Porphine
Names
Other names
Porphin
Identifiers
ChEBI
ChemSpider
ECHA InfoCard
100.002.690
UNII
InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21,24H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-
Y Key: RKCAIXNGYQCCAL-CEVVSZFKSA-N
Y InChI=1/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21,24H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-
Key: RKCAIXNGYQCCAL-CEVVSZFKBA
C1=CC2=CC5=CC=C(C=C4C=CC(C=C3C=CC(=CC1=N2)N3)=N4)N5
Properties
C20 H14 N4
Molar mass
310.35196 g/mol
Appearance
Dark red, shiny leaflets
Melting point
N/A
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Porphine or porphin is an organic compound of empirical formula C20 H14 N4 . It is heterocyclic and aromatic . The molecule is a flat macrocycle , consisting of four pyrrole -like rings joined by four methine bridges, which makes it the simplest of the tetrapyrroles .[ 1]
The nonpolar tetrapyrrolic ring structure of porphine means it is poorly soluble in most organic solvents and hardly water soluble.[ 2] As a result, porphine is mostly of theoretical interest. It has been detected in GC-MS of certain fractions of Piper betle .[ 3]
^ "Porphyrin". Encyclopedia of Inorganic and Bioinorganic Chemistry . Wiley-VCH. 2011. doi :10.1002/9781119951438.eibd0638 . ISBN 9781119951438 .
^ Senge, Mathias O.; Davis, Mia (2010). "Porphyrin (porphine) — A neglected parent compound with potential" (PDF) . Journal of Porphyrins and Phthalocyanines . 14 (07): 557–567. doi :10.1142/s1088424610002495 . ISSN 1088-4246 .
^ Karak S, Das S, Biswas M, Choudhury A, Dutta M, Chaudhury K, De B (December 2019). "Phytochemical composition, β-glucuronidase inhibition, and antioxidant properties of two fractions of Piper betle leaf aqueous extract" . Journal of Food Biochemistry . 43 (12): e13048. doi :10.1111/jfbc.13048 . PMID 31581322 . S2CID 203661105 .