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

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ChEBI Name 7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine
ChEBI ID CHEBI:27581
ChEBI ASCII Name 7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine
Definition The 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2265, CHEBI:20790, CHEBI:70985
Supplier Information
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Formula C12H18N4O7
Net Charge 0
Average Mass 328.27800
Monoisotopic Mass 328.10190
InChI InChI=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
InChIKey COXMGTTXHPRZBO-BBVRLYRLSA-N
SMILES Cc1nc2c(nc(=O)[nH]c2=O)n(C[C@H](O)[C@H](O)[C@H](O)CO)c1O
Roles Classification
Biological Role(s): 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).
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ChEBI Ontology
Outgoing 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)
IUPAC Name
1-deoxy-1-(7-hydroxy-6-methyl-2,4-dioxo-3,4-dihydropteridin-8(2H)-yl)-D-ribitol
Synonyms Sources
1-deoxy-1-(3,4-dihydro-7-hydroxy-6-methyl-2,4-dioxo-8(2H)-pteridinyl)-D-Ribitol ChemIDplus
7-hydroxy-6-methyl-8-D-ribityllumazine ChEBI
7-Hydroxy-6-methyl-8-ribityl lumazine KEGG COMPOUND
Masuda's compound V ChemIDplus
RL-6-Me-7-OH ChEBI
Manual Xrefs Databases
1VY PDBeChem
C05995 KEGG COMPOUND
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Registry Numbers Types Sources
2184-54-5 CAS Registry Number ChemIDplus
899260 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23051753 PubMed citation Europe PMC
24101382 PubMed citation Europe PMC
Last Modified
31 January 2014