MiMeDB: Showing metabocard for Orotidylic acid (MMDBc0029482)

Microbial

Plant

Animal

Pharmaceutical

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:24:04 UTC

Update Date

2024-10-15 19:56:38 UTC

Metabolite ID

MMDBc0029482

Metabolite Identification

Common Name

Orotidylic acid

Description

Orotidylic acid (OMP), is a pyrimidine nucleotide which is the last intermediate in the biosynthesis of uridine monophosphate. Decarboxylation by Orotidylate decarboxylase affords Uridine 5'-phosphate which is the route to Uridine and its derivatives de novo and consequently one of the most important processes in nucleic acid synthesis (Dictionary of Organic Compounds). In E. coli, the enzyme UMP synthase converts OMP into uridine 5'- monophosphate. If UMP synthase is defective, orotic aciduria can result. (Wikipedia)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₁₀H₁₃N₂O₁₁P

Average Mass

368.1908

Monoisotopic Mass

368.02569578

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

2149-82-8

SMILES

Not Available

InChI Identifier

InChI=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

InChI Key

KYOBSHFOBAOFBF-XVFCMESISA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (retained)	2025-10-23	571.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	433.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	55.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	253.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	312.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	258.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	410.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	844.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	810.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	147.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	432.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	161.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	38.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	516.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	816.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	57.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	264.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	724.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	571.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Orotidylic acid_TMS_1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O	standard non polar	2025-10-23	2438.95
Gas Chromatography	Orotidylic acid_TMS_2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C(C(=O)O)=CC(=O)[NH]C1=O	standard non polar	2025-10-23	2189.32
Gas Chromatography	Orotidylic acid_TMS_3	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2211.96
Gas Chromatography	Orotidylic acid_TMS_4	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	2252.15
Gas Chromatography	Orotidylic acid_TMS_5	C[Si](C)(C)N1C(=O)C=C(C(=O)O)N([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C1=O	standard non polar	2025-10-23	1528.23
Gas Chromatography	Orotidylic acid_TMS_6	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1794.72
Gas Chromatography	Orotidylic acid_TMS_7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2823.36
Gas Chromatography	Orotidylic acid_TMS_8	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O	standard non polar	2025-10-23	1315.22
Gas Chromatography	Orotidylic acid_TMS_9	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	standard non polar	2025-10-23	2829.06
Gas Chromatography	Orotidylic acid_TMS_10	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1280.12
Gas Chromatography	Orotidylic acid_TMS_11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)[NH]C1=O	standard non polar	2025-10-23	1408.41
Gas Chromatography	Orotidylic acid_TMS_12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C(C(=O)O)=CC(=O)N([Si](C)(C)C)C1=O	standard non polar	2025-10-23	2069.25
Gas Chromatography	Orotidylic acid_TMS_13	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2104.08
Gas Chromatography	Orotidylic acid_TMS_14	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1851.69
Gas Chromatography	Orotidylic acid_TMS_15	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-23	1689.07
Gas Chromatography	Orotidylic acid_TMS_16	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1649.2
Gas Chromatography	Orotidylic acid_TMS_17	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2360.09
Gas Chromatography	Orotidylic acid_TMS_18	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2434.27
Gas Chromatography	Orotidylic acid_TMS_19	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2510.11
Gas Chromatography	Orotidylic acid_TMS_20	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1903.79
Gas Chromatography	Orotidylic acid_TMS_21	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1210.98
Gas Chromatography	Orotidylic acid_TMS_22	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O	standard non polar	2025-10-23	1392.28
Gas Chromatography	Orotidylic acid_TMS_23	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	standard non polar	2025-10-23	2462.22
Gas Chromatography	Orotidylic acid_TMS_24	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2445.05
Gas Chromatography	Orotidylic acid_TMS_25	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2694.11
Gas Chromatography	Orotidylic acid_TMS_26	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)[NH]C1=O	standard non polar	2025-10-23	1297.89
Gas Chromatography	Orotidylic acid_TMS_27	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)N([Si](C)(C)C)C1=O	standard non polar	2025-10-23	1446.84
Gas Chromatography	Orotidylic acid_TMS_28	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2395.64
Gas Chromatography	Orotidylic acid_TMS_29	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1495.34
Gas Chromatography	Orotidylic acid_TMS_30	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-23	1944.81
Gas Chromatography	Orotidylic acid_TMS_31	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1942.87
Gas Chromatography	Orotidylic acid_TMS_32	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1901.77
Gas Chromatography	Orotidylic acid_TMS_33	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2835.15
