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

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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	No supplier information found for this compound.

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Formula

C12H16N4O7

Net Charge

Average Mass

328.281

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

CC1=C(O)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1

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).

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) 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	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	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

Last Modified

11 February 2025