MetaCyc Compound Class: a porphyrin

Superclasses: a macrocycle

A porphyrin is a heterocyclic macrocycle derived from porphine, a molecule that consists of four pyrrole rings joined together by four methine (=CH-) groups to form a larger macrocycle ring. Substituted porphines are called porphyrins. Many porphyrins occur in nature, and fulfil important biochemical roles. Porphyrins can bind metals to form complexes. The metal ion, usually with a charge of 2+ or 3+, resides in the central cavity formed by the loss of two protons. Many metals are found with different derivatives, including Fe, Mg, Ni, Co and Zn. The name porphyrin comes from a Greek word for purple, since most porphyrins are red to purple in color. More reduced porphyrins, such as corphins, are yellowish.

a porphyrin compound structure

Chemical Formula: C20H14N4

Child Classes: a bilin (16) , heme (18)

coproporphyrin III ,
coproporphyrinogen I ,
Fe-coproporphyrin III ,
ferriprotoporphyrin IX ,
magnesium-protoporphyrin IX 13-monomethyl ester ,
Mg-protoporphyrin ,
protoporphyrin IX ,
protoporphyrinogen IX ,
siroamide ,
siroheme amide ,
uroporphyrin I ,
uroporphyrin III ,
uroporphyrinogen-I ,

Monoisotopic Molecular Weight: 310.1218464702 Daltons

SMILES: C1(=C2(C=C5(C=CC(C=C4(C=CC(=CC3(C=CC(=CC(=C1)N2)N=3))N4))=N5)))

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 295.5657 Inferred by computational analysis [Latendresse13]


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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