Bilirubin

Bilirubin
Names
	IUPAC name 3,3′-(2,17-Diethenyl-3,7,13,18-tetramethyl-1,19-dioxo-10,19,21,22,23,24-hexahydro-1H-biline-8,12-diyl)dipropanoic acid
	Systematic IUPAC name 3,3′-([12(2)Z,6(72)Z]-13,74-Diethenyl-14,33,54,73-tetramethyl-15,75-dioxo-11,15,71,75-tetrahydro-31H,51H-1,7(2),3,5(2,5)-tetrapyrrolaheptaphane-12(2),6(72)-diene-34,53-diyl)dipropanoic acid
	Other names Bilirubin IXα
Identifiers
CAS Number	635-65-4 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:16990 ;
ChEMBL	ChEMBL501680 ;
ChemSpider	4444055 ;
ECHA InfoCard	100.010.218
IUPHAR/BPS	4577;
PubChem CID	5280352;
UNII	RFM9X3LJ49 ;
CompTox Dashboard (EPA)	DTXSID8060905 DTXSID90239827, DTXSID8060905 ;
	InChI InChI=1S/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- Key: BPYKTIZUTYGOLE-IFADSCNNSA-N ; Key: BPYKTIZUTYGOLE-IFADSCNNBS;
	SMILES CC1=C(/C=C2C(C)=C(C=C)C(N/2)=O)NC(CC3=C(CCC(O)=O)C(C)=C(/C=C4C(C=C)=C(C)C(N/4)=O)N3)=C1CCC(O)=O; Cc1c(c([nH]c1/C=C\2/C(=C(C(=O)N2)C=C)C)Cc3c(c(c([nH]3)/C=C\4/C(=C(C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O;
Properties
Chemical formula	C33H36N4O6
Molar mass	584.673 g·mol−1
Density	1.31 g·cm-3
Melting point	235°C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Bilirubin (BR) (adopted from German, originally bili—bile—plus ruber—red—from Latin) is a red-orange compound that occurs in the normcomponent of the straw-yellow color in urine. Another breakdown product, stercobilin, causes the brown color of feces.

Although bilirubin is usually found in animals rather than plants, at least one plant species, Strelitzia nicolai, is known to contain the pigment.

Names


IUPAC name 3,3′-(2,17-Diethenyl-3,7,13,18-tetramethyl-1,19-dioxo-10,19,21,22,23,24-hexahydro-1H-biline-8,12-diyl)dipropanoic acid
Systematic IUPAC name 3,3′-([1²(2)Z,6(7²)Z]-1³,7⁴-Diethenyl-1⁴,3³,5⁴,7³-tetramethyl-1⁵,7⁵-dioxo-1¹,1⁵,7¹,7⁵-tetrahydro-3¹H,5¹H-1,7(2),3,5(2,5)-tetrapyrrolaheptaphane-1²(2),6(7²)-diene-3⁴,5³-diyl)dipropanoic acid
Other names Bilirubin IXα
Identifiers
CAS Number	635-65-4^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:16990^Y
ChEMBL	ChEMBL501680^Y
ChemSpider	4444055^Y
ECHA InfoCard	100.010.218
IUPHAR/BPS	4577
PubChem CID	5280352
UNII	RFM9X3LJ49^Y
CompTox Dashboard (EPA)	DTXSID8060905 DTXSID90239827, DTXSID8060905
InChI InChI=1S/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-^Y Key: BPYKTIZUTYGOLE-IFADSCNNSA-N^Y Key: BPYKTIZUTYGOLE-IFADSCNNBS
SMILES CC1=C(/C=C2C(C)=C(C=C)C(N/2)=O)NC(CC3=C(CCC(O)=O)C(C)=C(/C=C4C(C=C)=C(C)C(N/4)=O)N3)=C1CCC(O)=O Cc1c(c([nH]c1/C=C\2/C(=C(C(=O)N2)C=C)C)Cc3c(c(c([nH]3)/C=C\4/C(=C(C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O
Properties
Chemical formula	C₃₃H₃₆N₄O₆
Molar mass	584.673 g·mol⁻¹
Density	1.31 g·cm-3
Melting point	235°C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references