CAS 635-65-4|bilirubin
| Common Name | bilirubin | ||
|---|---|---|---|
| CAS Number | 635-65-4 | Molecular Weight | 584.662 |
| Density | 1.2163 | Boiling Point | 641.7°C |
| Molecular Formula | C33H36N4O6 | Melting Point | 192 °C |
| MSDS | ChineseUSA | Flash Point | 478.1±37.1 °C |
Names
| Name | bilirubin |
|---|---|
| Synonym | More Synonyms |
bilirubin BiologicalActivity
| Description | Bilirubin is a yellow breakdown product of heme catabolism. |
|---|---|
| Related Catalog | Natural Products >>Acids and AldehydesResearch Areas >>Cardiovascular Disease |
| Target | Human Endogenous Metabolite |
| In Vitro | Unconjugated Bilirubin inhibits the cleavage of F485-rVWF73-H, D633-rVWF73-H, and GST-rVWF71-11K by ADAMTS13 in a concentration-dependent manner with a half-maximal inhibitory concentration (IC50) of ~13 μM, ~70 μM, and ~17 μM, respectively. Unconjugated Bilirubin also dose-dependently inhibits the cleavage of multimeric VWF by ADAMTS13 under denaturing conditions[1]. Bilirubin exhibits antioxidant and antimutagenic effects in vitro[2]. |
| References | [1]. Lu RN, et al. Unconjugated Bilirubin inhibits proteolytic cleavage of von Willebrand factor by ADAMTS13 protease. J Thromb Haemost. 2015 Jun;13(6):1064-72. [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. |
Chemical & Physical Properties
| Density | 1.2163 |
|---|---|
| Boiling Point | 641.7°C |
| Melting Point | 192 °C |
| Molecular Formula | C33H36N4O6 |
| Molecular Weight | 584.662 |
| Flash Point | 478.1±37.1 °C |
| Exact Mass | 584.263489 |
| PSA | 164.38000 |
| LogP | 3.15 |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.640 |
| InChIKey | BPYKTIZUTYGOLE-IFADSCNNSA-N |
| 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 |
| Storage condition | −20°C |
| Stability | Stable. Refrigerate. |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - 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 :
- 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 ** REPRODUCTIVE DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- 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
- 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 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81726 No. of Facilities: 114 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 1390 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81726 No. of Facilities: 1176 (estimated) No. of Industries: 3 No. of Occupations: 7 No. of Employees: 12638 (estimated) No. of Female Employees: 9389 (estimated)
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xn |
| Risk Phrases | R62 |
| Safety Phrases | 22-24/25-36-26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 2 |
| RTECS | DU3038000 |
| HS Code | 29339990 |
Customs
| HS Code | 29339990 |
|---|
Articles421
More Articles| Mitochondrial targeting of bilirubin regulatory enzymes: An adaptive response to oxidative stress. Toxicol. Appl. Pharmacol. 282(1) , 77-89, (2015) The intracellular level of bilirubin (BR), an endogenous antioxidant that is cytotoxic at high concentrations, is tightly controlled within the optimal therapeutic range. We have recently described a ... | |
| Stratification of risk of death in severe acute alcoholic hepatitis using a panel of adipokines and cytokines. Alcohol. Clin. Exp. Res. 38(11) , 2712-21, (2014) Dysregulated adipose tissue metabolism has been implicated in the pathogenesis of alcoholic liver disease in murine models. We aimed to characterize serum markers of adipose tissue metabolism and infl... | |
| Enhancing the anti-inflammatory activity of chalcones by tuning the Michael acceptor site. Org. Biomol. Chem. 13(10) , 3040-7, (2015) Inflammatory signaling pathways orchestrate the cellular response to infection and injury. These pathways are known to be modulated by compounds that alkylate cysteinyl thiols. One class of phytochemi... |
Synonyms
| (4Z,15Z)-Bilirubin IXa |
| 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-, |
| Biliyubin |
| filirubin |
| Cholerythrin |
| EINECS 211-239-7 |
| (Z,Z)-Bilirubin |
| 3-{2-({3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-2-yl}methyl)-4-methyl-5-[(Z)-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-3-yl}propanoic acid |
| 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-Biline-8,12-dipropionic acid |
| bilirubin |
| 1,3,6,7-Tetramethyl-4,5-dicarboxyethyl-2,8-divinyl-(b-13)-dihydrobilenone |
| hemetoidin |
| (Z,Z)-Bilirubin IXa |
| Bilirubin IXa |
| MFCD00005499 |
