Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-05-15 02:44:35 UTC
Update Date2025-10-07 16:05:46 UTC
Metabolite IDMMDBc0010628
Metabolite Identification
Common NamePP-V
DescriptionPP-V is a nitrogen-containing azaphilone pigment classified as a metabolite, produced by the filamentous fungus Penicillium purpurogenum IAM15392. This compound is recognized for its potential as a natural food colorant, contributing to the growing interest in biopigments derived from fungal sources (PMID:39922795 ). The synthesis of PP-V is initiated by ammonium uptake, which is facilitated by ammonium transporters in the organism (PMID:39922795 ). Given that the production medium for PP-V is rich in ammonium, functional characterization of these transporters indicates that AmtB could be a viable target for bioengineering efforts aimed at enhancing PP-V yields (PMID:39922795 ). Additionally, studies have shown that PP-V shares significant structural and functional similarities with other biopigments, such as Pn-V and Pe-V, highlighting its relevance in the context of protein composition and enzymatic activities (PMID:35283937 ). In various pigment complexes, PP-V is identified alongside other pigments, including N-threonyl-rubropunctamin and N-GABA-PP-V, emphasizing its role in the broader spectrum of fungal biopigments (PMID:35011300 ). The basic structure of PP-V consists of a polyketide azaphilone framework, which is essential for its biological activity and color properties (PMID:35011300 ).
Structure
SynonymsNot Available
Molecular FormulaC23H25NO6
Average Mass411.454
Monoisotopic Mass411.168187529
IUPAC Name(2Z)-3-[(9aR)-3-(1-hydroxyoctylidene)-9a-methyl-2,9-dioxo-2H,3H,9H,9aH-furo[3,2-g]isoquinolin-6-yl]prop-2-enoic acid
Traditional Name(2Z)-3-[(9aR)-3-(1-hydroxyoctylidene)-9a-methyl-2,9-dioxofuro[3,2-g]isoquinolin-6-yl]prop-2-enoic acid
CAS Registry NumberNot Available
SMILES
[H]\C(=C(/[H])C1=NC=C2C(C=C3C(=C(O)CCCCCCC)C(=O)O[C@@]3(C)C2=O)=C1)C(O)=O
InChI Identifier
InChI=1S/C23H25NO6/c1-3-4-5-6-7-8-18(25)20-17-12-14-11-15(9-10-19(26)27)24-13-16(14)21(28)23(17,2)30-22(20)29/h9-13,25H,3-8H2,1-2H3,(H,26,27)/b10-9-,20-18?/t23-/m1/s1
InChI KeyTYLCHVKPMJNALF-OYAKOLDKSA-N