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635-65-4

635-65-4 structure
635-65-4 structure
Name bilirubin
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
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

[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.

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
35677-91-9 structure

35677-91-9

~82%

635-65-4 structure

635-65-4

Literature: Monti, Diego; Speranza, Giovanna; Manitto, Paolo Gazzetta Chimica Italiana, 1982 , vol. 112, # 9/10 p. 361 - 366
19792-68-8 structure

19792-68-8

~%

635-65-4 structure

635-65-4

Literature: Monatshefte fur Chemie, , vol. 145, # 3 p. 465 - 482
66735-42-0 structure

66735-42-0

~%

635-65-4 structure

635-65-4

Literature: Gazzetta Chimica Italiana, , vol. 112, # 9/10 p. 361 - 366
59614-72-1 structure

59614-72-1

~%

635-65-4 structure

635-65-4

Literature: Gazzetta Chimica Italiana, , vol. 112, # 9/10 p. 361 - 366
10035-62-8 structure

10035-62-8

~%

635-65-4 structure

635-65-4

Literature: Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 34, # 3 p. 263 - 274
92735-37-0 structure

92735-37-0

~%

635-65-4 structure

635-65-4

Literature: Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 34, # 3 p. 263 - 274
114-25-0 structure

114-25-0

~%

635-65-4 structure

635-65-4

Literature: Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 268, p. 197,222
80575-27-5 structure

80575-27-5

~%

35991-50-5 structure

35991-50-5

80575-28-6 structure

80575-28-6

635-65-4 structure

635-65-4

Literature: Journal of Heterocyclic Chemistry, , vol. 21, # 4 p. 1005 - 1008
HS Code 29339990
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