Bilirubin 胆红素

CAS 635-65-4 MFCD00005499

化学结构图

635-65-4
SMILES: C=CC1=C(C)C(=Cc2[nH]c(Cc3[nH]c(C=C4NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)O)c(CCC(=O)O)c2C)NC1=O

化学属性

Mol. FormulaC33H36N4O6
Mol. Weight584.66
TSCAYes
Melting Point192°C
SolubilitySoluble in chloroform (10 mg/ml), benzene, chlorobenzene, carbon disulfide, alkaline solutions, aqueous acid, ethanol (slightly), and ether (slightly). Insoluble in water.
Density1.374
Stability对光和热敏感
Appearance powder
Refractive index1.72
Boiling Point925.16°C/760mmHg

别名和识别编码

Chemical NameBilirubin
MDL NumberMFCD00005499
PubChem Substance ID5280352
Beilstein Registry Number74376
CAS Number635-65-4
EC Number211-239-7
Merck Number1218
Synonym Bilirubin {LY} Bilirubin {} {LY} Bilirubin {} {} {} {} {LY} Bilirubin {} {} {} {LY} Bilirubin {} {} {} {} {LY} Bilirubin {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Bilirubin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} BILIRUBIN STANDARD {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} BILIRUBIN MIXED ISOMERS {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} BILIRUBIN LIN-TROL TOTAL & DIRECT {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} BILIRUBIN CONTROL, T
Chemical Name Translation胆红素
Wiswesser Line NotationT5VMYTJ D1 E1U1 CU1- ET5MYTJ C2VQ D1 BU1- ET5MYTJ C1D2VQ BU1- ET5MVTJ C1 D1U1
LabNetwork Molecule IDLN00199597
InChIInChI=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-
Canonical SMILESCC(C(N/1)=O)=C(C=C)C1=C\C2=C(C)C(CCC(O)=O)=C(CC3=C(CCC(O)=O)C(C)=C(/C=C4NC(C(C=C)=C\4C)=O)N3)N2
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分类

  • {SNA} Antioxidants and Cytoprotectants, Application Index, Bilirubin, Cell Stress, Core Bioreagents, Enzyme Inhibitors, Nitric Oxide and Cell Stress, Plasma & Blood Proteins, Plasma, Blood, and Related Proteins and Reagents, Research Essentials, Serum Proteins, Serum Proteins and Related Enzymes, 生化试剂, 细胞信号转导和神经科学, 细胞生物学, 蛋白质及衍生物, 酶、抑制剂和底物
  • {SNA} Bilirubin, Plasma & Blood Proteins, Plasma, Blood, and Related Proteins and Reagents, 生化试剂, 蛋白质及衍生物
  • {SNA} Application Index, Bilirubin, Core Bioreagents,

产品应用

  • 抗氧剂，保护膜磷脂免受过氧化氢自由基的氧化。即使在纳摩尔浓度也能保护神经元免受氧化损害。

相关文献及参考

  • [2]. Mölzer C, et al. Bilirubin and related tetrapyrroles inhibit food-borne mutagenesis: a mechanism for antigenotoxic action against a model epoxide. J Nat Prod. 2013 Oct 25;76(10):1958-65.
  • Costanzo, J.A., et al., Evaluation Of Polymer Matrices For An Adsorptive Approach To Plasma Detoxification. Biomaterials 31 , 2857-65, (2010) 摘要
  • Dore, S., et al., Bilirubin formed by activation of heme oxygenase-2 protects neurons against oxidative stress injury. Proc. Natl. Acad. Sci. U. S. A. 96 , 2445, (1999) 摘要
  • Merck: 14,1218
  • Merck: 14,1218 Beilstein: 26,IV,3268
  • Minetti, M., et al., Bilirubin is an effective antioxidant of peroxynitrite-mediated protein oxidation in human blood plasma. Arch. Biochem. Biophys. 352 , 165, (1998) 摘要
  • Roelandt, P., et al., Differentiation Of Rat Multipotent Adult Progenitor Cells To Functional Hepatocyte-like Cells By Mimicking Embryonic Liver Development. Nat. Protoc. 5 , 1324-36, (2010) 摘要
  • Utha

安全信息

RTECSDU3038000
WGK Germany2
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition -20°C, protect from light {LY} -20°C, protect from light -20℃ 0-10 0-10°C {} {LY} -20°C, protect from light {} {} {LY} -20°C, protect from light {} {} {} {LY} -20°C, protect from light {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
Signal word Warning
GHS Symbol
Risk Statements
  • R62 Possible risk of impaired fertility 有削弱生殖能力的危险
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
Hazard Codes Xn 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >2 gm/kg
TOXIC EFFECTS :
   Gastrointestinal - other changes
REFERENCE :
   ESKHA5 Eisei Shikenjo Hokoku.  Bulletin of the Institute of Hygienic
   Sciences.  (Kokuritsu Eisei Shikenjo Kagaku, 18-1 Bushitsu Johobu,
   Setagaya-ku, Tokyo 158, Japan)  V.1-    1886-  Volume(issue)/page/year:
   (103),29,1985

