Molecule ID: 118429016

IUPAC Name: 5-[(E)-3-oxobut-1-enyl]-6-[(3S,4S,5R)-3,4,5,6-tetrahydroxyhexyl]-1H-pyrimidine-2,4-dione

Description: The molecule is a 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). It has a role as an epitope. It is a nucleobase analogue and a pyrimidone. It derives from a uracil.

SMILES: CC(=O)/C=C/c1c(O)nc(O)nc1CC[C@H](O)[C@H](O)[C@H](O)CO

SELFIES: [C][C][=Branch1][C][=O][/C][=C][/C][=C][Branch1][C][O][N][=C][Branch1][C][O][N][=C][Ring1][Branch2][C][C][C@H1][Branch1][C][O][C@H1][Branch1][C][O][C@H1][Branch1][C][O][C][O]

InChI: InChI=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

Molecular Properties:
- Polar Surface Area: 156.0 Ų
- LogP: -2.8