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635-65-4

635-65-4 Structure

635-65-4 Structure
IdentificationBack 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 PropertiesBack 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
[Cosmetics Ingredients Functions]

CHELATING
REDUCING
ANTIOXIDANT
[InChIKey]

BPYKTIZUTYGOLE-IFADSCNNSA-N
[SMILES]

CC1=C(C=C)\C(NC1=O)=C\c2[nH]c(Cc3[nH]c(\C=C4/NC(=O)C(C=C)=C4C)c(C)c3CCC(O)=O)c(CCC(O)=O)c2C
[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 InformationBack 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. 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.
[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.]
[References]

[1] DAVID G LEVITT  Michael D L. Quantitative assessment of the multiple processes responsible for bilirubin homeostasis in health and disease.[J]. Clinical and Experimental Gastroenterology, 2014, 7: 307-328. DOI: 10.2147/ceg.s64283
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[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
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Bilirubin(635-65-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Bilirubin(635-65-4)MS
Bilirubin(635-65-4)1HNMR
Bilirubin(635-65-4)IR1
Bilirubin(635-65-4)IR2
Bilirubin(635-65-4)Raman
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