Hemin | CAS#16009-13-5 | iron-containing porphyrinis

MedKoo Cat#: 529537 | Name: Hemin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hemin is an iron-containing porphyrinis potentially for the treatment of gastroparesis.

Chemical Structure

Hemin

CAS#16009-13-5

Theoretical Analysis

MedKoo Cat#: 529537

Name: Hemin

CAS#: 16009-13-5

Chemical Formula: C34H32ClFeN4O4

Exact Mass: 0.0000

Molecular Weight: 651.95

Elemental Analysis: C, 62.64; H, 4.95; Cl, 5.44; Fe, 8.57; N, 8.59; O, 9.82

Price and Availability

Size	Price	Availability	Quantity
1g	USD 250.00	2 Weeks
5g	USD 450.00	2 Weeks

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Synonym

Chloro(protoporphyrinato)iron(III), Chlorohemin, Chloroprotoporphyrin IX iron(III), Ferriprotoporphyrin IX chloride, Hemin(chloride)

IUPAC/Chemical Name

monoiron(III) chloride mono(3,7-bis(2-carboxyethyl)-2,8,12,17-tetramethyl-13,18-divinylporphyrin-21,22-diide)

InChi Key

BTIJJDXEELBZFS-HXFTUNQESA-K

InChi Code

InChI=1S/C34H34N4O4.ClH.Fe/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-;;

SMILES Code

OC(CCC1=C(N(C(C=C2C(C=C)=C3C)=C1C)[Fe]4([N]2=C3C=C(N4C5=C6)C(C=C)=C5C)7Cl)C=C8[N]7=C6C(C)=C8CCC(O)=O)=O

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2933998090

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Hemin is an Heme oxygenase (HO)-1 inducer.

In vitro activity:

The effects in the post-treatment group infected with the virus and then treated with hemin for 2 hpi were monitored to determine whether viral replication was suppressed during the intracellular replication stage after viral entry into the cells. The suppression of viral replication was observed in both groups, indicating that hemin treatment could inhibit the virus at the intracellular replication stage (Fig. 1d). The immunofluorescence assay (IFA) (Fig. 1e) showed that the number of cells containing the SARS-CoV-2 spike protein decreased as the hemin concentration increased at 24 hpi. Reference: Sci Rep. 2021 Nov 2;11(1):21462. https://pubmed.ncbi.nlm.nih.gov/34728736/

In vivo activity:

The hepatic function was evaluated based on the ALT concentration in the plasma of the mice in all of the experimental groups (Figure 7). The TNBS group showed the highest concentration of ALT (30.88 ± 4.64 U/L). The treatment with hemin at both dosages, 5 mg/kg/day and 10 mg/kg/day, promotes a decrease in ALT levels with statistical significance compared to the TNBS group (20.33 ± 3.67 U/L; p < 0.001 and 22.56 ± 3.61 U/L; p < 0.01, respectively). Reference: Biomedicines. 2022 Aug 19;10(8):2025. https://pubmed.ncbi.nlm.nih.gov/36009572/

	Solvent	mg/mL	mM
Solubility
	DMSO	17.3	28.11
	Water	0.1	0.16

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 651.95 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Sahoo N, Yang K, Coburger I, Bernert A, Swain SM, Gessner G, Kappl R, Kühl T, Imhof D, Hoshi T, Schönherr R, Heinemann SH. Intracellular hemin is a potent inhibitor of the voltage-gated potassium channel Kv10.1. Sci Rep. 2022 Aug 27;12(1):14645. doi: 10.1038/s41598-022-18975-2. PMID: 36030326; PMCID: PMC9420133. 2. Kim DH, Ahn HS, Go HJ, Kim DY, Kim JH, Lee JB, Park SY, Song CS, Lee SW, Ha SD, Choi C, Choi IS. Hemin as a novel candidate for treating COVID-19 via heme oxygenase-1 induction. Sci Rep. 2021 Nov 2;11(1):21462. doi: 10.1038/s41598-021-01054-3. PMID: 34728736; PMCID: PMC8563742. 3. Silva I, Correia R, Pinto R, Mateus V. Hemin Ameliorates the Inflammatory Activity in the Inflammatory Bowel Disease: A Non-Clinical Study in Rodents. Biomedicines. 2022 Aug 19;10(8):2025. doi: 10.3390/biomedicines10082025. PMID: 36009572; PMCID: PMC9405605. 4. Szkudelski T, Frąckowiak K, Szkudelska K. Hemin attenuates response of primary rat adipocytes to adrenergic stimulation. PeerJ. 2021 Sep 2;9:e12092. doi: 10.7717/peerj.12092. PMID: 34557353; PMCID: PMC8418796.

