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SKU | Size | Availability | Price | Qty |
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B425226-1ml | 1ml | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $167.90 |
Synonyms | bilirubin | 635-65-4 | Hematoidin | Hemetoidin | Bilirubin IX-alpha | Cholerythrin | Bilibubin | Bilirubin IX.alpha. | 3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxopyrro |
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Specifications & Purity | Moligand™, 2mM in DMSO |
Biochemical and Physiological Mechanisms | Well over 99% of total bilirubin is transported as a conjugate with albumin. Abnormally high levels of bilirubin can cause severe neurological damage, but mildly elevated levels are linked to protection from oxidative stress. |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Product Description | 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. |
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IUPAC Name | 3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid |
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INCHI | InChI=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- |
InChi Key | BPYKTIZUTYGOLE-IFADSCNNSA-N |
Canonical SMILES | CC1=C(NC(=C1CCC(=O)O)CC2=C(C(=C(N2)C=C3C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)C=C4C(=C(C(=O)N4)C=C)C |
Isomeric SMILES | CC1=C(NC(=C1CCC(=O)O)CC2=C(C(=C(N2)/C=C\3/C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)/C=C\4/C(=C(C(=O)N4)C=C)C |
WGK Germany | 2 |
RTECS | DU3038000 |
PubChem CID | 5280352 |
Molecular Weight | 584.66 |
Beilstein | 74376 |
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Sensitivity | Light & Heat sensitive |
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Refractive Index | 1.72 |
Boil Point(°C) | 925.16°C/760mmHg |
Melt Point(°C) | 192°C |
Signal | Warning |
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Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. |
WGK Germany | 2 |
RTECS | DU3038000 |
Merck Index | 1218 |
1. Wan Zhou, Wenbin Hu, Qiancheng Zhan, Minjun Zhang, Xinjie Liu, Wajid Hussain, Huibin Yu, Shenqi Wang, Lei Zhou. (2023) Novel hemoperfusion adsorbents based on collagen for efficient bilirubin removal – A thought from yellow skin of patients with hyperbilirubinemia. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 253 (7): (127321). [PMID:37820900] |
2. Huimin Zhou, Anni Zhu, Caiyin Wang, Xiaoyu Guo, Ye Ying, Yiping Wu, Xinling Liu, Feng Wang, Ying Wen, Haifeng Yang. (2024) Preparation of gold nanoparticles loaded MOF-199 for SERS detection of 5-hydroxyindole-3-acetic acid in serum. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 304 (123280). [PMID:37619474] |
3. Jingyu Xiao, Yanxia Chen, Tailin Xu, Xueji Zhang. (2024) Hand-held Raman spectrometer-based flexible plasmonic biosensor for label-free multiplex urinalysis. TALANTA, 266 (124966). [PMID:37499361] |
4. Ying Xu, Chenguang Hu, Jiayu liu, Haoran Guo, Jingkai Gao, Chi Wang, Chengbin Wang. (2023) Detection of synovial fluid LTF and S100A8 by chemiluminescence immunoassay for the diagnosis of periprosthetic joint infection. CLINICA CHIMICA ACTA, 545 (117369). [PMID:37127230] |
5. Shuai Liu, Keming Zheng, Yilin Jiang, Susu Gai, Bohan Li, Dehai Li, Shuang Yang, Zhihua Lv. (2023) Biotransformation of Penindolone, an Influenza A Virus Inhibitor. MOLECULES, 28 (3): (1479). [PMID:36771146] |