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >15 gm/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
REFERENCE :
   ESKHA5 Eisei Shikenjo Hokoku.  Bulletin of the Institute of Hygienic
   Sciences.  (Kokuritsu Eisei Shikenjo Kagaku, 18-1 Bushitsu Johobu,
   Setagaya-ku, Tokyo 158, Japan)  V.1-    1886-  Volume(issue)/page/year:
   (103),29,1985

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 175 mg/kg
SEX/DURATION            : female 9-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   AJOGAH American Journal of Obstetrics and Gynecology.  (C.V. Mosby Co.,
   11830 Westline Industrial Dr., St. Louis, MO 63146)  V.1-    1920-
   Volume(issue)/page/year: 127,497,1977

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 25 mg/kg
SEX/DURATION            : female 12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - other effects to embryo
REFERENCE :
   AJOGAH American Journal of Obstetrics and Gynecology.  (C.V. Mosby Co.,
   11830 Westline Industrial Dr., St. Louis, MO 63146)  V.1-    1920-
   Volume(issue)/page/year: 127,497,1977

其他信息

  • 所属类别二:生物化学品: 脂类: 其他
  • 参考质量标准二:部颁标准 指标名称 指标 指标名称 指标 含量(C33H36N4O6)/% ≥90.0%/干燥失重/% ≤2.0
  • 参考质量标准一:含量≥90%。
  • 用途:用于人工牛黄中胆红素的测定，人工牛黄的制备及生化研究。
  • 稳定性:Stable. Refrigerate.
  • 图谱信息:胆红素(635-65-4)红外图谱(IR2) 胆红素(635-65-4)质谱(MS) 胆红素(635-65-4)红外图谱(IR1) 胆红素(635-65-4)核磁图( 1 HNMR)
  • MOL 文件:635-65-4.mol
  • color:orange
  • RTECS号:DU3038000
  • 生产方法:新鲜牛胆汁或猪胆汁经生石灰作用，生成胆红素钙盐，再用盐酸酸化，氯仿溶剂提取制得。
  • 海关编码:29339990
  • Bilirubin is a principal pigment of bile and one of the major end products of hemoglobin decomposition. It contains conjugated double bonds and reactive hydrogen atoms. Serves as a physiological antioxidant. Reported to cross the blood-brain barrier and exert significant antioxidant effects in the brain. This product corresponds to the unconjugated form. Extinction coefficient (454 nm, CHCl3):59,100-62,300 M-1cm-1.
  • 所属类别一:生物化学品: 生化试剂: 核糖、核苷酸及其他类
  • 对光敏感。加热色渐渐变黑而不熔融。溶于苯、氯仿、氯苯、二硫化碳、酸和碱，微溶于乙醇和乙醚，几乎不溶于水。浅绿色溶液在紫外线下显红色荧光。干燥时稳定，氯仿溶液在暗处稳定，碱溶液易氧化。
  • 胆红素价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 LA1752201 胆红素(+4`C) 1g 1378元 2011/04/16 B0460 胆红素 Bilirubin 100MG 229元 2011/04/16 B0460 胆红素 Bilirubin 1G 1140元
  • F:8
  • EPA化学物质信息: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)

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Application Index - Enzymes, Inhibitors, and Substrates
  5. Serum Proteins and Related Enzymes - Application Index
  6. Serum Proteins - Serum Proteins and Related Enzymes
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Proteins and Derivatives - Biochemicals and Reagents
  4. Plasma & Blood Proteins - Proteins and Derivatives
  5. Plasma, Blood, and Related Proteins and Reagents - Plasma & Blood Proteins
  6. Bilirubin - Plasma, Blood, and Related Proteins and Reagents
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Proteins and Derivatives - Biochemicals and Reagents
  4. Plasma & Blood Proteins - Proteins and Derivatives
  5. Plasma, Blood, and Related Proteins and Reagents - Plasma & Blood Proteins
  6. Bilirubin - Plasma, Blood, and Related Proteins and Reagents
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Porphyrins
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Dry Powder Media
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Serum Proteins and Related Enzymes
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Nitric Oxide and Cell Stress
  5. Cell Stress
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Proteins and Derivatives
  4. Plasma & Blood Proteins
  5. Plasma, Blood, and Related Proteins and Reagents
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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