Pheophorbide A

Names

[ Name ]:
Pheophorbide A

[Synonym ]:
Inchi=1/C35H36N4o5/C1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/H8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/B22-12-,23-13-,24-12-,25-14-,26-13-,27-14
3-[(3S,4S,21R)-9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxophorbin-3-yl]propanoic acid
EINECS 239-738-5
[3s-(3alpha,4beta,21beta)]-ramethyl-20-oxo
3-phorbinepropanoicacid,9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tet
13-Epi-phaeophorbide-a
Rel-3-[(3R,4R)-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinylphorbin-3-yl]propanoic acid
3-[(3S,4S,21R)-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinylphorbin-3-yl]propanoic acid
3-Phorbinepropanoic acid,9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-,(3S,4S)
[3S-(3alpha,4beta,21beta)]-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinylphorbine-3-propionic acid
(3S,4S)-9-Ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid
Pheophorbide A
(3S-(3a,4b,21b))-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinylphorbine-3-propionic Acid
3-[(3S,4S,21R)-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinyl-3-phorbinyl]propanoic acid
3-Phorbinepropanoic acid, 9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-, (3S,4S,21R)-
Demagnesia chloric acid -a

Biological Activity

[Description]:

Pheophorbide A is an intermediate product in the chlorophyll degradation pathway and can be used as a photosensitizer. Pheophorbide A acts as a lymphovascular activator with antitumor activity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Jihye Kim, et al. Pheophorbide a identified in an Eupatorium perfoliatum extract is a novel lymphatic vascular activator. Biomed Pharmacother. 2022 Mar;147:112664.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
1019.0±65.0 °C at 760 mmHg

[ Melting Point ]:
191-195°C (lit.)

[ Molecular Formula ]:
C₃₅H₃₆N₄O₅

[ Molecular Weight ]:
592.68

[ Flash Point ]:
570.1±34.3 °C

[ Exact Mass ]:
592.268555

[ PSA ]:
136.97000

[ LogP ]:
6.76

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.630

Safety Information

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

Articles

Antioxidant-photosensitizer dual-loaded polymeric micelles with controllable production of reactive oxygen species.

Int. J. Pharm. 471(1-2) , 339-48, (2014)

Poly(ethylene glycol)-b-poly(caprolactone) (PEG-b-PCL) micelles dually loaded with both pheophorbide a (PhA) as a photosensitizer and β-carotene (CAR) as a singlet oxygen ((1)O2) scavenger were design...

In-vitro evidence of enhanced breast cancer resistance protein-mediated intestinal urate secretion by uremic toxins in Caco-2 cells.

J. Pharm. Pharmacol. 67(2) , 170-7, (2015)

It has been reported that intestinal urate excretion is increased at chronic kidney disease (CKD) state. In this report, whether uremic toxins are involved in the upregulation of intestinal breast can...

ABCG2 transporter inhibitor restores the sensitivity of triple negative breast cancer cells to aminolevulinic acid-mediated photodynamic therapy.

Sci. Rep. 5 , 13298, (2015)

Photosensitizer protoporphyrin IX (PpIX) fluorescence, intracellular localization and cell response to photodynamic therapy (PDT) were analyzed in MCF10A normal breast epithelial cells and a panel of ...