6,7-Dimethyl-8-(D-ribityl)lumazine (BioCAD00000005283)

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Metabolite Card

Formula: C13H18N4O6 (326.1226)
SMILES: CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1

Synonyms [en]

6,7-dimethyl-8-(D-ribityl)lumazine; 6,7-dimethyl-8-(1-D-ribityl)lumazine; 6,7-dimethyl-8-ribityllumazine; DMDRL; 6,7-dimethyl-8-(1'-D-ribityl)lumazine; RL-6,7-diMe

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

6,7-Dimethyl-8-(D-ribityl)lumazine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000005283). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

6,7-Dimethyl-8-(1-D-ribityl)lumazine belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is an extremely weak basic (essentially neutral) compound (based on its pKa). 6,7-Dimethyl-8-(1-D-ribityl)lumazine exists in all living organisms, ranging from bacteria to humans. In humans, 6,7-dimethyl-8-(1-D-ribityl)lumazine is involved in riboflavin metabolism. Outside of the human body, 6,7-dimethyl-8-(1-D-ribityl)lumazine has been detected, but not quantified in, several different foods, such as quinoa, arrowhead, conchs, watermelons, and Elliott's blueberries. This could make 6,7-dimethyl-8-(1-D-ribityl)lumazine a potential biomarker for the consumption of these foods. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is an intermediate in riboflavin metabolism. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is the second to last step in the synthesis of ribitol and is converted from 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine via the enzyme riboflavin synthase beta chain. It is then converted into riboflavin via the enzyme riboflavin synthase alpha chain (EC 2.5.1.9).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 2535-20-8
  • CAS Registry Number: 5118-16-1
  • PubChem: 168989
  • ChEBI: ChEBI:17601
  • HMDB: HMDB0003826
  • KEGG: C04332
  • NCBI MeSH: 6,7-dimethyl-8-ribityllumazine
  • Wikipedia: 6,7-Dimethyl-8-ribityllumazine
  • RefMet: RM0118229
  • Metlin: METLIN_3455
  • Coconut NaturalProduct: CNP0150519.1
  • Coconut NaturalProduct: CNP0244881.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00066 2.5.1.9 6,7-dimethyl-8-(1-D-ribityl)lumazine:6,7-dimethyl-8-(1-D-ribityl)lumazine 2,3-butanediyltransferase
KEGG:R04457 2.5.1.78 5-amino-6-(D-ribitylamino)uracil butanedionetransferase
KEGG:R04458 C04332<=>C05995
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Organism Source

Taxonomy Source

  1. Escherichia coli [ncbi taxid: 562]

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_RIBOSYN2-PWY flavin biosynthesis I (bacteria and plants)
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-FVE-1119379 Flavin biosynthesis
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-MES-2867929 Cofactor biosyntheses
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-TDI-1119379 Flavin biosynthesis
Plant Reactome:R-DRO-2744345 Metabolism and regulation
Plant Reactome:R-DRO-1119379 Flavin biosynthesis
Plant Reactome:R-OGU-1119379 Flavin biosynthesis
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-PTI-2867929 Cofactor biosyntheses
Plant Reactome:R-GMA-2744345 Metabolism and regulation
Plant Reactome:R-GMA-1119379 Flavin biosynthesis
Plant Reactome:R-PDA-2744345 Metabolism and regulation
Plant Reactome:R-PVU-2744345 Metabolism and regulation
Plant Reactome:R-PVU-1119379 Flavin biosynthesis
Plant Reactome:R-BNA-1119379 Flavin biosynthesis
Plant Reactome:R-CCA-2867929 Cofactor biosyntheses
Plant Reactome:R-JCU-2867929 Cofactor biosyntheses
View All Pathways