CHEBI:27581 - 7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine

ChEBI IDCHEBI:27581
ChEBI Name7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine
Stars
ASCII Name7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine
DefinitionThe pteridine that is lumazine substituted with a methyl group at C-6, a hydroxy group at C-7 and a 1-D-ribityl group at N-8.
Secondary ChEBI IDsCHEBI:2265, CHEBI:20790, CHEBI:70985
Last Modified11 February 2025
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC12H16N4O7
Net Charge0
Average Mass328.281
Monoisotopic Mass328.10190
SMILESCc1nc2c(=O)nc(=O)nc-2n(C[C@H](O)[C@H](O)[C@H](O)CO)c1O
InChIInChI=1S/C12H16N4O7/c1-4-11(22)16(2-5(18)8(20)6(19)3-17)9-7(13-4)10(21)15-12(23)14-9/h5-6,8,17-20,22H,2-3H2,1H3,(H,15,21,23)/t5-,6+,8-/m0/s1
InChIKeyCOXMGTTXHPRZBO-BBVRLYRLSA-N
Roles Classification
Biological Role:
EC 2.5.1.9 (riboflavin synthase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that inhibits the action of riboflavin synthase (EC 2.5.1.9).
ChEBI Ontology
Outgoing Relation(s)
7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine (CHEBI:27581) has functional parent lumazine (CHEBI:16489)
7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine (CHEBI:27581) has functional parent ribitol (CHEBI:15963)
7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine (CHEBI:27581) has role EC 2.5.1.9 (riboflavin synthase) inhibitor (CHEBI:60901)
7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine (CHEBI:27581) is a pteridines (CHEBI:26373)
7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine (CHEBI:27581) is conjugate acid of 7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine(1−) (CHEBI:233481)
Incoming Relation(s)
7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine(1−) (CHEBI:233481) is conjugate base of 7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine (CHEBI:27581)
IUPAC Name 
1-deoxy-1-(7-hydroxy-6-methyl-2,4-dioxo-3,4-dihydropteridin-8(2H)-yl)-D-ribitol
Synonyms  Source
7-Hydroxy-6-methyl-8-ribityl lumazineKEGG COMPOUND
Masuda's compound VChemIDplus
1-deoxy-1-(3,4-dihydro-7-hydroxy-6-methyl-2,4-dioxo-8(2H)-pteridinyl)-D-RibitolChemIDplus
7-hydroxy-6-methyl-8-D-ribityllumazineChEBI
RL-6-Me-7-OHChEBI
Manual XrefsDatabases
C05995KEGG COMPOUND
1VYPDBeChem
Registry NumbersSources
Reaxys:899260Reaxys
CAS:2184-54-5ChemIDplus
Citations