bilirubin

Modify Date: 2024-01-02 08:27:44

bilirubin structure	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 bilirubin

Bilirubin is a yellow breakdown product of heme catabolism.

Name	bilirubin
Synonym	More Synonyms

Description	Bilirubin is a yellow breakdown product of heme catabolism.
Related Catalog	Natural Products >> Acids and Aldehydes Research 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.

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
Storage condition	−20°C
Stability	Stable. Refrigerate.

bilirubin MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DU3038000

CHEMICAL NAME :: Biline-8,12-dipropionic acid, 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19 -dioxo- 3,18-divinyl-

CAS REGISTRY NUMBER :: 635-65-4

BEILSTEIN REFERENCE NO. :: 0074376

LAST UPDATED :: 199701

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C33-H36-N4-O6

MOLECULAR WEIGHT :: 584.73

WISWESSER LINE NOTATION :: T5VMYTJ D1 E1U1 CU1- ET5MYTJ C2VQ D1 BU1- ET5MYTJ C1 D2VQ BU1- ET5MVTJ C1 D1U1

HEALTH HAZARD DATA

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)

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

18-devinyl-18-(...

CAS#:35677-91-9

~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 dimet...

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bilirubin

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3,3'-[2-(1-merc...

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bilirubin

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18-devinyl-18-[...

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bilirubin

CAS#:635-65-4

Literature: Gazzetta Chimica Italiana, , vol. 112, # 9/10 p. 361 - 366

methyl 3-[2-[[5...

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bilirubin

CAS#:635-65-4

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2,17-bis-(2-chl...

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bilirubin

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Biliverdine

CAS#:114-25-0

bilirubin

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18-Devinyl-18-(...

CAS#:80575-27-5

3,17-Divinyl-1,...

CAS#:35991-50-5

N/A

CAS#:80575-28-6

bilirubin

CAS#:635-65-4

Literature: Journal of Heterocyclic Chemistry, , vol. 21, # 4 p. 1005 - 1008

Precursor 8
CAS#:35677-91-9 18-devinyl-18-(... CAS#:19792-68-8 Bilirubin dimet... CAS#:66735-42-0 3,3'-[2-(1-merc... CAS#:59614-72-1 18-devinyl-18-[...
CAS#:10035-62-8 methyl 3-[2-[[5... CAS#:92735-37-0 2,17-bis-(2-chl... CAS#:114-25-0 Biliverdine CAS#:80575-27-5 18-Devinyl-18-(...
DownStream 9
CAS#:54474-50-9 2,4-Dimethyl-3-... CAS#:517-22-6 2,4-Dimethyl-3-... CAS#:19792-68-8 Bilirubin dimet... CAS#:20189-42-8 2-ethyl-3-methy...
CAS#:600-28-2 2,3-dimethyl-1H... CAS#:15770-19-1 xanthobilirubic acid CAS#:10035-62-8 methyl 3-[2-[[5... CAS#:114-25-0 Biliverdine
CAS#:329314-75-2 (2E)-2-(4-ethen...

HS Code	29339990

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...

(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

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bilirubin

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