6. Weimin Kong, Xueying Sun, Siyu Yu, Peihua Liu, Xiaoke Zheng, Jiaxin Zhang, Liang Zhu, Tianxin Jiang, Mengmeng Jin, Jinghui Gao, Xiaomin Fan, Xiaodong Liu, Li Liu. (2023) Bile duct ligation increased dopamine levels in the cerebral cortex of rats partly due to induction of tyrosine hydroxylase. BRITISH JOURNAL OF PHARMACOLOGY, 180 (13): (1690-1709). [PMID:36692417] |
7. Liu Muhua, Zhang Wen, Zhang Panpan, Yuan Ling, Li Hao, Zhan Jinjie, Zhao Wenjun, Mei Xi. (2023) Enhanced Hemocompatibility of Lysine Grafted Polyacrylonitrile Electrospun Nanofiber Membranes as a Potential Bilirubin Adsorption in Hemoperfusion. JOURNAL OF POLYMERS AND THE ENVIRONMENT, 31 (4): (1553-1567). [PMID:] |
8. Ping Li, Yiting Yang, Zijin Lin, Shijin Hong, Ling Jiang, Han Zhou, Lu Yang, Liang Zhu, Xiaodong Liu, Li Liu. (2022) Bile Duct Ligation Impairs Function and Expression of Mrp1 at Rat Blood–Retinal Barrier via Bilirubin-Induced P38 MAPK Pathway Activations. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (14): (7666). [PMID:35887010] |
9. Yilin Wang, Shanshan Wang, Xueqin He, Yupei Li, Tao Xu, Lin Xu, Bo Yang, Xinnian Fan, Weifeng Zhao, Changsheng Zhao. (2023) A breakthrough trial of an artificial liver without systemic heparinization in hyperbilirubinemia beagle models. Bioactive Materials, 20 (651). [PMID:35846839] |
10. Yaotian Peng, Xiaoyan Feng, Jianming Jiang, Li Ren. (2022) Controllable polyvinylpyrrolidone modified Polystyrene divinylbenzene for efficient adsorption of bilirubin and improvement of hemocompatibility. EUROPEAN POLYMER JOURNAL, 170 (111172). [PMID:] |
11. Mei Jianfeng, Wu Xia, Zheng Sujing, Yi Yu, Wang Xudong, Ying Guoqing. (2022) Production of bilirubin by biotransformation of biliverdin using recombinant Escherichia coli cells. BIOPROCESS AND BIOSYSTEMS ENGINEERING, 45 (3): (563-571). [PMID:35066674] |
12. Kangle Yang, Yaotian Peng, Lin Wang, Li Ren. (2021) Polymyxin B engineered polystyrene-divinylbenzene microspheres for the adsorption of bilirubin and endotoxin. RSC Advances, 11 (63): (39978-39984). [PMID:35494100] |
13. Chengli Zhang, Xun You, Yuliang Li, Yuanyuan Zuo, Wei Wang, DanDan Li, ShengWei Huang, Hangzhi Hu, Feng Yuan, Fuqiang Shao, Minggang Yin. (2022) A novel electrochemical aptasensor for serum dopamine detection based on methylene blue-integrated m-PdNFs signal material. SENSORS AND ACTUATORS B-CHEMICAL, 354 (131233). [PMID:] |
14. Jie Zhou, Xueliang Wang, Jiajie Chen, Youjun Zeng, Dayong Gu, Bruce Zhi Gao, Yonghong Shao. (2022) Polymeric microsphere enhanced surface plasmon resonance imaging immunosensor for occult blood monitoring. SENSORS AND ACTUATORS B-CHEMICAL, 350 (130858). [PMID:] |
1. Wan Zhou, Wenbin Hu, Qiancheng Zhan, Minjun Zhang, Xinjie Liu, Wajid Hussain, Huibin Yu, Shenqi Wang, Lei Zhou. (2023) Novel hemoperfusion adsorbents based on collagen for efficient bilirubin removal – A thought from yellow skin of patients with hyperbilirubinemia. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 253 (7): (127321). [PMID:37820900] |
2. Huimin Zhou, Anni Zhu, Caiyin Wang, Xiaoyu Guo, Ye Ying, Yiping Wu, Xinling Liu, Feng Wang, Ying Wen, Haifeng Yang. (2024) Preparation of gold nanoparticles loaded MOF-199 for SERS detection of 5-hydroxyindole-3-acetic acid in serum. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 304 (123280). [PMID:37619474] |
