A breakdown product of heme catabolism
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Bilirubin

Item No. 17161

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
CAS Number
635-65-4
Synonyms
  • Hematoidin
  • NSC 26685
Molecular Formula
C33H36N4O6
Formula Weight
584.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 5 mg/mlDMF: 0.1 mg/mlDMSO: 0.2 mg/ml
λmax
241, 451 nm
SMILES
CC1=C(/C=C2NC(C(C=C)=C\2C)=O)NC(CC3=C(CCC(O)=O)C(C)=C(/C=C4NC(C(C)=C\4C=C)=O)N3)=C1CCC(O)=O
InChi Code
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-
InChi Key
BPYKTIZUTYGOLE-IFADSCNNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $69

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    1 g

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    5 g

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    Product Description

    Bilirubin is a yellow breakdown product of heme catabolism, formed when heme is cleaved by heme oxygenase.1 This reaction produces carbon monoxide and biliverdin, which is rapidly reduced to bilirubin by biliverdin reductase. Bilirubin has key roles as a free radical scavenger with antioxidant and anti-inflammatory actions.1 Free and albumin-bound bilirubin can also scavenge nitric oxide (NO) and NO-related species. Unconjugated bilirubin is highly water-insoluble and must be conjugated with glucuronides to become water soluble and subsequently excreted by the liver and kidney.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Levitt, D.G., and Levitt, M.D. Quantitative assessment of the multiple processes responsible for bilirubin homeostasis in health and disease. Clin. Exp. Gastroenterol. 7, 307-328 (2014).