1. Apoptosis NF-κB Metabolic Enzyme/Protease Immunology/Inflammation
  2. Photosensitizer Reactive Oxygen Species Caspase Apoptosis
  3. Methyl pheophorbide a

Methyl pheophorbide a is a natural product, one of the chlorophyll-a derivatives. Methyl pheophorbide a is a photosensitizer that produces singlet oxygen and reactive oxygen species (ROS) under light of specific wavelength, thereby leading to cell death.

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Methyl pheophorbide a Chemical Structure

Methyl pheophorbide a Chemical Structure

CAS No. : 5594-30-9

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Description

Methyl pheophorbide a is a natural product, one of the chlorophyll-a derivatives. Methyl pheophorbide a is a photosensitizer that produces singlet oxygen and reactive oxygen species (ROS) under light of specific wavelength, thereby leading to cell death[1][2][3].

Cellular Effect
Cell Line Type Value Description References
1A9 ED50
0.26 μg/mL
Compound: 5
Cytotoxicity against human 1A9 cells after 72 hrs by SRB assay
Cytotoxicity against human 1A9 cells after 72 hrs by SRB assay
[PMID: 11473423]
A549 ED50
0.83 μg/mL
Compound: 5
Cytotoxicity against human A549 cells after 72 hrs by SRB assay
Cytotoxicity against human A549 cells after 72 hrs by SRB assay
[PMID: 11473423]
Daudi IC50
25 μM
Compound: 6, mPheo
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]
HCT-8 ED50
1 μg/mL
Compound: 5
Cytotoxicity against human HCT8 cells after 72 hrs by SRB assay
Cytotoxicity against human HCT8 cells after 72 hrs by SRB assay
[PMID: 11473423]
HeLa IC50
0.182 μM
Compound: 7, MPa
Photosensitizing activity against human HeLa cells assessed as reduction in cell viability pre-incubated for 24 hrs followed by 15 mins exposure to 670 to 710 nm light at dose of 2.0 J/cm2 and measured 12 hrs after radiation by WST-8 assay
Photosensitizing activity against human HeLa cells assessed as reduction in cell viability pre-incubated for 24 hrs followed by 15 mins exposure to 670 to 710 nm light at dose of 2.0 J/cm2 and measured 12 hrs after radiation by WST-8 assay
[PMID: 25797162]
HeLa IC50
25 μM
Compound: 6, mPheo
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
> 100 μM
Compound: 6, mPheo
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]
KB ED50
0.23 μg/mL
Compound: 5
Cytotoxicity against human KB cells after 72 hrs by SRB assay
Cytotoxicity against human KB cells after 72 hrs by SRB assay
[PMID: 11473423]
MCF7 ED50
0.95 μg/mL
Compound: 5
Cytotoxicity against human MCF7 cells after 72 hrs by SRB assay
Cytotoxicity against human MCF7 cells after 72 hrs by SRB assay
[PMID: 11473423]
NCI-H69 IC50
> 100 μM
Compound: 6, mPheo
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
> 100 μM
Compound: 6, mPheo
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
> 100 μM
Compound: 6, mPheo
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]
SK-MEL ED50
1.2 μg/mL
Compound: 5
Cytotoxicity against human SK-MEL cells after 72 hrs by SRB assay
Cytotoxicity against human SK-MEL cells after 72 hrs by SRB assay
[PMID: 11473423]
In Vitro

Methyl pheophorbide a (0.25-2 μg/mL, 4 h) reduces the cell viability of U937 and SK-HEP-1, activates caspase 3/7, causes the formation of apoptotic bodies and vesicle, and induces apoptosis[3].

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

Cell Viability Assay[3]

Cell Line: U937 and SK-HEP-1
Concentration: 0.25-2 μg/mL
Incubation Time: 4 h
Result: Inhibited cell viability under light.
Molecular Weight

606.71

Formula

C36H38N4O5

CAS No.
Appearance

Solid

Color

Brown to black

SMILES

COC([C@@H]1/C2=C([C@H]([C@@H]3C)CCC(OC)=O)/N=C3/C=C(C(C)=C/4C=C)\NC4=C/C5=N/C(C(CC)=C5C)=C\C6=C(C)C(C1=O)=C2N6)=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Purity & Documentation
References
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Methyl pheophorbide a
Cat. No.:
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