Hematin

• CAS: 15489-90-4
• Catalog Number: ACM15489904
• Category: Main Products
• Molecular Weight: 633.49
• Molecular Formula: C34H33FeN4O5
• Synonyms: 2-))-hydroxy-;ferrihemate;ferriheme;ferrihemehydroxide;ferrihemicacid;ferriporphyrinhydroxide;ferriprotoporphyrinbasic;ferriprotoporphyrinixhydroxide
• IUPAC Name: 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethylporphyrin-21,23-diid-2-yl]propanoic acid; iron(2+); hydrate
• Canonical SMILES: CC1=C(C2=CC3=NC(=CC4=C(C(=C([N-]4)C=C5C(=C(C(=N5)C=C1[N-]2)C=C)C)C)CCC(=O)O)C(=C3C)CCC(=O)O)C=C.O.[Fe+2]
• InChI Key: CODDGSIFXYHHJO-UHFFFAOYSA-L
• Boiling Point: 1128.5ºC at 760 mmHg
• Melting Point: 180°C
• Flash Point: 636.3°C
• Appearance: Dark crystals with metalic luster
• Assay: 0.98
• EC Number: 239-518-9
• Exact Mass: 633.18000
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• MDL Number: MFCD00011615
• Packaging: 1 g
• Storage Conditions: 2-8°C

Case Study

Hematin-Catalyzed Polymerization of Phenol Compounds

Akkara, Joseph A., et al. Macromolecules, 2000, 33(7), 2377-2382.

Hematin is a biocatalyst which can be used to polymerize phenol derivatives. It's similar to horseradish peroxidase (HRP), but without the high cost of the HRP. This work studies the mechanism of hematin-catalyzed polymerization of phenol compounds by UV-visible spectroscopy and Mössbauer spectroscopy. Phenol radicals were generated through a two-step electron transfer reaction catalyzed by hematin in the presence of peroxide, followed by polymerization of these radicals through a noncatalytic process.
Polymerization of EP Catalyzed by Hematin
For each hematin concentration (6.3, 4.5, 3.2, and 1.6 mg or 2, 1.5, 1, and 0.5 mM, respectively), they were dissolved in 1.5 mL of DMF by sonication. Hematin activity was measured by introducing H2O2 into a monomer solution of ethylphenol (1 mmol, 0.12 g) prepared in 3.5 mL of buffer. Mixture from the reaction was stirred for 1 hour at room temperature. Dropwise additions of hydrogen peroxide in 3 0.15 mL droplets were done every 15 minutes to initiate the reaction, and the reaction ran for 24 hours. A dark precipitate that formed confirmed the polymer was synthesised. The products were separated by centrifugation and washed with sodium carbonate buffer and water. The yields of poly(p-ethylphenol) (PEP) and corresponding molecular weights are detailed in Table 1.

Pharmacological Study of Intravenous Hematin

Siegert, Scott WK, et al. Advances in therapy, 2008, 25, 842-857.

When reconstituted with sterile water, hematin quickly breaks down, and it is believed that the resulting degradation products can cause complications such as thrombophlebitis, thrombocytopenia, and temporary anticoagulation. However, reconstituting it with human serum albumin leads to a hematin formulation that is well-tolerated and significantly enhances its stability.
Hematin is a highly potent compound, with an estimated intravenous LD50 of 43.2 mg/kg. The primary acute toxicity observed in various species is vascular, often resulting in changes to renal function and bleeding. In humans, the typical clinical dose is 4 mg/kg, with a maximum daily limit of 6 mg/kg, indicating that the LD50 in animals is approximately seven to eight times higher than the standard dose used in humans.
After it's given, hematin binds to beta-globulin hemopexin. This heme-hemopexin combination gets carried to the liver, where heme is taken up by hepatocytes, converted into bilirubin, and excreted in bile. Once saturated, extra hematin attaches to albumin until fresh hemopexin gets recycled or is made in the liver. Its initial phase half-life is about 9.86 hours (4.5-15.5 hours), and its second phase is about 31.57 hours (16-53.3 hours) on average in humans.

Custom Q&A

What is the molecular formula of hematin?

The molecular formula of hematin is C34H34FeN4O5.

What are the synonyms of hematin?

The synonyms of hematin are hematin porcine, 15489-90-4, AKOS015903749, and Ferrate(2-),[7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-kN21,kN22,kN23,kN24]hydroxy-, hydrogen (1:2),(SP-5-13)-.

What is the molecular weight of hematin?

The molecular weight of hematin is 634.5 g/mol.

What is the parent compound of hematin?

The parent compound of hematin is protoporphyrin IX (CID 4971).

What are the component compounds of hematin?

The component compounds of hematin are water (CID 962) and iron (CID 23925).

When was hematin created?

Hematin was created on June 24, 2005.

When was hematin last modified?

Hematin was last modified on October 21, 2023.

What is the chemical description of hematin?

The chemical description of hematin is Chloro(7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-N(21),N(22),N(23),N(24)) ferrate(2-) dihydrogen.

What are the computed descriptors of hematin?

The computed descriptors of hematin are its IUPAC name, InChI, InChIKey, and Canonical SMILES.

What is the CAS number of hematin?

The CAS number of hematin is 15489-90-4.