In vitro protocol:

In vivo protocol:

1. Silva I, Correia R, Pinto R, Mateus V. Hemin Ameliorates the Inflammatory Activity in the Inflammatory Bowel Disease: A Non-Clinical Study in Rodents. Biomedicines. 2022 Aug 19;10(8):2025. doi: 10.3390/biomedicines10082025. PMID: 36009572; PMCID: PMC9405605. 2. Szkudelski T, Frąckowiak K, Szkudelska K. Hemin attenuates response of primary rat adipocytes to adrenergic stimulation. PeerJ. 2021 Sep 2;9:e12092. doi: 10.7717/peerj.12092. PMID: 34557353; PMCID: PMC8418796.

1: Liu Y, Xiong E, Li X, Li J, Zhang X, Chen J. Sensitive electrochemical assay of alkaline phosphatase activity based on TdT-mediated hemin/G-quadruplex DNAzyme nanowires for signal amplification. Biosens Bioelectron. 2017 Jan 15;87:970-975. doi: 10.1016/j.bios.2016.09.069. PubMed PMID: 27668724. 2: Fader CM, Salassa BN, Grosso RA, Vergara AN, Colombo MI. Hemin induces mitophagy in a leukemic erythroblast cell line. Biol Cell. 2016 Apr;108(4):77-95. doi: 10.1111/boc.201500058. PubMed PMID: 26773440. 3: Xue S, Jing P, Xu W. Hemin on graphene nanosheets functionalized with flower-like MnO2 and hollow AuPd for the electrochemical sensing lead ion based on the specific DNAzyme. Biosens Bioelectron. 2016 Dec 15;86:958-65. doi: 10.1016/j.bios.2016.07.111. PubMed PMID: 27498321. 4: Liu F, Tang J, Xu J, Shu Y, Xu Q, Wang H, Hu X. Low potential detection of indole-3-acetic acid based on the peroxidase-like activity of hemin/reduced graphene oxide nanocomposite. Biosens Bioelectron. 2016 Dec 15;86:871-8. doi: 10.1016/j.bios.2016.07.089. PubMed PMID: 27494811. 5: Tripathi AK, Singh N. Prion Protein-Hemin Interaction Upregulates Hemoglobin Synthesis: Implications for Cerebral Hemorrhage and Sporadic Creutzfeldt-Jakob Disease. J Alzheimers Dis. 2016;51(1):107-21. doi: 10.3233/JAD-151039. PubMed PMID: 26836195. 6: Wang Z, Zhao J, Bao J, Dai Z. Construction of Metal-Ion-Free G-quadruplex-Hemin DNAzyme and Its Application in S1 Nuclease Detection. ACS Appl Mater Interfaces. 2016 Jan 13;8(1):827-33. doi: 10.1021/acsami.5b10165. PubMed PMID: 26666985. 7: Chen H, Wang X, Zhao Q, Zhang Z, Ye X, Hua F, Cui G. Dual effects of heme oxygenase-1 on astrocyte injury induced by hemin in vitro. Brain Inj. 2016;30(1):36-42. doi: 10.3109/02699052.2015.1084648. PubMed PMID: 26595800. 8: Sedaghat S, Shamspur T, Mohamadi M, Mostafavi A. Extraction and preconcentration of hemin from human blood serum and breast cancer supernatant. J Sep Sci. 2015 Dec;38(24):4286-91. doi: 10.1002/jssc.201500408. PubMed PMID: 26496188. 9: Wang Y, Xia H, Yu X, Lu T, Chi X, Cai J. Hemin protects against hippocampal damage following orthotopic autologous liver transplantation in adult rats. Life Sci. 2015 Aug 15;135:27-34. doi: 10.1016/j.lfs.2015.05.021. PubMed PMID: 26092480. 