An inhibitor of heme oxygenase
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Tin(IV) Protoporphyrin IX Chloride

Item No. 16375

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(OC-6-13)-dichloro[7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-κN21,κN22,κN23,κN24]-stannate(2-), dihydrogen
CAS Number
14325-05-4
Synonyms
  • NSC 267099
  • SnPPIX
Molecular Formula
C34H30Cl2N4O4Sn • 2H
Formula Weight
750.3
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 0.5 mg/ml
λmax
405, 541, 579 nm
SMILES
[O-]C(CCC1=C(C=C2[N]3=C4C(C)=C2CCC([O-])=O)[N-]([Sn+4]35([Cl-])([Cl-])[N]6=C7C=C(C(C=C)=C8C)[N-]5C8=C4)C(C=C6C(C=C)=C7C)=C1C)=O.[H+].[H+]
InChi Code
InChI=1S/C34H34N4O4.2ClH.Sn/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;;;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);2*1H;/q;;;+4/p-4/b25-13-,26-
InChi Key
HDGCWLZQBOZSGG-UHEVNVKKSA-J
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $54

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    10 mg

    $102

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    25 mg

    $238

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    50 mg

    $418

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    Product Description

    Tin(IV) protoporphyrin IX chloride is a synthetic heme analog that selectively inhibits HO-1 (Ki = 11 nM) over HO-2 (IC50 = 7.5 µM).1,2 It also weakly inhibits endothelial nitric oxide synthase and soluble guanylyl cyclase (IC50s = 35 and 30 nM, respectively).2 Tin(IV) protoporphyrin IX chloride prevents hyperbilirubinemia in neonates by blocking HO-1 activity that increases postnatally.1 It is rapidly cleared from plasma and persists in certain tissues, including kidney, liver, and spleen.3 Tin(IV) protoporphyrin IX chloride is commonly used as a tool to study the role of HO-1 activity in cells and in animals.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Drummond, G.S., and Kappas, A. Prevention of neonatal hyperbilirubinemia by tin protoporphyrin IX, a potent competitive inhibitor of heme oxidation. Proc. Natl. Acad. Sci. USA 78(10), 6466-6470 (1981).

    2. Zakhary, R., Gaine, S.P., Dinerman, J.L., et al. Heme oxygenase 2: Endothelial and neuronal localization and role in endothelium-dependent relaxation. Proc. Natl. Acad. Sci. USA 93(2), 795-798 (1996).

    3. Anderson, K.E., Simionatto, C.S., Drummond, G.S., et al. Tissue distribution and disposition of tin-protoporphyrin, a potent competitive inhibitor of heme oxygenase. J. Pharmacol. Exp. Ther. 228(2), 327-333 (1984).

    4. Byun, S.J., Son, Y., and Pae, H.O. Cytoprotective effect of β-lapachone by inducing heme oxygenase-1 expression and AMP-activated protein kinase activation in human endothelial cells. Eur. Rev. Med. Pharmacol. Sci. 18(7), 949-958 (2014).

    5. Zhang, M., Wang, S., Mao, L., et al. Omega-3 fatty acids protect the brain against ischemic injury by activating Nrf2 and upregulating heme oxygenase 1. J. Neurosci. 34(5), 1903-1915 (2014).