bilirubin
bilirubin structure
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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 | Chinese USA | Flash Point | 478.1±37.1 °C | |
Use of bilirubinBilirubin is a yellow breakdown product of heme catabolism. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | bilirubin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Bilirubin is a yellow breakdown product of heme catabolism. |
|---|---|
| Related Catalog | |
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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. |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| 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 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
|
~82%
bilirubin CAS#:635-65-4 |
| Literature: Monti, Diego; Speranza, Giovanna; Manitto, Paolo Gazzetta Chimica Italiana, 1982 , vol. 112, # 9/10 p. 361 - 366 |
|
~%
bilirubin CAS#:635-65-4 |
| Literature: Monatshefte fur Chemie, , vol. 145, # 3 p. 465 - 482 |
|
~%
bilirubin CAS#:635-65-4 |
| Literature: Gazzetta Chimica Italiana, , vol. 112, # 9/10 p. 361 - 366 |
|
~%
bilirubin CAS#:635-65-4 |
| Literature: Gazzetta Chimica Italiana, , vol. 112, # 9/10 p. 361 - 366 |
|
~%
bilirubin CAS#:635-65-4 |
| Literature: Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 34, # 3 p. 263 - 274 |
|
~%
bilirubin CAS#:635-65-4 |
| Literature: Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 34, # 3 p. 263 - 274 |
|
~%
bilirubin CAS#:635-65-4 |
| Literature: Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 268, p. 197,222 |
|
~%
bilirubin CAS#:635-65-4 |
| Literature: Journal of Heterocyclic Chemistry, , vol. 21, # 4 p. 1005 - 1008 |
![3,3'-[2-(1-mercapto-ethyl)-3,7,13,18-tetramethyl-1,19-dioxo-17-vinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-diyl]-bis-propionic acid structure](https://image.chemsrc.com/caspic/089/66735-42-0.png)
![18-devinyl-18-[1-(acetylthio)ethyl]bilirubin structure](https://image.chemsrc.com/caspic/323/59614-72-1.png)
![methyl 3-[2-[[5-[(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-3-(3-methoxy-3-oxopropyl)-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-3-yl]propanoate structure](https://image.chemsrc.com/caspic/137/10035-62-8.png)
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 8 | |
|---|---|
| DownStream 9 | |
CAS#:54474-50-9
CAS#:517-22-6
CAS#:20189-42-8
CAS#:600-28-2
CAS#:15770-19-1
CAS#:329314-75-2This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 29339990 |
|---|
This table lists relevant public references with title, journal and publication metadata for this compound.
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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 ... |
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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... |
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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... |
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| (4Z,15Z)-Bilirubin IXa |
| 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 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the LogP of bilirubin? |
| A: LogP of bilirubin is 3.15. |
| Q: What is the SMILES notation of bilirubin? |
| A: SMILES notation of bilirubin is 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. |
| Q: What is the safety information for bilirubin? |
| A: Safety information for bilirubin: 22-24/25-36-26. |
| Q: What is the molecular weight of bilirubin? |
| A: Molecular weight of bilirubin is 584.662. |
| Q: What are the storage conditions for bilirubin? |
| A: Storage conditions for bilirubin: −20°C. |
| Q: What is the molecular formula of bilirubin? |
| A: Molecular formula of bilirubin is C33H36N4O6. |
| Q: What is the boiling point of bilirubin? |
| A: Boiling point of bilirubin is 641.7°C. |
| Q: What are the upstream materials of bilirubin? |
| A: Related upstream materials(CAS) of bilirubin: 35677-91-9;19792-68-8;66735-42-0;59614-72-1;10035-62-8;92735-37-0;114-25-0;80575-27-5. |
| Q: What are the uses of bilirubin? |
| A: Main uses of bilirubin: Bilirubin is a yellow breakdown product of heme catabolism. |
| Q: What is the InChIKey of bilirubin? |
| A: InChIKey of bilirubin is BPYKTIZUTYGOLE-IFADSCNNSA-N. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| Dayang Chem (Hangzhou) Co., Ltd. |
| naturewill |
| Henan Tianfu Chemical Co., Ltd. |