6-[(1,5-dideoxy-D-ribityl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149720)

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ChEBI Name	6-[(1,5-dideoxy-D-ribityl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil

ChEBI ID	CHEBI:149720

ChEBI ASCII Name	6-[(1,5-dideoxy-D-ribityl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil

Definition	A nucleobase analogue that is uracil substituted with a (1,5-dideoxy-D-ribityl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C12H18N4O6

Net Charge

Average Mass

314.298

Monoisotopic Mass

314.12263

InChI

InChI=1S/C12H18N4O6/c1-5(17)3-13-8-10(15-12(22)16-11(8)21)14-4-7(19)9(20)6(2)18/h3,6-7,9,18-20H,4H2,1-2H3,(H3,14,15,16,21,22)/b13-3+/t6-,7+,9-/m1/s1

InChIKey

SBZWCPXFOHCRKV-BGKDKRHTSA-N

SMILES

[C@H](O)(CNC1=C(C(NC(N1)=O)=O)/N=C/C(=O)C)[C@@H]([C@@H](C)O)O

Roles Classification
Biological Role(s):	epitope The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.

ChEBI Ontology
Outgoing	6-[(1,5-dideoxy-D-ribityl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149720) has functional parent uracil (CHEBI:17568) 6-[(1,5-dideoxy-D-ribityl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149720) has role epitope (CHEBI:53000) 6-[(1,5-dideoxy-D-ribityl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149720) is a nucleobase analogue (CHEBI:67142) 6-[(1,5-dideoxy-D-ribityl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149720) is a pyrimidone (CHEBI:38337)

IUPAC Name

1,5-dideoxy-1-({2,6-dioxo-5-[(E)-(2-oxopropylidene)amino]-1,2,3,6-tetrahydropyrimidin-4-yl}amino)-D-ribitol

Synonyms	Sources
1,5-dideoxy-1-[[1,2,3,6-tetrahydro-2,6-dioxo-5-[[(1E)-2-oxopropylidene]amino]-4-pyrimidinyl]amino]-D-ribitol	ChEBI
5'-D-5-OP-RU	ChEBI

Citation	Type	Source
32123373	PubMed citation	Europe PMC

Last Modified

14 May 2020