Hematoporphyrin dihydrochloride
Based on 15 publication(s) in Google Scholar
Hematoporphyrin dihydrochloride (Hematoporphyrin IX dihydrochloride), a photosensitizer, is a substrate for affinity chromatography of heme-binding proteins. Hematoporphyrin dihydrochloride can induce apoptosis in U87 glioma cells and decrease tumor growth in vivo when exposed to red light.
For research use only. We do not sell to patients.
- Purity: 95.0%
- CAS No.: 17696-69-4
- Formula: C34H40Cl2N4O6
- Molecular Weight:671.61
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Storage:
4°C, sealed storage, away from moisture
* The compound is unstable in solutions, freshly prepared is recommended.
Publications Citing Use of MedChemExpress (MCE) Hematoporphyrin dihydrochloride
More- Nat Biomed Eng. 2023 Mar;7(3):298-312. [Abstract]
- Nat Commun. 2022 Jun 16;13(1):3468. [Abstract]
- ACS Nano. 2023 Dec 12;17(23):23535-23544. [Abstract]
- Chem Eng J. 390 (2020) 124521.
- Acta Biomater. 2025 Jan 24:193:231-241. [Abstract]
- Free Radic Biol Med. 2023 Oct:207:239-246. [Abstract]
- Drug Deliv. 2022 Dec;29(1):3358-3369. [Abstract]
- Pharmaceutics. 2023 Aug 3;15(8):2076. [Abstract]
- Int J Mol Sci. 2022 Apr 11;23(8):4218. [Abstract]
- J Biol Chem. 2022 Oct;298(10):102417. [Abstract]
- FEBS Lett. 2021 Jan;595(2):206-219. [Abstract]
- PLoS One. 2019 Sep 25;14(9):e0222331. [Abstract]
- Lasers Med Sci. 2020 Feb;35(1):71-78. [Abstract]
- Nanyang Technological University. 2024.
- Cancer Adv. 2024;7:e24021.
All Endogenous Metabolite Isoforms
More
Biological Activity
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Human Endogenous Metabolite |
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| Bel-7402 | IC50 |
8.93 μM
Compound: HPD
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Cytotoxicity against human Bel7402 cells after 48 hrs in the dark by MTT assay
Cytotoxicity against human Bel7402 cells after 48 hrs in the dark by MTT assay
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[PMID: 19942325] |
Hematoporphyrin (20-120 nM; 60 min) dose-dependently inhibits cell viability in U87 and U251 glioma cells, with IC50s of 85 and 166 nM, respectively[2].
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Hematoporphyrin (85 nM; 60 min) induces cell apoptosis via induction of ROS in U87 cells[2].
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Hematoporphyrin (85 nM; 60 min) induces morphological changes of U87 cells under the red light, including shrinking, fragmentation[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:U87 and U251 cells
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Concentration:20, 40, 60, 80, 100, 120 nM
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Incubation Time:60 min
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Result:Inhibited cell viability in a dose-dependent manner.
Was more effective under the red light than white light.
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Cell Line:U87 cells
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Concentration:85 nM
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Incubation Time:60 min
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Result:Induced apoptotic nuclei in U87 cells with low cell density.
Induced the ROS and decreased the mitochondrial membrane potential.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Wistar albino rats of both sexes (20 d; 60-80 g) bearing a subcutaneous solid Yoshida hepatoma AH-130[3]
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Dosage:5, 10 mg/kg
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Administration:I.p. daily during the initial 10 days and biweekly for the next 2 months
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Result:No tumor could be palpated a few days after exposure of the rats to light.
The skin healed completely and regrowth of the hair occurred.
Massive coagulation necrosis of the tumor 24 h after phototreatment (×40).
Chemical Information
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CAS No. 17696-69-4
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Appearance Solid
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Molecular Weight 671.61
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Formula C34H40Cl2N4O6
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Color Brown to black
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SMILES
O=C(O)CCC1=C2/C=C3C(CCC(O)=O)=C(C)C(/C=C(N/4)/C(C)=C(C(O)C)C4=C\C5=N/C(C(C(O)C)=C5C)=C\C(N2)=C1C)=N/3.Cl[H].Cl[H]
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Synonyms
Hematoporphyrin IX dihydrochloride
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, sealed storage, away from moisture
* The compound is unstable in solutions, freshly prepared is recommended.
