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pheophorbide

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EntityQ63370· pop 9· linked from 7 articles

pheophorbide

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Also known as phaeophorbide

Pheophorbide or phaeophorbide is a product of chlorophyll breakdown and a derivative of pheophytin where both the central magnesium has been removed and the phytol tail has been hydrolyzed. It is used as a photosensitizer in photodynamic therapy.

Chemical data

Formula
C35H36N4O5
Molecular weight
592.7 g/mol
IUPAC name
3-[(3R,21S,22S)-16-ethenyl-11-ethyl-3-methoxycarbonyl-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1(23),2(6),5(26),7,9,11,13,15,17,19-decaen-22-yl]propanoic acid
SMILES
CCC1=C(C2=CC3=C(C(=C(N3)C=C4[C@H]([C@@H](C(=N4)C5=C6C(=C(C(=N6)C=C1N2)C)C(=O)[C@@H]5C(=O)OC)CCC(=O)O)C)C)C=C)C
InChIKey
OINDWIFDMFYGDX-LDCXZXNSSA-N
XLogP
5.2
Polar surface area
138 Ų
H-bond donors
3
H-bond acceptors
7
Formal charge
0

via PubChem

Wikidata facts

Mass
592.26857
Show 4 more facts
chemical formula
C₃₅H₃₆N₄O₅
canonical SMILES
CCC1=C2C=C3C(=C4C(=O)C(C(=C5C(C(C(=N5)C=C6C(=C(C(=CC(=C1C)N2)N6)C=C)C)C)CCC(=O)O)C4=N3)C(=O)OC)C
isomeric SMILES
CCC1=C2C=C3C(=C4C(=O)[C@@H](C(=C5[C@H]([C@@H](C(=N5)C=C6C(=C(C(=CC(=C1C)N2)N6)C=C)C)C)CCC(=O)O)C4=N3)C(=O)OC)C
subject has role
radiosensitizer
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Pheophorbide or phaeophorbide is a product of chlorophyll breakdown and a derivative of pheophytin where both the central magnesium has been removed and the phytol tail has been hydrolyzed. It is used as a photosensitizer in photodynamic therapy.

Pheophorbide may be generated by digestion of ingested plant matter. Both worm (Caenorhabditis elegans) and mouse mitochondria are able to use the molecule in a form of ad hoc photoheterotrophy.

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

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