Structure via PubChem · Public domain (PubChem)
chlorin
Sign in to saveIn organic chemistry, chlorins are tetrapyrrole pigments that are partially hydrogenated porphyrins. The parent chlorin is an unstable compound which undergoes air oxidation to porphine. The name chlorin derives from chlorophyll. Chlorophylls are magnesium-containing chlorins and occur as photosynthetic pigments in chloroplasts. The term "chlorin" strictly speaking refers to only compounds with the same ring oxidation state as chlorophyll.
Chemical data
- Formula
- C20H16N4
- Molecular weight
- 312.4 g/mol
- IUPAC name
- 2,3,22,24-tetrahydroporphyrin
- SMILES
- C1CC2=NC1=CC3=CC=C(N3)C=C4C=CC(=N4)C=C5C=CC(=C2)N5
- InChIKey
- UGADAJMDJZPKQX-UHFFFAOYSA-N
- XLogP
- 3.7
- Polar surface area
- 57.4 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- heterocyclic compound
- Mass
- 312.13749651200004
Show 3 more facts
- chemical formula
- C₂₀H₁₆N₄
- canonical SMILES
- n3c4cc5nc(cc\1nc(/C=C/1)cc2ccc(n2)cc3CC4)cc5
- different from
- Chlorine
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Chlorophylls
- Variation
- Synthetic chlorins
- See also
- Further reading
- References
In organic chemistry, chlorins are tetrapyrrole pigments that are partially hydrogenated porphyrins. The parent chlorin is an unstable compound which undergoes air oxidation to porphine. The name chlorin derives from chlorophyll. Chlorophylls are magnesium-containing chlorins and occur as photosynthetic pigments in chloroplasts. The term "chlorin" strictly speaking refers to only compounds with the same ring oxidation state as chlorophyll.
Chlorins are excellent photosensitizing agents. Various synthetic chlorins analogues such as m-tetrahydroxyphenylchlorin (mTHPC) and mono-L-aspartyl chlorin e6 are effectively employed in experimental photodynamic therapy as photosensitizer.
Excerpted from Wikipedia’s “chlorin” article, available under the CC BY-SA 4.0 licence.