bilirubin

[(Science: biochemistry) a pigment produced when the liver processes waste products. a high bilirubin level causes yellowing of the skin.

[1. A yellow bile pigment found as sodium bilirubinate (soluble), or as an insoluble calcium salt in gallstones; formed from hemoglobin during normal and abnormal destruction of erythrocytes by the reticuloendothelial system; a bilin with substituents on the 2, 3, 7, 8, 12, 13, 17, and 18 carbon atoms and with oxygens on carbons 1 and 19. Excess bilirubin is associated with jaundice.

Molecular Formula: C₃₃H₃₆N₄O₆

InChI: InChI=1/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-/f/h36-38,40H

InChIKey: InChIKey=BPYKTIZUTYGOLE-PNMSQERCDR
SMILES: CC1=C(C=C)\C(NC1=O)=C\c2[nH]c(Cc3[nH]c(\C=C4/NC(=O)C(C=C)=C4C)c(C)c3CCC(O)=O)c(CCC(O)=O)c2C

CAS number 635-65-4

Names:
    Bilirubin
    bilirubin
    Bilirubin
    bilirubin IXα
    bilirubin
    SDCCGMLS-0066651.P001
    1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acid
    2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
    2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid
    3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
    8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dione

Registries:
    PubChem CID 5280352
    Beilstein =74376
    CAS 635-65-4 (from NIST)
    ChEBI 16990
    Gmelin 411033
    Kegg C00486
    PubChem ID 11537670
    PubChem ID 3769