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hematoporphyrin

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EntityQ908742· pop 8· linked from 10 articles

hematoporphyrin

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Also known as 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethylporphyrin-2,18-dipropanoic acid

Hematoporphyrin (Photodyn, Sensibion) is a porphyrin prepared from hemin. It is a derivative of protoporphyrin IX, where the two vinyl groups have been hydrated (converted to alcohols). It is a deeply colored solid that is usually encountered as a solution. Its chemical structure was determined in 1900.

Chemical data

Formula
C34H38N4O6
Molecular weight
598.7 g/mol
IUPAC name
3-[18-(2-carboxyethyl)-8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid

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Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
598.2791349360001
Show 2 more facts
canonical SMILES
O=C(O)CCC=5c2nc(cc4c(c(c(cc1c(c(c(n1)cc/3nc(c2)\C(=C\3C)CCC(=O)O)C(O)C)C)n4)C(O)C)C)C=5C
chemical formula
C₃₄H₃₈N₄O₆
Sources (3)

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Encyclopedic overview

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Contents
  • References

Hematoporphyrin (Photodyn, Sensibion) is a porphyrin prepared from hemin. It is a derivative of protoporphyrin IX, where the two vinyl groups have been hydrated (converted to alcohols). It is a deeply colored solid that is usually encountered as a solution. Its chemical structure was determined in 1900.

It is used as a photosensitizer in photodynamic therapy. Acetylation of hematoporphyrin followed by hydrolysis of the product of that reaction affords a mixture called hematoporphyrin derivative (HPD), which is also used in photodynamic therapy.

Excerpted from Wikipedia’s “hematoporphyrin” article, available under the CC BY-SA 4.0 licence.

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