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2011

Bilirubin

solid, bile pigment, Calbiochem®

Synonym(s):

Bilirubin

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About This Item

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
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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

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

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sana Ullah et al.
Iranian journal of public health, 45(5), 558-568 (2016-07-12)
Hyperbilirubinemia, or jaundice, is a life threatening disorder in newborns. It is a multifactorial disorder with many symptoms. Generally, the physiological jaundice is the most prevalent type however in some regions pathological jaundice is also common. This review article focuses
R Stocker et al.
Science (New York, N.Y.), 235(4792), 1043-1046 (1987-02-27)
Bilirubin, the end product of heme catabolism in mammals, is generally regarded as a potentially cytotoxic, lipid-soluble waste product that needs to be excreted. However, it is here that bilirubin, at micromolar concentrations in vitro, efficiently scavenges peroxyl radicals generated
Jürgen Reingruber et al.
The Journal of physiology, 598(17), 3747-3763 (2020-06-20)
Most vertebrate eyes have rods for dim-light vision and cones for brighter light and higher temporal sensitivity. Rods evolved from cone-like precursors through expression of different transduction genes or the same genes at different expression levels, but we do not
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