2011

Bilirubin

solid, bile pigment, Calbiochem^®

• Synonym(s): Bilirubin
• Empirical Formula (Hill Notation): C₃₃H₃₆N₄O₆
• CAS Number: 635-65-4
• Molecular Weight: 584.66
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00005499
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, protect from light

Properties

• Product Name: Bilirubin, Principal pigment of bile and one of the major end products of hemoglobin decomposition.
• Quality Level: 100
• description: RTECS - DU3038000; Merck USA index - 14, 1218
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: red-brown
• solubility: chloroform: 1 mg/mL, alkaline solution: soluble
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: [nH]1c(c(c(c1\C=C4/NC(=O)C(=C/4C)C=C)C)CCC(=O)O)Cc2[nH]c(c(c2CCC(=O)O)C)\C=C3/NC(=O)C(=C/3C=C)C
• InChI: 1S/C33H36N4O6/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/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-
• InChI key: BPYKTIZUTYGOLE-IFADSCNNSA-N

Description

General description

Bilirubin is an orange-yellow bile pigment and one of the major end products of hemoglobin decomposition. It contains conjugated double bonds and reactive hydrogen atoms. In adults, the upper limit of the normal range of bilirubin is >1mg/dL. Serum levels of bilirubin in healthy newborns are less than 15 mg/dl. This product corresponds to the unconjugated form.

Biochem/physiol Actions

Bilirubin is reported to cross the blood-brain barrier and exert significant antioxidant effects in the brain. This pigment aids in coloration in the various forms of jaundice. Bilirubin levels act as biomarkers in liver and blood disorders. Unconjugated form of bilirubin at lower levels serves as a physiological antioxidant. However, increased concentration of bilirubin is toxic and leads to neonatal hyperbilirubinemia in neonates.

Preparation Note

Unstable in basic solutions; reconstitute just prior to use.

Other Notes

Extinction coefficient (454 nm, CHCl₃):59,100-62,300 M^-1cm^-1.
Cell permeable: no
Reversible: no
Product does not compete with ATP.
Primary Target

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable