Identification | Back Directory | [Name]
Bilirubin | [CAS]
635-65-4 | [Synonyms]
BILIRUBIN filirubin Bilibubin Biliyubin HEMATOIDIN hemetoidin 1,19-dioxo- BilirubinGr Cholerythrin Bilirubin,99% Bilirubin,97% Bilirubin IXa (Z,Z)-Bilirubin Obeticholic Acid2 bilirubinix-alpha BILIRUBIN (ALPHA) BILIRUBIN (EX PIG) BILIRUBIN STANDARD Bilirubin, 99% 1GR Bilirubin, 99% 500MG principalbilepigment 18-divinyl-19-dioxo-3 BILIRUBIN extrapure AR Bilirubin from Porcine BILIRUBIN REAGENT-GRADE BILIRUBIN MIXED ISOMERS Bilirubin, synthesis grade ,13,18-tetramethyl-1,19-dioxo- BILIRUBIN LIN-TROL TOTAL & DIRECT BILIRUBIN LIN-TROL PREDILUTED SET D-BiotinForBiochemistry(VitaminH) BILIRUBIN CALIBRATOR, TOTAL & DIRECT BILIRUBIN CONTROL, TOTAL AND DIRECT*NORMAL BILIRUBIN CONTROL, TOTAL AND DIRECT*ELEVATED 21H-Biline-8,12-dipropanoicacid,2,17-diethenyl- 1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl- 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-biline-12-dipropionicacid 21h-biline-8,12-dipropanoicacid,2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7 3-{2-({3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylid Biline-8,12-dipropionic acid, 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl- 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbilidiene-8,12-dipropionic acid 2,17-Diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetrametyl-1,19-dioxo-21H-biline-8,12-dipropanoic Acid 12-dipropanoicacid,2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-Biline-8 2,17-Diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid 21H-BILINE-8,12-DIPROPANOIC ACID,2,17-DIETHENYL-1,10,19,22,23,24-HEXAHYDRO-3,7,13,18-TETRAMETHYL-1,19-DIOXO- 12-dipropanoic acid, 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-Biline-8 21H-Biline-8,12-dipropanoic acid, 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo- BILIRUBIN: 21H-BILINE-8,12-DIPROPANOICACID,2,17-DIETHENYL-1,10,19,22,23,24-HEXAHYDRO-3,7,13,18-TETRAMETHYL-1,19-DIOXO-, 3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid | [EINECS(EC#)]
211-239-7 | [Molecular Formula]
C33H36N4O6 | [MDL Number]
MFCD00005499 | [MOL File]
635-65-4.mol | [Molecular Weight]
584.66 |
Chemical Properties | Back Directory | [Definition]
Red coloring matter of bile. Also occurs in blood serum as decomposition product of hemoglobin. | [Appearance]
Light Orange to Deep Redish-Brown Crystalline Solid | [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
| [Stability:]
Stable. Refrigerate. | [Water Solubility ]
practically insoluble | [Sensitive ]
Light Sensitive | [Merck ]
14,1218 | [BRN ]
74376 | [EPA Substance Registry System]
21H-Biline-8,12- dipropanoic acid, 2,17-diethenyl-1,10,19,22, 23,24-hexahydro-3,7,13,18- tetramethyl-1,19-dioxo-(635-65-4) |
Hazard Information | Back Directory | [Chemical Properties]
Light Orange to Deep Redish-Brown Crystalline Solid | [Uses]
Principal pigment of bile and constituent of many biliary calculi | [Description]
Bilirubin is a yellow breakdown product of heme catabolism, formed when heme is cleaved by heme oxygenase.1 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.1 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.1 | [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.] |
Raw materials And Preparation Products | Back Directory | [Raw materials]
Chloroform-->Carbon disulfide-->Glycine-->Sodium metabisulfite-->Benzotrichloride-->Calcium chloride solution 36-40%, (1box=27kgs)-->L-Histidine-->D-Alanine-->Hexanoyl chloride-->B12 VITAMIN B12-->BILIVERDIN DIHYDROCHLORIDE-->BILIRUBIN DIMETHYL ESTER-->BILIVERDIN DIMETHYL ESTER-->biliverdin | [Preparation Products]
Hyodeoxycholic acid-->Atificial Cow-bezoar-->3,17-Divinyl-1,10,19,22,23,24-hexahydro-2,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropionic acid |
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