Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 08:41:30 UTC
Update Date2024-10-17 19:33:41 UTC
Metabolite IDMMDBc0018515
Metabolite Identification
Common NameAtromentin
DescriptionAtromentin belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively. Atromentin is an extremely weak basic (essentially neutral) compound (based on its pKa). It can also be prepared by laboratory synthesis. The second step is catalzyed by a nonribosomal peptide synthetase-like enzyme (NRPS-like, because it does not have a canonical condensation domain, called the atromentin/quinone synthetase). A common promoter motif was found shared between the atromentin synthetase and aminotransferase of 23 different atromentin-producing basidiomycetes that was in almost all cases absent from the alcohol dehydrogenase, indicating co-regulation of the two essential genes that ensure atromentin production by a common transcription factor.
Structure
SynonymsNot Available
Molecular FormulaC18H12O6
Average Mass324.288
Monoisotopic Mass324.063388106
IUPAC Name2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dione
Traditional Nameatromentin
CAS Registry NumberNot Available
SMILES
OC1=CC=C(C=C1)C1=C(O)C(=O)C(=C(O)C1=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C18H12O6/c19-11-5-1-9(2-6-11)13-15(21)17(23)14(18(24)16(13)22)10-3-7-12(20)8-4-10/h1-8,19-21,24H
InChI KeyFKQQKMGWCJGUCS-UHFFFAOYSA-N