10: Heeba GH, Hamza AA, Hassanin SO. Induction of heme oxygenase-1 with hemin alleviates cisplatin-induced reproductive toxicity in male rats and enhances its cytotoxicity in prostate cancer cell line. Toxicol Lett. 2016 Dec 15;264:38-50. doi: 10.1016/j.toxlet.2016.10.019. PubMed PMID: 27815112. 11: Owen JE, Bishop GM, Robinson SR. Uptake and Toxicity of Hemin and Iron in Cultured Mouse Astrocytes. Neurochem Res. 2016 Feb;41(1-2):298-306. doi: 10.1007/s11064-015-1795-7. PubMed PMID: 26694650. 12: Kördikanlıoğlu B, Şimşek Ö, Saris PE. Nisin production of Lactococcus lactis N8 with hemin-stimulated cell respiration in fed-batch fermentation system. Biotechnol Prog. 2015 May-Jun;31(3):678-85. doi: 10.1002/btpr.2075. PubMed PMID: 25826783. 13: Yang Z, Qian J, Yang X, Jiang D, Du X, Wang K, Mao H, Wang K. A facile label-free colorimetric aptasensor for acetamiprid based on the peroxidase-like activity of hemin-functionalized reduced graphene oxide. Biosens Bioelectron. 2015 Mar 15;65:39-46. doi: 10.1016/j.bios.2014.10.004. PubMed PMID: 25461136. 14: Gaudreault V, Wirbel J, Jardim A, Rohrbach P, Scorza T. Red Blood Cells Preconditioned with Hemin Are Less Permissive to Plasmodium Invasion In Vivo and In Vitro. PLoS One. 2015 Oct 14;10(10):e0140805. doi: 10.1371/journal.pone.0140805. PubMed PMID: 26465787; PubMed Central PMCID: PMC4605744. 15: Wang Q, Xu N, Gui Z, Lei J, Ju H, Yan F. Strand displacement activated peroxidase activity of hemin for fluorescent DNA sensing. Analyst. 2015 Oct 7;140(19):6532-7. doi: 10.1039/c5an01206f. PubMed PMID: 26295460. 16: Xie S, Ye J, Yuan Y, Chai Y, Yuan R. A multifunctional hemin@metal-organic framework and its application to construct an electrochemical aptasensor for thrombin detection. Nanoscale. 2015 Nov 21;7(43):18232-8. doi: 10.1039/c5nr04532k. PubMed PMID: 26487089. 17: Yang QB, Yu FY, Sun L, Zhang QX, Lin M, Geng XY, Sun XN, Li JL, Liu Y. Identification of amino acid residues involved in hemin binding in Porphyromonas gingivalis hemagglutinin 2. Mol Oral Microbiol. 2015 Oct;30(5):337-46. doi: 10.1111/omi.12097. PubMed PMID: 25833325. 18: Hong LR, Chai YQ, Zhao M, Liao N, Yuan R, Zhuo Y. Highly efficient electrogenerated chemiluminescence quenching of PEI enhanced Ru(bpy)₃²⁺ nanocomposite by hemin and Au@CeO₂ nanoparticles. Biosens Bioelectron. 2015 Jan 15;63:392-8. doi: 10.1016/j.bios.2014.07.065. PubMed PMID: 25128620. 19: Liu Y, Carver JA, Ho LH, Elias AK, Musgrave IF, Pukala TL. Hemin as a generic and potent protein misfolding inhibitor. Biochem Biophys Res Commun. 2014 Nov 14;454(2):295-300. doi: 10.1016/j.bbrc.2014.10.062. PubMed PMID: 25450392. 20: Wang Q, Song Y, Chai Y, Pan G, Li T, Yuan Y, Yuan R. Electrochemical immunosensor for detecting the spore wall protein of Nosema bombycis based on the amplification of hemin/G-quadruplex DNAzyme concatamers functionalized Pt@Pd nanowires. Biosens Bioelectron. 2014 Oct 15;60:118-23. doi: 10.1016/j.bios.2014.03.075. PubMed PMID: 24787126.