Publications (15)
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Journal Impact Factor
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Most Recent
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Nat Biomed Eng
Nanoparticles with ultrasound-induced afterglow luminescence for tumour-specific theranostics. [Abstract]2023 Mar;7(3):298-312. PMID: 36550302 -
Nat Commun
Catalytical nano-immunocomplexes for remote-controlled sono-metabolic checkpoint trimodal cancer therapy. [Abstract]2022 Jun 16;13(1):3468. PMID: 35710545 -
ACS Nano
A Side-Effect-Free Interventional Therapy for Precisely Eliminating Unresectable Cancer Pain. [Abstract]2023 Dec 12;17(23):23535-23544. PMID: 38084419 -
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Acta Biomater
Regulation of antigen presentation and interleukin 10 production in murine dendritic cells via the oxidative stimulation of cell membrane using a polycation-porphyrin-conjugate-immobilized cell culture dish. [Abstract]2025 Jan 24:193:231-241. PMID: 39788307 -
Free Radic Biol Med
Singlet oxygen-generating cell-adhesive glass surfaces for the fundamental investigation of plasma membrane-targeted photodynamic therapy. [Abstract]2023 Oct:207:239-246. PMID: 37499887 -
Drug Deliv
Docetaxel prodrug and hematoporphyrin co-assembled nanoparticles for anti-tumor combination of chemotherapy and photodynamic therapy. [Abstract]2022 Dec;29(1):3358-3369. PMID: 36397301 -
Pharmaceutics
Locally Administered Photodynamic Therapy for Cancer Using Nano-Adhesive Photosensitizer. [Abstract]2023 Aug 3;15(8):2076. PMID: 37631290 -
Int J Mol Sci
Long-Term Fluorescent Tissue Marking Using Tissue-Adhesive Porphyrin with Polycations Consisting of Quaternary Ammonium Salt Groups. [Abstract]2022 Apr 11;23(8):4218. PMID: 35457034 -
J Biol Chem
α-Crystallin chaperone mimetic drugs inhibit lens γ-crystallin aggregation: Potential role for cataract prevention. [Abstract]2022 Oct;298(10):102417. PMID: 36037967 -
FEBS Lett
2021 Jan;595(2):206-219. PMID: 33210733 -
PLoS One
A pull-down and slot blot-based screening system for inhibitor compounds of the podoplanin-CLEC-2 interaction. [Abstract]2019 Sep 25;14(9):e0222331. PMID: 31553741 -
Lasers Med Sci
The study of killing effect and inducing apoptosis of 630-nm laser on lung adenocarcinoma A549 cells mediated by hematoporphyrin derivatives in vitro. [Abstract]2020 Feb;35(1):71-78. PMID: 31049741 -
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Solvent & Solubility
DMSO : 116.67 mg/mL (173.72 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.
Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (289 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
References
[1]. Olsen, K.W., Affinity chromatography of heme-binding proteins: synthesis and characterization of hematin- and hematoporphyrin-agarose. Methods Enzymol, 1986. 123: p. 324-31. [Content Brief]
[2]. Yuan SX, et, al. Underlying mechanism of the photodynamic activity of hematoporphyrin‑induced apoptosis in U87 glioma cells. Int J Mol Med. 2018 Apr;41(4):2288-2296. [Content Brief]
[3]. Tomio L, et, al. Effect of hematoporphyrin and red light on AH-130 solid tumors in rats. Acta Radiol Oncol. 1983;22(1):49-53. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 1.4890 mL | 7.4448 mL | 14.8896 mL | 37.2240 mL |
| 5 mM | 0.2978 mL | 1.4890 mL | 2.9779 mL | 7.4448 mL | |
| 10 mM | 0.1489 mL | 0.7445 mL | 1.4890 mL | 3.7224 mL | |
| 15 mM | 0.0993 mL | 0.4963 mL | 0.9926 mL | 2.4816 mL | |
| 20 mM | 0.0744 mL | 0.3722 mL | 0.7445 mL | 1.8612 mL | |
| 25 mM | 0.0596 mL | 0.2978 mL | 0.5956 mL | 1.4890 mL | |
| 30 mM | 0.0496 mL | 0.2482 mL | 0.4963 mL | 1.2408 mL | |
| 40 mM | 0.0372 mL | 0.1861 mL | 0.3722 mL | 0.9306 mL | |
| 50 mM | 0.0298 mL | 0.1489 mL | 0.2978 mL | 0.7445 mL | |
| 60 mM | 0.0248 mL | 0.1241 mL | 0.2482 mL | 0.6204 mL | |
| 80 mM | 0.0186 mL | 0.0931 mL | 0.1861 mL | 0.4653 mL | |
| 100 mM | 0.0149 mL | 0.0744 mL | 0.1489 mL | 0.3722 mL |