5,10,15,20-Tetrakis(4-nitrophenyl)porphyrin

Catalog Number	ACM22843738
CAS	22843-73-8
Structure
Description	5,10,15,20-Tetrakis(4-nitrophenyl)porphyrin (TNPP) is a member of the porphyrin family of molecules, which are characterized by their macrocyclic structures composed of four pyrrole rings connected by methine bridges. TNPP is a synthetic porphyrin derivative that has been widely studied in the past few decades due to its unique properties and potential applications. TNPP has been used in a variety of scientific research applications, including as a photosensitizer in photodynamic therapy, as a fluorescent probe for imaging and diagnostics, and as a catalyst for organic synthesis.
Synonyms	Tetra(p-nitrophenyl)porphyrin; 5,10,15,20-tetrakis(4-nitrophenyl)-21,22-dihydroporphyrin
IUPAC Name	5,10,15,20-tetrakis(4-nitrophenyl)-21,23-dihydroporphyrin
Molecular Weight	794.7 g/mol
Molecular Formula	C44H26N8O8
Canonical SMILES	C1=CC(=CC=C1C2=C3C=CC(=C(C4=NC(=C(C5=CC=C(N5)C(=C6C=CC2=N6)C7=CC=C(C=C7)[N+](=O)[O-])C8=CC=C(C=C8)[N+](=O)[O-])C=C4)C9=CC=C(C=C9)[N+](=O)[O-])N3)[N+](=O)[O-]
InChI	InChI=1S/C44H26N8O8/c53-49(54)29-9-1-25(2-10-29)41-33-17-19-35(45-33)42(26-3-11-30(12-4-26)50(55)56)37-21-23-39(47-37)44(28-7-15-32(16-8-28)52(59)60)40-24-22-38(48-40)43(36-20-18-34(41)46-36)27-5-13-31(14-6-27)51(57)58/h1-24,45,48H
InChI Key	FVHZCBQLLFLQAG-UHFFFAOYSA-N
Boiling Point	>27 °C
Melting Point	>27 °C
Purity	98%
Appearance	Purple solid
Application	5,10,15,20-Tetrakis(4-nitrophenyl)porphyrin has been used in a variety of scientific research applications. For example, it has been used as a photosensitizer in photodynamic therapy (PDT) to treat cancer and other diseases. 5,10,15,20-Tetrakis(4-nitrophenyl)porphyrin can also be used as a fluorescent probe for imaging and diagnostics. In addition, 5,10,15,20-Tetrakis(4-nitrophenyl)porphyrin can be used as a catalyst for organic synthesis.
Complexity	1300
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	0
Exact Mass	794.18735982g/mol
Heavy Atom Count	60
Hydrogen Bond Acceptor Count	10
Hydrogen Bond Donor Count	2
Isomeric SMILES	C1=CC(=CC=C1C2=C3C=CC(=C(C4=NC(=C(C5=CC=C(N5)C(=C6C=CC2=N6)C7=CC=C(C=C7)[N+](=O)[O-])C8=CC=C(C=C8)[N+](=O)[O-])C=C4)C9=CC=C(C=C9)[N+](=O)[O-])N3)[N+](=O)[O-]
Monoisotopic Mass	794.18735982g/mol
Properties	5,10,15,20-Tetrakis(4-nitrophenyl)porphyrin has been shown to have a variety of biochemical and physiological effects. It has been shown to induce apoptosis in cancer cells and cause DNA damage. In addition, 5,10,15,20-Tetrakis(4-nitrophenyl)porphyrin has been shown to have anti-inflammatory and anti-angiogenic effects.
Rotatable Bond Count	4
Topological Polar Surface Area	241Ų