Bilirubin Chemical Properties

Melting point:

192 °C

Boiling point:

641.7°C (rough estimate)

Density 

1.2163 (rough estimate)

refractive index 

1.6000 (estimate)

storage temp. 

-20°C

solubility 

aqueous acid: soluble

form 

powder

pka

4.62±0.10(Predicted)

color 

orange

Water Solubility 

practically insoluble

Sensitive 

Light Sensitive

Merck 

14,1218

BRN 

74376

Stability:

Stable. Refrigerate.

EPA Substance Registry System

Bilirubin (635-65-4)

Safety Information

Hazard Codes 

Xn

Risk Statements 

62-36/37/38-20/21/22

Safety Statements 

22-24/25-36-26

WGK Germany 

2

RTECS 

DU3038000

F 

8

TSCA 

Yes

HS Code 

29339990

MSDS

• Language:English Provider:2,17-Diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Bilirubin Usage And Synthesis

Description

Bilirubin is a yellow breakdown product of heme catabolism, formed when heme is cleaved by heme oxygenase. This reaction produces carbon monoxide and biliverdin, which is rapidly reduced to bilirubin by biliverdin reductase. Bilirubin has key roles as a free radical scavenger with antioxidant and anti-inflammatory actions. Free and albumin-bound bilirubin can also scavenge nitric oxide (NO) and NO-related species. Unconjugated bilirubin is highly water-insoluble and must be conjugated with glucuronides to become water soluble and subsequently excreted by the liver and kidney.

Chemical Properties

Light Orange to Deep Redish-Brown Crystalline Solid

Uses

Principal pigment of bile and constituent of many biliary calculi

Uses

Bilirubin is widely utilized to monitor the liver function and their disease, such as hepatitis or cirrhosis; or the effects of medicines which are damage the liver. It acts as a pigment in certain algae to capture light energy. Its double bonds are isomerizes in the presence of light, which is employed in phototherapy of jaundiced newborns babies. It is used to detect the blocking in bile ducts.

Uses

Bilirubin has been used:

• in phantom preparation
• in in vitro experiments
• in the preparation of bilirubin solutions for infusion

Definition

Red coloring matter of bile. Also occurs in blood serum as decomposition product of hemoglobin.

General Description

Bilirubin, a heme catabolism end-product is produced by the reduction of its metabolic precursor biliverdin by the action of enzyme biliverdin reductase.

Biochem/physiol Actions

Bilirubin is an active oxidative DNA cleaving agent as well as an effective antioxidant agent, a hydroxyl radical quencher. This bile pigment has both antioxidant and toxic properties. It is a natural inhibitor of vascular smooth muscle cell proliferation (VSMCs). It displays anti-inflammatory and anti-proliferative properties when used as a therapeutic agent in lung/vascular diseases. Serum bilirubin concentration slightly above the normal levels have shown a lesser incidence of heart disease. It is a potential therapeutic agent in heart transplantation and T-cell mediated immune disorders.

Purification Methods

An acyclic tetrapyrrole bile pigment with impurities which can be eliminated by successive Soxhlet extraction with diethyl ether and MeOH. It crystallises from CHCl3 as deep red-brown rhombs, plates or orange-red prisms from chlorobenzene (m 330o dec) and is dried to constant weight at 80o under vacuum. [Gray et al. J Chem Soc 2264, 2276 1961, Beilstein 26 III/IV 3268.]

Bilirubin(635-65-4)Related Product Information

• BILIRUBIN OXIDASE,BILIRUBIN: OXYGEN OXIDOREDUCTASE,BILIRUBIN OXIDASE, FROM MYROTHECIUM SP.
• Bilirubin
• DEEP RED
• BILIRUBIN DIMETHYL ESTER
• Bilirubin Di-acyl--D-glucuronide,Bilirubin IXα glucronide,Bilirubin IXαdiglucuronide,Bilirubin glucuronide
• Bilirubin Acyl--D-glucuronide(Mixture of Monoglucuronides)
• Bilirbin paper
• BILIRUBIN REFERENCE
• Fouchet's Reagent for Bilirubin in Urine
• TOTAL BILIRUBIN REAGENT, CUSTOM PACK
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• TOTAL BILIRUBIN REAGENT
• BILIRUBIN KIT
• TOTAL BILIRUBIN DILUENT
• ANTI-BILIRUBIN OXIDASE, PEROXIDASE,ANTI-BILIRUBIN OXIDASE, MYROTHECIUM VERRUCARIA, HRP
• BILIRUBIN, TOTAL DIAGNOSTIC REAGENT
• BILIRUBIN STANDARD SET
• ANTI-BILIRUBIN OXIDASE, MYROTHECIUM VERRUCARIA, BIOTIN,ANTI-BILIRUBIN OXIDASE, BIOTIN
• Indirect Bilirubin