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100mg |
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Other Sizes |
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Hematoporphyrin (also known as Hematoporphyrin IX; Photodyn, Sensibion) is a substrate for affinity chromatography of heme-binding proteins. Hematoporphyrin is an endogenous porphyrin formed by the acid hydrolysis of hemoglobin. Nencki and Zaleski determined its chemical structure in 1900. Hematoporphyrin has been used as an antidepressant and antipsychotic since the 1920s.
ln Vitro |
Hematoporphyrin (20-120 nM; 60 min) dose-dependently decreases cell survival of U87 and U251 glioma cells with IC50 of 85 and 166 nM, respectively [2]. Hematoporphyrin (85 nM; 60 min) promotes apoptosis by generating ROS in U87 cells [2]. Hematoporphyrin (85 nM; 60 minutes) produces morphological alterations in U87 cells under red light, including shrinkage and fragmentation [2].
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ln Vivo |
In rats exposed to red light radiation, hematoporphyrin (5–10 mg/kg) administered intraperitoneally for two months can significantly reduce tumor size. This is a result of photoactivated porphyrin's direct impact on tumor cells as well as its effects on blood. The ship becomes necrotic as a result of secondary consequences [3].
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Cell Assay |
Cell Viability Assay[2]
Cell Types: U87 and U251 Cell Tested Concentrations: 20, 40, 60, 80, 100, 120 nM Incubation Duration: 60 minutes Experimental Results: Inhibition of cell viability in a dose-dependent manner. More effective under red light than white light. Apoptosis analysis [2] Cell Types: U87 Cell Tested Concentrations: 85 nM Incubation Duration: 60 minutes Experimental Results: Apoptotic nuclei were induced in U87 cells at low cell density. Induces ROS and reduces mitochondrial membrane potential. |
Animal Protocol |
Animal/Disease Models: Hermaphrodite Wistar albino rats (20 days; 60-80 g) with subcutaneoussolid Yoshida hepatoma AH-130 [3]
Doses: 5, 10 mg/kg Route of Administration: Daily intraperitoneal (ip) injection for the first 10 days , followed by intraperitoneal (ip) injections every two weeks for the next 2 months. Experimental Results: After exposing the rats to light for several days, no tumors were palpable. The skin heals completely and the hair grows back. Large areas of coagulative necrosis appeared in the tumor 24 hrs (hrs (hours)) after phototherapy (×40). |
References |
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Additional Infomation |
Hematoporphyrin is a dicarboxylic acid that is protoporphyrin in which the vinyl groups at positions 7 and 12 are replaced by 1-hydroxyethyl groups. It has a role as a photosensitizing agent. It is a member of protoporphyrins and a dicarboxylic acid. It is functionally related to a protoporphyrin.
Iron-free derivatives of heme with 4 methyl groups, 2 hydroxyethyl groups and 2 propionic acid groups attached to the pyrrole rings. Some of these PHOTOSENSITIZING AGENTS are used in the PHOTOTHERAPY of malignant NEOPLASMS. See also: Hematoporphyrin (annotation moved to). |
Molecular Formula |
C34H38N4O6
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Molecular Weight |
598.68872
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Exact Mass |
598.279
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CAS # |
14459-29-1
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Related CAS # |
Hematoporphyrin dihydrochloride;17696-69-4
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PubChem CID |
11103
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Appearance |
Pale purple to purple solid powder
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Density |
1.3±0.1 g/cm3
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Boiling Point |
1179.7±65.0 °C at 760 mmHg
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Melting Point |
172.5°C
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Flash Point |
667.3±34.3 °C
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Vapour Pressure |
0.0±0.3 mmHg at 25°C
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Index of Refraction |
1.642
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LogP |
5.95
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Hydrogen Bond Donor Count |
6
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Hydrogen Bond Acceptor Count |
8
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Rotatable Bond Count |
8
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Heavy Atom Count |
44
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Complexity |
1020
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Defined Atom Stereocenter Count |
0
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InChi Key |
KFKRXESVMDBTNQ-UHFFFAOYSA-N
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InChi Code |
InChI=1S/C34H38N4O6/c1-15-21(7-9-31(41)42)27-14-28-22(8-10-32(43)44)16(2)24(36-28)12-29-34(20(6)40)18(4)26(38-29)13-30-33(19(5)39)17(3)25(37-30)11-23(15)35-27/h11-14,19-20,37-40H,7-10H2,1-6H3,(H,41,42)(H,43,44)
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Chemical Name |
3-[18-(2-carboxyethyl)-8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage. (2). This product is not stable in solution, please use freshly prepared working solution for optimal results. |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~150 mg/mL (~250.55 mM)
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.18 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (4.18 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 1.6703 mL | 8.3516 mL | 16.7031 mL | |
5 mM | 0.3341 mL | 1.6703 mL | 3.3406 mL | |
10 mM | 0.1670 mL | 0.8352 mL | 1.6703 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.