Orotidine 5'-monophosphate

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| verifiedrevid = 428737673

|ImageFile=Orotidine monophosphate.svg

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| IUPACName = 2,6-Dioxo-3-(5-O-phosphono-β-D-ribofuranosyl)-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid

| SystematicName = 3-{(2R,3R,4S,5R)-3,4-Dihydroxy-6-[(phosphonooxy)methyl]oxolan-2-yl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid

|OtherNames= Orotidylic acid,
OMP

|Section1= {{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo=2149-82-8

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = H0ARN8U4Y9

| PubChem = 160617

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 141140

| SMILES = c1c(n(c(=O)nc1O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)C(=O)O

| InChI = 1/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21)/t4-,6-,7-,8-/m1/s1

| InChIKey = KYOBSHFOBAOFBF-XVFCMESIBC

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21)/t4-,6-,7-,8-/m1/s1

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = KYOBSHFOBAOFBF-XVFCMESISA-N

| MeSHName=Orotidine+5'-monophosphate

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|Section2= {{Chembox Properties

| Formula=C₁₀H₁₃N₂O₁₁P

| MolarMass=368.191 g/mol

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|Section3= {{Chembox Hazards

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Orotidine 5'-monophosphate (OMP), also known as orotidylic acid, is a pyrimidine nucleotide{{Cite web |last=PubChem |title=Orotidine-5'-monophosphate |url=https://pubchem.ncbi.nlm.nih.gov/compound/160617 |access-date=2023-01-26 |website=pubchem.ncbi.nlm.nih.gov |language=en}} which is the last intermediate in the biosynthesis of uridine monophosphate.{{Cite web |title=UMPS uridine monophosphate synthetase [Homo sapiens (human)] - Gene - NCBI |url=https://www.ncbi.nlm.nih.gov/gene?Db=gene&Cmd=ShowDetailView&TermToSearch=7372 |access-date=2023-01-26 |website=www.ncbi.nlm.nih.gov}} OMP is formed from orotate and phosphoribosyl pyrophosphate by the enzyme orotate phosphoribosyltransferase.

In humans, the enzyme UMP synthase converts OMP into uridine 5'- monophosphate. If UMP synthase is defective, orotic aciduria can result.