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CHEBI:149716 - 6-[(1-deoxy-D-ribityl)methyl]-5-[(1E)-3-oxobut-1-en-1-yl]uracil

ChEBI IDCHEBI:149716
ChEBI Name6-[(1-deoxy-D-ribityl)methyl]-5-[(1E)-3-oxobut-1-en-1-yl]uracil
Stars
ASCII Name6-[(1-deoxy-D-ribityl)methyl]-5-[(1E)-3-oxobut-1-en-1-yl]uracil
DefinitionA nucleobase analogue that is uracil substituted with a (1-deoxy-D-ribityl)methyl group at position 6 and a (1E)-3-oxobut-1-en-1-yl 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).
Last Modified14 May 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC14H20N2O7
Net Charge0
Average Mass328.321
Monoisotopic Mass328.12705
SMILESCC(=O)/C=C/c1c(CC[C@H](O)[C@H](O)[C@H](O)CO)nc(=O)nc1=O
InChIInChI=1S/C14H20N2O7/c1-7(18)2-3-8-9(15-14(23)16-13(8)22)4-5-10(19)12(21)11(20)6-17/h2-3,10-12,17,19-21H,4-6H2,1H3,(H2,15,16,22,23)/b3-2+/t10-,11+,12-/m0/s1
InChIKeyYIGUGMFHMVTCHU-VUGGRDAHSA-N
Roles Classification
Biological Role:
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 Relation(s)
6-[(1-deoxy-D-ribityl)methyl]-5-[(1E)-3-oxobut-1-en-1-yl]uracil (CHEBI:149716) has functional parent uracil (CHEBI:17568)
6-[(1-deoxy-D-ribityl)methyl]-5-[(1E)-3-oxobut-1-en-1-yl]uracil (CHEBI:149716) has role epitope (CHEBI:53000)
6-[(1-deoxy-D-ribityl)methyl]-5-[(1E)-3-oxobut-1-en-1-yl]uracil (CHEBI:149716) is a nucleobase analogue (CHEBI:67142)
6-[(1-deoxy-D-ribityl)methyl]-5-[(1E)-3-oxobut-1-en-1-yl]uracil (CHEBI:149716) is a pyrimidone (CHEBI:38337)
IUPAC Name 
1,2-dideoxy-1-{2,6-dioxo-5-[(1E)-3-oxobut-1-en-1-yl]-1,2,3,6-tetrahydropyrimidin-4-yl}-D-ribo-hexitol
Synonym  Source
1,2-dideoxy-1-[1,2,3,6-tetrahydro-2,6-dioxo-5-[(1E)-3-oxo-1-buten-1-yl]-4-pyrimidinyl]-D-ribo-hexitolChEBI
Citations