1), 59-101 (1977-04-01)
Brief reduction of bilirubin with dilute sodium amalgam was shown to give chromogens containing both vinyl and ethylidene beta-substituents. Acid-catalysed rearrangement of these chromogens with bilirubin or mesobilirubin and subsequent dehydrogenation gave a range of new violins containing unconjugated ethylidene
Taihei Ito et al.
Frontiers in pharmacology, 4, 50-50 (2013-05-01)
The aims of this study were to produce mesobiliverdin IXα, an analog of anti-inflammatory biliverdin IXα, and to test its ability to enhance rat pancreatic islet yield for allograft transplantation into diabetic recipients. Mesobiliverdin IXα was synthesized from phycocyanobilin derived
Mesobilirubin as a bile component.
Baumgartel, T.
Medizinische Monatsschrift, 3, 675-677 (1949)
Pasupati Mukerjee et al.
BMC biochemistry, 3, 17-17 (2002-06-25)
Aqueous pKa values of unconjugated bilirubin are important determinants of its solubility and transport. Published pKa data on an analog, mesobilirubin-XIIIalpha, studied by 13C-NMR in buffered solutions containing 27 and 64 vol% (C2H3)2SO because of low aqueous solubility of mesobilirubin
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