Molecule

2,6-Dihydroxy-4-pyrimidinecarboxylic acid; Choline ester

AlkaPlorer ID: AK005012

Synonym: Choline orotate, Cholergol, Rufai B

IUPAC Name: 2,4-dioxo-1H-pyrimidine-6-carboxylic acid

Structure

SMILES: O=C(O)C1=CC(O)=NC(O)=N1

InChI: InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)

InChIKey: PXQPEWDEAKTCGB-UHFFFAOYSA-N

Reference

Effects of phosphate limitation on expression of genes involved in pyrimidine synthesis and salvaging in Arabidopsis

PubChem CID: 967

CAS: 73-97-2

LOTUS: LTS0134695

NPASS: NPC314506

COCONUT: CNP0403686

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Saccharomyces cerevisiae	Saccharomyces	Saccharomycetaceae	Saccharomycetales	Saccharomycetes	Ascomycota	Fungi	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota
Escherichia coli	Escherichia	Enterobacteriaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Nardostachys jatamansi	Nardostachys	Caprifoliaceae	Dipsacales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 156.097

TPSA？: 103.54

MolLogP？: -0.4140000000000001

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus subtilis	4'-phosphopantetheinyl transferase ffp	Potency	39810.7	nM	None
Homo sapiens	Aldehyde dehydrogenase 1A1	Potency	39810.7	nM	None
Homo sapiens	Histone deacetylase 6	Inhibition	-6.48	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	-4.67	%	10.6019/CHEMBL4808148
Homo sapiens	Peroxisome proliferator-activated receptor gamma	Potency	39810.7	nM	None
Homo sapiens	Prelamin-A/C	Potency	1258.9	nM	None
Homo sapiens	Solute carrier family 2, facilitated glucose transporter member 9	EC50	1000000.0	nM	10.5281/zenodo.7360607
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	Delta Tm	0.39	degrees C	10.1016/j.ejmech.2018.08.033
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	Delta Tm	1.29	degrees C	10.1016/j.ejmech.2018.08.033
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	Delta Tm	1.43	degrees C	10.1016/j.ejmech.2018.08.033
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	Delta Tm	1.62	degrees C	10.1016/j.ejmech.2018.08.033
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	Delta Tm	4.32	degrees C	10.1016/j.ejmech.2018.08.033
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	Delta Tm	6.12	degrees C	10.1016/j.ejmech.2018.08.033
Plasmodium falciparum	Plasmodium falciparum	Potency	16944.1	nM	None
Plasmodium falciparum	Plasmodium falciparum	Potency	19011.5	nM	None
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	7.726	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	24.21	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-8.58	%	10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-0.18	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-0.06	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition index	0.3534	None	10.1101/2020.04.03.023846
None	Hepatotoxicity	Hepatotoxicity	nan	None	10.1021/tx900326k
None	NON-PROTEIN TARGET	Potency	5.3	nM	None
None	NON-PROTEIN TARGET	Potency	10583.9	nM	None
None	No relevant target	LogP	-0.83	None	10.1016/j.ejmech.2007.05.007
None	Unchecked	Ac50	15.85	uM	None
None	Unchecked	AC50	15848.9	nM	None
None	Unchecked	Ki	72210.0	nM	10.1016/j.ejmech.2010.09.055

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT017108	NC(=O)N[C@@H](CC(=O)O)C(=O)O>>O=C(O)c1cc(=O)[nH]c(=O)[nH]1	MNXR180514
AKRT023274	O=C(O)c1cc(=O)[nH]c(=O)[nH]1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O>>O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	R01870
AKRT023275	O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=C1C[C@@H](C(=O)O)NC(=O)N1	R01869
AKRT023276	O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=C=O	enzymemap_81600
AKRT023277	O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=C=O.O=c1cc[nH]c(=O)[nH]1	None
AKRT023278	O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1	enzymemap_81600
AKRT023281	O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=C(O)c1cc(=O)[nH]c(=O)[nH]1	R01870
AKRT023282	O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=C(O)c1cc(=O)[nH]c(=O)[nH]1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O	None
AKRT023577	O=C1C[C@@H](C(=O)O)NC(=O)N1>>O=C(O)c1cc(=O)[nH]c(=O)[nH]1	OROTATE-REDUCTASE-NADH-RXN
AKRT023837	O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O.O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	enzymemap_38508