Hematin

Names

[ Name ]:
Hematin

[Synonym ]:
Hydroxy[dihydrogen Protoporphyrin IX-ato(2-)]iron
ferriprotoporphyrin IX hydroxide
[Dihydrogen 3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionato(2-)]hydroxyiron
ferriporphyrin hydroxide
heme
BOVINE HEMIN
ferriheme hydroxide
Hydroxy[3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-2,18-porphyrindiyl-κN,N)dipropanoato(2-)]iron
ferrihemate
Hematin porcine
Hematin
Iron, [8,13-diethenyl-3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(2-)-κN,κN]hydroxy-
ferriprotoporphyrin IX
haem
ferriprotoporphyrin basic
iron protoporphyrin IX
MFCD00011615
HAEMATIN
HO-Fe(III)(protoporphyrin)
hydroxyhemin
phenodin
ferriheme
(SP-5-13)-[7,12-Diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-N21,N22,N23,N24]oxyferrate(2-) Dihydrogen
EINECS 239-518-9

Biological Activity

[Description]:

Hematin, an iron-containing porphyrin, inhibits the activity of clotting factors and also fibrin clot lysis through the mechanism of binding to and inactivation of hemostatic proteins[1]. Hematin can be used for the research of acute porphyrias and cancer[1][2][3][4][5].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[In Vitro]

Hematin (0.01 mg/ml) inhibits the clotting of bovine fibrinogen (1.3 to 2.6 mg/ml) by bovine thrombin (0.12 U/ml) and inhibits the hydrolysis of a synthetic substrate by human thrombin[2]. Hematin (0.035 mg/ml) reduces VIII:C activity from 0.88 to 0.40 U/ml[2]. Hematin (0.05 mg/ml) inhibits the activation of VIII:C by thrombin (0.04 U/ml)[2]. Hematin (0.09 mg/ml) inhibits the hydrolysis of a synthetic substrate by plasmin[2].

[In Vivo]

Hematin (i.v.; single injection) suppressed porphyrin production in SD rat (weighing 160-205 g)[4].

[References]

[1]. Siegert SW, et al. Physicochemical properties, pharmacokinetics, and pharmacodynamics of intravenous hematin: a literature review. Adv Ther. 2008 Sep;25(9):842-57.

[2]. Green D, et al. The inactivation of hemostatic factors by hematin. J Lab Clin Med. 1983;102: 361-369.

[3]. Amin ML, et al. Development of hematin conjugated PLGA nanoparticle for selective cancer targeting. Eur J Pharm Sci. 2016 Aug 25;91:138-43.

[4]. Goetsch C, et al. Instability of hematin used in the treatment of acute hepatic porphyria. N Engl J Med. 1986;315: 235-238.

[5]. Quadros HC, et al. The Role of the Iron Protoporphyrins Heme and Hematin in the Antimalarial Activity of Endoperoxide Drugs. Pharmaceuticals (Basel). 2022;15(1):60. Published 2022 Jan 4.

Chemical & Physical Properties

[ Boiling Point ]:
1128.5ºC at 760 mmHg

[ Melting Point ]:
180ºC

[ Molecular Formula ]:
C₃₄H₃₃FeN₄O₅

[ Molecular Weight ]:
633.495

[ Flash Point ]:
636.3ºC

[ Exact Mass ]:
633.180054

[ PSA ]:
129.41000

[ LogP ]:
3.43290

[ Vapour Pressure ]:
0mmHg at 25°C

[ Storage condition ]:
2~8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NO6725000

CHEMICAL NAME :: Iron, (dihydrogen 3,7,12,17-tetramethyl-8,13-divinyl-2,18-porphinedipro pionato(2-))-hydroxy-

CAS REGISTRY NUMBER :: 15489-90-4

LAST UPDATED :: 199106

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C34-H31-Fe-N4-O5.2H

MOLECULAR WEIGHT :: 633.56

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 40 mg/kg/30D-I

TOXIC EFFECTS :: Cardiac - pulse rate increase, without fall in BP Vascular - BP elevation not characterized in autonomic section Nutritional and Gross Metabolic - body temperature increase

REFERENCE :: AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 101,877,1984

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 43 mg/kg

TOXIC EFFECTS :: Vascular - BP lowering not characterized in autonomic section Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Blood - hemorrhage

REFERENCE :: TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 2,329,1978

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3.0

Synthetic Route

Click to get detail synthetic route

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