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
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).
DBLinks
- CAS Registry Number: 5118-16-1
- PubChem CID: 168989
- ChEBI: 17601
- HMDB: HMDB0003826
- LipidMaps:
- KEGG: C04332
- BioCyc:
- NCBI MeSH: 6,7-dimethyl-8-ribityllumazine
- Wikipedia: 6,7-Dimethyl-8-ribityllumazine
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
- WishartLab ClassyFire: [Pteridines and derivatives] Pteridines and derivatives
- RefMet: [Pteridines] Pteridines
- ChEBI: [CHEBI:17601] 6,7-dimethyl-8-(1-D-ribityl)lumazine
- Coconut NaturalProduct: [pteridine alkaloids] pteridine alkaloids
| 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 |