6-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149753)

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ChEBI Name	6-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil

ChEBI ID	CHEBI:149753

ChEBI ASCII Name	6-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil

Definition	A nucleobase analogue that is uracil substituted with a (2-hydroxyethyl)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

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Formula

C9H12N4O4

Net Charge

Average Mass

240.219

Monoisotopic Mass

240.08585

InChI

InChI=1S/C9H12N4O4/c1-5(15)4-11-6-7(10-2-3-14)12-9(17)13-8(6)16/h4,14H,2-3H2,1H3,(H3,10,12,13,16,17)/b11-4+

InChIKey

HVWXIWYEXZLAAS-NYYWCZLTSA-N

SMILES

C(CNC1=C(C(NC(N1)=O)=O)/N=C/C(=O)C)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-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149753) has functional parent uracil (CHEBI:17568) 6-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149753) has role epitope (CHEBI:53000) 6-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149753) is a nucleobase analogue (CHEBI:67142) 6-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]uracil (CHEBI:149753) is a pyrimidone (CHEBI:38337)

IUPAC Name

6-[(2-hydroxyethyl)amino]-5-[(E)-(2-oxopropylidene)amino]pyrimidine-2,4(1H,3H)-dione

Synonyms	Sources
2'-OH-ethyl-5-OP-U	ChEBI
6-[(2-hydroxyethyl)amino]-5-[[(1E)-2-oxopropylidene]amino]-2,4(1H,3H)-pyrimidinedione	ChEBI

Citation	Type	Source
32123373	PubMed citation	Europe PMC

Last Modified

14 May 2020