3. Jingyu Xiao, Yanxia Chen, Tailin Xu, Xueji Zhang. (2024) Hand-held Raman spectrometer-based flexible plasmonic biosensor for label-free multiplex urinalysis. TALANTA, 266 (124966). [PMID:37499361] |
4. Ying Xu, Chenguang Hu, Jiayu liu, Haoran Guo, Jingkai Gao, Chi Wang, Chengbin Wang. (2023) Detection of synovial fluid LTF and S100A8 by chemiluminescence immunoassay for the diagnosis of periprosthetic joint infection. CLINICA CHIMICA ACTA, 545 (117369). [PMID:37127230] |
5. Shuai Liu, Keming Zheng, Yilin Jiang, Susu Gai, Bohan Li, Dehai Li, Shuang Yang, Zhihua Lv. (2023) Biotransformation of Penindolone, an Influenza A Virus Inhibitor. MOLECULES, 28 (3): (1479). [PMID:36771146] |
6. Weimin Kong, Xueying Sun, Siyu Yu, Peihua Liu, Xiaoke Zheng, Jiaxin Zhang, Liang Zhu, Tianxin Jiang, Mengmeng Jin, Jinghui Gao, Xiaomin Fan, Xiaodong Liu, Li Liu. (2023) Bile duct ligation increased dopamine levels in the cerebral cortex of rats partly due to induction of tyrosine hydroxylase. BRITISH JOURNAL OF PHARMACOLOGY, 180 (13): (1690-1709). [PMID:36692417] |
7. Liu Muhua, Zhang Wen, Zhang Panpan, Yuan Ling, Li Hao, Zhan Jinjie, Zhao Wenjun, Mei Xi. (2023) Enhanced Hemocompatibility of Lysine Grafted Polyacrylonitrile Electrospun Nanofiber Membranes as a Potential Bilirubin Adsorption in Hemoperfusion. JOURNAL OF POLYMERS AND THE ENVIRONMENT, 31 (4): (1553-1567). [PMID:] |
8. Ping Li, Yiting Yang, Zijin Lin, Shijin Hong, Ling Jiang, Han Zhou, Lu Yang, Liang Zhu, Xiaodong Liu, Li Liu. (2022) Bile Duct Ligation Impairs Function and Expression of Mrp1 at Rat Blood–Retinal Barrier via Bilirubin-Induced P38 MAPK Pathway Activations. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (14): (7666). [PMID:35887010] |
9. Yilin Wang, Shanshan Wang, Xueqin He, Yupei Li, Tao Xu, Lin Xu, Bo Yang, Xinnian Fan, Weifeng Zhao, Changsheng Zhao. (2023) A breakthrough trial of an artificial liver without systemic heparinization in hyperbilirubinemia beagle models. Bioactive Materials, 20 (651). [PMID:35846839] |
10. Yaotian Peng, Xiaoyan Feng, Jianming Jiang, Li Ren. (2022) Controllable polyvinylpyrrolidone modified Polystyrene divinylbenzene for efficient adsorption of bilirubin and improvement of hemocompatibility. EUROPEAN POLYMER JOURNAL, 170 (111172). [PMID:] |
11. Mei Jianfeng, Wu Xia, Zheng Sujing, Yi Yu, Wang Xudong, Ying Guoqing. (2022) Production of bilirubin by biotransformation of biliverdin using recombinant Escherichia coli cells. BIOPROCESS AND BIOSYSTEMS ENGINEERING, 45 (3): (563-571). [PMID:35066674] |
12. Kangle Yang, Yaotian Peng, Lin Wang, Li Ren. (2021) Polymyxin B engineered polystyrene-divinylbenzene microspheres for the adsorption of bilirubin and endotoxin. RSC Advances, 11 (63): (39978-39984). [PMID:35494100] |
13. Chengli Zhang, Xun You, Yuliang Li, Yuanyuan Zuo, Wei Wang, DanDan Li, ShengWei Huang, Hangzhi Hu, Feng Yuan, Fuqiang Shao, Minggang Yin. (2022) A novel electrochemical aptasensor for serum dopamine detection based on methylene blue-integrated m-PdNFs signal material. SENSORS AND ACTUATORS B-CHEMICAL, 354 (131233). [PMID:] |
14. Jie Zhou, Xueliang Wang, Jiajie Chen, Youjun Zeng, Dayong Gu, Bruce Zhi Gao, Yonghong Shao. (2022) Polymeric microsphere enhanced surface plasmon resonance imaging immunosensor for occult blood monitoring. SENSORS AND ACTUATORS B-CHEMICAL, 350 (130858). [PMID:] |