Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:41:07 UTC
Update Date2024-10-17 15:25:50 UTC
Metabolite IDMMDBc0029774
Metabolite Identification
Common Name1,4-Dihydroxy-2-naphthoic acid
Description1,4-dihydroxy-2-naphthoate is a member of the chemical class known as Naphthalenecarboxylic Acids and Derivatives. These are compounds containing a napthalene moiety with a ring carbon which bears a carboxylic acid group. 1,4-dihydroxy-2-naphthoate is invovled in ubiquinone and other terpenoid-quinone biosynthesis, and the biosynthesis of secondary metabolites. It has been postulated that 1,4-dihydroxy-2-naphthoic acid is the naphthalenic intermediate in the biosynthesis of menaquinone (vitamin K2) in Escherichia coli to which the octaprenyl side chain is attached to from demethylmenaquinone. (PMID 949474 ) It was demonstrated that chorismate is the branch point compound leading to menaquinone, and that 2-succinylbenzoic acid and 1,4-dihydroxy-2-naphthoic acid can serve as menaquinoone precursors in E. (PMID 1091286 )
Structure
Synonyms
ValueSource
1,4-Dihydroxy-2-naphthalenecarboxylic acidChEBI
1,4-Dihydroxy-2-naphthoic acidKegg
1,4-Dihydroxy-2-naphthalenecarboxylateGenerator
Molecular FormulaC11H8O4
Average Mass204.1788
Monoisotopic Mass204.042258744
IUPAC Name1,4-dihydroxynaphthalene-2-carboxylic acid
Traditional Name1,4-dihydroxy-2-naphthoic acid
CAS Registry Number31519-22-9
SMILES
OC(=O)C1=C(O)C2=CC=CC=C2C(O)=C1
InChI Identifier
InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)
InChI KeyVOJUXHHACRXLTD-UHFFFAOYSA-N