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CAS 553-12-8

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Protoporphyrin IX

Description:
Protoporphyrin IX is a cyclic tetrapyrrole compound that plays a crucial role in biological systems, particularly in the formation of heme, which is essential for oxygen transport in hemoglobin and myoglobin. It has a complex structure characterized by four pyrrole rings linked by methine bridges, with a central iron atom in its ferrous state when it forms heme. Protoporphyrin IX is typically a dark red or purple solid that is soluble in organic solvents but less so in water. It exhibits strong absorption in the visible region of the electromagnetic spectrum, which is responsible for its color and is significant in photodynamic therapy applications. The compound is involved in various biochemical processes, including electron transfer and catalysis. Additionally, it can act as a photosensitizer, making it of interest in medical and environmental applications. Its synthesis and metabolism are tightly regulated in living organisms, and disturbances in protoporphyrin IX levels can lead to various disorders, including porphyrias.
Formula:C34H34N4O4
InChI:InChI=1S/C34H34N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13?,26-13-,27-14-,28-15-,29-14?,30-15?,31-16?,32-16-
InChI key:InChIKey=KSFOVUSSGSKXFI-VJCKZMALSA-N
SMILES:C(CC(O)=O)C1=C2C=C3C(CCC(O)=O)=C(C)C(=N3)C=C4NC(=CC5=NC(=CC(N2)=C1C)C(C=C)=C5C)C(C=C)=C4C
Synonyms:
  • 2,18-Porphinedipropionic acid, 3,8,13,17-tetramethyl-7,12-divinyl-
  • 3,3'-(3,7,12,17-Tetramethyl-8,13-Divinylporphine-2,18-Diyl)Di(Propionic Acid)
  • 3,3'-(3,7,12,17-Tetramethyl-8,13-divinylporphin-2,18-diyl)di(propionsaure)
  • 7,12-Diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid
  • Acide 3,3'-(3,7,12,17-tetramethyl-8,13-divinylporphine-2,18-diyl)dipropionique
  • Acido 3,3'-(3,7,12,17-Tetrametil-8,13-Divinilporfina-2,18-Diil)Dipropionico
  • Kammerer's porphyrin
  • Levulan
  • Nsc 177389
  • Nsc 2632
  • See more synonyms
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