Art. -Nr.: HY-B0754

Hematoporphyrin

(Synonyms: Hematoporphyrin IX)

15 Cited Publications

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Based on 15 publication(s) in Google Scholar

Hematoporphyrin (Hematoporphyrin IX), a photosensitizer, is a substrate for affinity chromatography of heme-binding proteins. Hematoporphyrin can induce apoptosis in U87 glioma cells and decrease tumor growth in vivo when exposed to red light.

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Reinheit: 95.81%
CAS. Nr.: 14459-29-1
Formel: C₃₄H₃₈N₄O₆
Molecular Weight:598.69

Speicherung:

-20°C, protect from light

* The compound is unstable in solutions, freshly prepared is recommended.

Hematoporphyrin Chemical Structure

CAS. Nr.: 14459-29-1

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
- Clinical Trial
Chemical Information
Publications (15)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target

Human Endogenous Metabolite

Alle Endogenous Metabolite Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
Caco-2	CC₅₀	160.08 μM Compound: HEMATOPORPHYRIN	Toxicity against Caco-2 cells determined at 48 hours by intracellular ATP concentration using the CellTiter-Glo Luminescent Cell Viability Assay Toxicity against Caco-2 cells determined at 48 hours by intracellular ATP concentration using the CellTiter-Glo Luminescent Cell Viability Assay	10.21203/rs.3.rs-23951/v1
Caco-2	IC₅₀	1.85 μM Compound: HEMATOPORPHYRIN	Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells after 48 hours by high content imaging Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells after 48 hours by high content imaging	10.21203/rs.3.rs-23951/v1
Daudi	IC₅₀	15 μM Compound: 3, HPIX, hematoporphyrin	Cytotoxicity against human Daudi cells under deem light after 96 hrs by MTT assay Cytotoxicity against human Daudi cells under deem light after 96 hrs by MTT assay	[PMID: 17993275]
HeLa	IC₅₀	71 μM Compound: 3, HPIX, hematoporphyrin	Cytotoxicity against human HeLa cells under deem light after 96 hrs by MTT assay Cytotoxicity against human HeLa cells under deem light after 96 hrs by MTT assay	[PMID: 17993275]
K562	IC₅₀	44 μM Compound: 3, HPIX, hematoporphyrin	Cytotoxicity against human K562 cells under deem light after 96 hrs by MTT assay Cytotoxicity against human K562 cells under deem light after 96 hrs by MTT assay	[PMID: 17993275]
NCI-H69	IC₅₀	70 μM Compound: 3, HPIX, hematoporphyrin	Cytotoxicity against human H69 cells under deem light after 96 hrs by MTT assay Cytotoxicity against human H69 cells under deem light after 96 hrs by MTT assay	[PMID: 17993275]
Raji	IC₅₀	57 μM Compound: 3, HPIX, hematoporphyrin	Cytotoxicity against human Raji cells under deem light after 96 hrs by MTT assay Cytotoxicity against human Raji cells under deem light after 96 hrs by MTT assay	[PMID: 17993275]
SiHa	IC₅₀	56 μM Compound: 3, HPIX, hematoporphyrin	Cytotoxicity against human SIHA cells under deem light after 96 hrs by MTT assay Cytotoxicity against human SIHA cells under deem light after 96 hrs by MTT assay	[PMID: 17993275]

In Vitro

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].
Hematoporphyrin (85 nM; 60 min) induces cell apoptosis via induction of ROS in U87 cells^[2].
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.

Cell Viability Assay^[2]

Cell Line:

U87 and U251 cells
Concentration:

20, 40, 60, 80, 100, 120 nM
Incubation Time:

60 min
Result:

Inhibited cell viability in a dose-dependent manner.
Was more effective under the red light than white light.

Apoptosis Analysis^[2]

Cell Line:

U87 cells
Concentration:

85 nM
Incubation Time:

60 min
Result:

Induced apoptotic nuclei in U87 cells with low cell density.
Induced the ROS and decreased the mitochondrial membrane potential.

In Vivo

Hematoporphyrin (5-10 mg/kg; i.p. for 2 months) with the irradiation of red light rapidly decreases the tumor size of rats, due to necrosis caused both by direct action of the photoactivated porphyrin on the tumor cells and by secondary effects on blood vessels^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Wistar albino rats of both sexes (20 d; 60-80 g) bearing a subcutaneous solid Yoshida hepatoma AH-130^[3]
Dosage:

5, 10 mg/kg
Administration:

I.p. daily during the initial 10 days and biweekly for the next 2 months
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).

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS. Nr. 14459-29-1
Appearance Solid
Molecular Weight 598.69
Formel C₃₄H₃₈N₄O₆
Color Pale purple to purple
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
Synonyms

Hematoporphyrin IX
Structure Classification
- Others
Initial Source
- Endogenous metabolite
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

-20°C, protect from light

* The compound is unstable in solutions, freshly prepared is recommended.

Publications (15)

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Journal Impact Factor

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
Chem Eng J

390 (2020) 124521.
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

Lipocalin Blc is a potential heme-binding protein. [Abstract]

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
Nanyang Technological University

2024.
Cancer Adv

2024;7:e24021.

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 150 mg/mL (250.55 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

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

Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (4.18 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: 2.5 mg/mL (4.18 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (288 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[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]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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	1.6703 mL	8.3516 mL	16.7031 mL	41.7578 mL
	5 mM	0.3341 mL	1.6703 mL	3.3406 mL	8.3516 mL
	10 mM	0.1670 mL	0.8352 mL	1.6703 mL	4.1758 mL
	15 mM	0.1114 mL	0.5568 mL	1.1135 mL	2.7839 mL
	20 mM	0.0835 mL	0.4176 mL	0.8352 mL	2.0879 mL
	25 mM	0.0668 mL	0.3341 mL	0.6681 mL	1.6703 mL
	30 mM	0.0557 mL	0.2784 mL	0.5568 mL	1.3919 mL
	40 mM	0.0418 mL	0.2088 mL	0.4176 mL	1.0439 mL
	50 mM	0.0334 mL	0.1670 mL	0.3341 mL	0.8352 mL
	60 mM	0.0278 mL	0.1392 mL	0.2784 mL	0.6960 mL
	80 mM	0.0209 mL	0.1044 mL	0.2088 mL	0.5220 mL
	100 mM	0.0167 mL	0.0835 mL	0.1670 mL	0.4176 mL

Keywords

Hematoporphyrin

15 Cited Publications

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Hematoporphyrin

Publications Citing Use of MedChemExpress (MCE) Hematoporphyrin

Alle Endogenous Metabolite Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Publications (15)

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Hematoporphyrin Related Classifications

HY-B0754 Related Classifications