An inducer of HO-1 activity
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Cobaltic(III) Protoporphyrin IX Chloride

Item No. 33794

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(SP-5-13)-chloro[7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-κN21,κN22,κN23,κN24]-cobaltate(2-), dihydrogen
CAS Number
102601-60-5
Synonyms
  • Cobaltic Protoporphyrin IX Chloride
Molecular Formula
C34H30ClCoN4O4 • 2H
Formula Weight
655.0
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:6): 0.14 mg/mlDMSO: 25 mg/mlEthanol: 1 mg/ml
λmax
234, 420 nm
SMILES
[Cl-][Co+3]1([N](C2=C3)=C(C(C=C)=C2C)C=C4C(C)=C5CCC([O-])=O)([N-]6C3=C7C=C)[N-]4C5=CC(C(CCC([O-])=O)=C8C)=[N]1C8=CC6=C7C.[H+].[H+]
InChi Code
InChI=1S/C34H34N4O4.ClH.Co/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);1H;/q;;+3/p-3/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;;
InChi Key
WWNXKQFLDNSNDN-HXFTUNQESA-K
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Cobaltic(III) protoporphyrin IX chloride is a metalloporphyrin and an inducer of heme oxygenase-1 (HO-1) activity.1 Unlike other metalloporphyrins, cobaltic(III) protoporphyrin IX chloride induces activity of HO-1, the rate-limiting enzyme in heme catabolism, in vitro and in vivo.1,2 It also reduces the activity of δ-aminolevulinate synthase, the enzyme that catalyzes the rate-limiting step of heme biosynthesis, as well as decreases the activity of cytochrome P450 (CYP), in rat liver microsomes ex vivo when administered at a dose of 125 µmol/kg.2 Cobaltic(III) protoporphyrin IX chloride (5 mg/kg) prevents liver injury and increases in the percentage of hepatic apoptotic cells in a mouse model of liver ischemia-reperfusion injury.3 It increases survival and decreases the number of lung colony forming units (CFUs) in mice infected with Y. pestis at the same dose.4 Cobaltic(III) protoporphyrin IX chloride has also been used as a catalyst for the electrochemical reduction of carbon dioxide in carbon electrodes.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shan, Y., Lambrecht, R.W., Donohue, S.E., et al. Role of Bach1 and Nrf2 in up-regulation of the heme oxygenase-1 gene by cobalt protoporphyrin. FASEB J. 20(14), 2651-2653 (2006).

    2. Drummond, G.S., and Kappas, A. The cytochrome P-450-depleted animal: An experimental model for in vivo studies in chemical biology. Proc. Natl. Acad. Sci. USA 79(7), 2384-2388 (1982).

    3. Li, J., Wu, B., Teng, D., et al. Cobalt-protoporphyrin enhances heme oxygenase 1 expression and attenuates liver ischemia/reperfusion injury by inhibiting apoptosis. Mol. Med. Rep. 17(3), 4567-4572 (2018).

    4. Willix, J.L., Stockton, J.L., Olson, R.M., et al. Activation of heme oxygenase expression by cobalt protoporphyrin treatment prevents pneumonic plague caused by inhalation of Yersinia pestis. Antimicrob. Agents Chemother. 64(4), e01819-01819 (2020).

    5. Shen, J., Kortlever, R., Kas, R., et al. Electrocatalytic reduction of carbon dioxide to carbon monoxide and methane at an immobilized cobalt protoporphyrin. Nat. Commun. 6, 8177 (2015).