An antioxidant bile pigment
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Biliverdin (hydrochloride)

Item No. 19257

Technical Information
Formal Name
3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid, monohydrochloride
CAS Number
856699-18-8
Molecular Formula
C33H34N4O6 • HCl
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 20 mg/ml
λmax
310, 376, 689 nm
SMILES
OC(CCC1=C(/C=C2C(CCC(O)=O)=C(C)C(/C=C3NC(C(C=C)=C\3C)=O)=N/2)NC(/C=C4NC(C(C)=C\4C=C)=O)=C1C)=O.Cl
InChi Code
InChI=1S/C33H34N4O6.ClH/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;/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41);1H/b26-13-,27-14-,28-15
InChi Key
KTRFJVRKVQROKS-UJCZHUFNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Biliverdin is a green bile pigment produced from the oxidation of heme in a reaction catalyzed by heme oxygenase and is further reduced to bilirubin (Item No. 17161) by biliverdin reductase.1,2 Biliverdin regulates the cellular heme degradation process by inhibiting substrates from binding to the catalytic site of heme oxygenase. Bile pigments such as biliverdin are known to possess anti-mutagenic and antioxidant properties.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, Y., Moënne-Loccoz, P., Loehr, T.M., et alHeme oxygenase-1, intermediates in verdoheme formation and the requirement for reduction equivalents. The Journal of Biological Chemisty 272, 6909-6917 (1997).

    2. Maines, M.D. The heme oxygenase system: A regulator of second messenger gases. Annu. Rev. Pharmacol. Toxicol. 37, 517-554 (1997).

    3. Bulmer, A.C., Ried, K., Blanchfield, J.T., et alThe anti-mutagenic properties of bile pigments. Mutat. Res. 658(1-2), 28-41 (2008).

    4. Mölzer, C., Huber, H., Steyrer, A., et alIn vitro antioxidant capacity and antigenotoxic properties of protoporphyrin and structurally related tetrapyrroles. Free Radic. Res. 46(11), 1369-1377 (2012).