CHEBI:17025 - (S)-dihydroorotic acid

ChEBI IDCHEBI:17025
ChEBI Name(S)-dihydroorotic acid
Stars
ASCII Name(S)-dihydroorotic acid
DefinitionThe (S)-enantiomer of dihydroorotic acid that is an intermediate in the metabolism of pyridine.
Secondary ChEBI IDsCHEBI:417, CHEBI:18778, CHEBI:42132
Last Modified27 January 2016
DownloadsMolfile
FormulaC5H6N2O4
Net Charge0
Average Mass158.113
Monoisotopic Mass158.03276
SMILESO=C1C[C@@H](C(=O)O)NC(=O)N1
InChIInChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m0/s1
InChIKeyUFIVEPVSAGBUSI-REOHCLBHSA-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
ChEBI Ontology
Outgoing Relation(s)
(S)-dihydroorotic acid (CHEBI:17025) has role Escherichia coli metabolite (CHEBI:76971)
(S)-dihydroorotic acid (CHEBI:17025) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
(S)-dihydroorotic acid (CHEBI:17025) has role human metabolite (CHEBI:77746)
(S)-dihydroorotic acid (CHEBI:17025) has role mouse metabolite (CHEBI:75771)
(S)-dihydroorotic acid (CHEBI:17025) is a dihydroorotic acid (CHEBI:30865)
(S)-dihydroorotic acid (CHEBI:17025) is conjugate acid of (S)-dihydroorotate (CHEBI:30864)
(S)-dihydroorotic acid (CHEBI:17025) is enantiomer of (R)-dihydroorotic acid (CHEBI:30866)
Incoming Relation(s)
(S)-dihydroorotate (CHEBI:30864) is conjugate base of (S)-dihydroorotic acid (CHEBI:17025)
(R)-dihydroorotic acid (CHEBI:30866) is enantiomer of (S)-dihydroorotic acid (CHEBI:17025)
IUPAC Name 
(4S)-2,6-dioxohexahydropyrimidine-4-carboxylic acid
Synonyms  Source
L-Dihydroorotic acidKEGG COMPOUND
Dihydro-L-orotic acidKEGG COMPOUND
(S)-4,5-dihydroorotic acidChEBI
Manual XrefsDatabases
C00337KEGG COMPOUND
C00337KEGG COMPOUND
HMDB0003349HMDB
DI-H-OROTATEMetaCyc
DORPDBeChem
EP0933633Patent
WO9930146Patent
EP1036319Patent
HK1033171Patent
RU2228932Patent
C00007302KNApSAcK
Registry NumbersSources
Gmelin:1473795Gmelin
Reaxys:83957Reaxys
CAS:5988-19-2KEGG COMPOUND
Citations