Bilirubin

Bilirubin Basic information
Product Name:Bilirubin
Synonyms:1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbilidiene-8,12-dipropionic acid;(Z,Z)-Bilirubin;Biline-8,12-dipropionic acid, 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-;Cholerythrin;Bilirubin,99%;Bilirubin, synthesis grade;Bilibubin;Biliyubin
CAS:635-65-4
MF:C33H36N4O6
MW:584.66
EINECS:211-239-7
Product Categories:Antioxidants and CytoprotectantsPlasma&Blood Proteins;BilirubinResearch Essentials;Enzyme InhibitorsApplication Index;Cell Stress;Core Bioreagents;Nitric Oxide and Cell Stress;Porphyrins;Antioxidant;Biochemistry;Intermediates & Fine Chemicals;Pharmaceuticals;Plasma, Blood, and Related Proteins and Reagents;Serum Proteins;Serum Proteins and Related Enzymes;Colours, Dyes, Indicators & Pigments;Bile Pigments;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;reagent;Inhibitors;635-65-4
Mol File:635-65-4.mol
Bilirubin Structure
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
pKa4.62±0.10(Predicted)
form powder
color orange
Water Solubility practically insoluble
Sensitive Light Sensitive
Merck 14,1218
BRN 74376
Stability:Stable. Refrigerate.
EPA Substance Registry SystemBilirubin (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
8
TSCA Yes
HS Code 29339990
Bilirubin Usage And Synthesis
DescriptionBilirubin 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 PropertiesLight Orange to Deep Redish-Brown Crystalline Solid
UsesPrincipal pigment of bile and constituent of many biliary calculi
UsesBilirubin 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.
UsesBilirubin has been used:
  • in phantom preparation
  • in in vitro experiments
  • in the preparation of bilirubin solutions for infusion

DefinitionRed coloring matter of bile. Also occurs in blood serum as decomposition product of hemoglobin.
General DescriptionBilirubin, a heme catabolism end-product is produced by the reduction of its metabolic precursor biliverdin by the action of enzyme biliverdin reductase.
Biochem/physiol ActionsBilirubin 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 MethodsAn 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 OXIDASE,BILIRUBIN: OXYGEN OXIDOREDUCTASE,BILIRUBIN OXIDASE, FROM MYROTHECIUM SP. Bilirbin paper Fouchet's Reagent for Bilirubin in Urine TOTAL BILIRUBIN REAGENT, CUSTOM PACK DIRECT BILIRUBIN DILUENT TOTAL BILIRUBIN REAGENT Bilirubin IXβ BILIRUBIN KIT TOTAL BILIRUBIN DILUENT Bilirubin Acyl--D-glucuronide(Mixture of Monoglucuronides) DIRECT BILIRUBIN SAMPLE DILUENT BILIRUBIN DIMETHYL ESTER BILIRUBIN STANDARD SET ANTI-BILIRUBIN OXIDASE, MYROTHECIUM VERRUCARIA, BIOTIN,ANTI-BILIRUBIN OXIDASE, BIOTIN Bilirubin Di-acyl--D-glucuronide,Bilirubin IXα glucronide,Bilirubin IXαdiglucuronide,Bilirubin glucuronide ANTI-BILIRUBIN OXIDASE, PEROXIDASE,ANTI-BILIRUBIN OXIDASE, MYROTHECIUM VERRUCARIA, HRP BILIRUBIN, TOTAL DIAGNOSTIC REAGENT Bilirubin Indirect Bilirubin

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