Gas Chromatography	Orotidylic acid_TMS_34	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2030.58
Gas Chromatography	Orotidylic acid_TMS_35	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2135.36
Gas Chromatography	Orotidylic acid_TMS_36	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2617.19
Gas Chromatography	Orotidylic acid_TMS_37	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	standard non polar	2025-10-23	1851.98
Gas Chromatography	Orotidylic acid_TMS_38	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1687.55
Gas Chromatography	Orotidylic acid_TMS_39	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	535.565
Gas Chromatography	Orotidylic acid_TMS_40	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)N([Si](C)(C)C)C1=O	standard non polar	2025-10-23	1387.85
Gas Chromatography	Orotidylic acid_TMS_41	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2388.04
Gas Chromatography	Orotidylic acid_TMS_42	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2012.05
Gas Chromatography	Orotidylic acid_TMS_43	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2491.3
Gas Chromatography	Orotidylic acid_TMS_44	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1891.86
Gas Chromatography	Orotidylic acid_TMS_45	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1932.22
Gas Chromatography	Orotidylic acid_TMS_46	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2270.22
Gas Chromatography	Orotidylic acid_TMS_47	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2277.63
Gas Chromatography	Orotidylic acid_TMS_1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O	standard polar	2025-10-23	2162.67
Gas Chromatography	Orotidylic acid_TMS_2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C(C(=O)O)=CC(=O)[NH]C1=O	standard polar	2025-10-23	2557.5
Gas Chromatography	Orotidylic acid_TMS_3	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1557.21
Gas Chromatography	Orotidylic acid_TMS_4	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O	standard polar	2025-10-23	3223.23
Gas Chromatography	Orotidylic acid_TMS_5	C[Si](C)(C)N1C(=O)C=C(C(=O)O)N([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C1=O	standard polar	2025-10-23	1809.56
Gas Chromatography	Orotidylic acid_TMS_6	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1701.22
Gas Chromatography	Orotidylic acid_TMS_7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1508.45
Gas Chromatography	Orotidylic acid_TMS_8	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O	standard polar	2025-10-23	1794.95
Gas Chromatography	Orotidylic acid_TMS_9	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	standard polar	2025-10-23	2077.1
Gas Chromatography	Orotidylic acid_TMS_10	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2337.64
Gas Chromatography	Orotidylic acid_TMS_11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)[NH]C1=O	standard polar	2025-10-23	1653.48
Gas Chromatography	Orotidylic acid_TMS_12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C(C(=O)O)=CC(=O)N([Si](C)(C)C)C1=O	standard polar	2025-10-23	1935.65
Gas Chromatography	Orotidylic acid_TMS_13	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	2998.09
Gas Chromatography	Orotidylic acid_TMS_14	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1585.27
Gas Chromatography	Orotidylic acid_TMS_15	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-23	2464.36
Gas Chromatography	Orotidylic acid_TMS_16	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O	standard polar	2025-10-23	2121.26
Gas Chromatography	Orotidylic acid_TMS_17	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1812.49
Gas Chromatography	Orotidylic acid_TMS_18	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2254.79
Gas Chromatography	Orotidylic acid_TMS_19	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2764.69
Gas Chromatography	Orotidylic acid_TMS_20	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2957.8
Gas Chromatography	Orotidylic acid_TMS_21	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2922.51
Gas Chromatography	Orotidylic acid_TMS_22	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O	standard polar	2025-10-23	2038.92
Gas Chromatography	Orotidylic acid_TMS_23	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	standard polar	2025-10-23	1354.47
Gas Chromatography	Orotidylic acid_TMS_24	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1593.41
Gas Chromatography	Orotidylic acid_TMS_25	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1729.11
Gas Chromatography	Orotidylic acid_TMS_26	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)[NH]C1=O	standard polar	2025-10-23	2639.15
Gas Chromatography	Orotidylic acid_TMS_27	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)N([Si](C)(C)C)C1=O	standard polar	2025-10-23	1637.59
Gas Chromatography	Orotidylic acid_TMS_28	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1029.16
Gas Chromatography	Orotidylic acid_TMS_29	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	2239.14
Gas Chromatography	Orotidylic acid_TMS_30	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-23	1624.54
Gas Chromatography	Orotidylic acid_TMS_31	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1626.2
Gas Chromatography	Orotidylic acid_TMS_32	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1736.22
Gas Chromatography	Orotidylic acid_TMS_33	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1333.57
Gas Chromatography	Orotidylic acid_TMS_34	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2145.99
Gas Chromatography	Orotidylic acid_TMS_35	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2178.64
Gas Chromatography	Orotidylic acid_TMS_36	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2424.49
Gas Chromatography	Orotidylic acid_TMS_37	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	standard polar	2025-10-23	2965.71
Gas Chromatography	Orotidylic acid_TMS_38	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2476.16
Gas Chromatography	Orotidylic acid_TMS_39	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2269.28
Gas Chromatography	Orotidylic acid_TMS_40	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C(C(=O)O)=CC(=O)N([Si](C)(C)C)C1=O	standard polar	2025-10-23	1770.61
Gas Chromatography	Orotidylic acid_TMS_41	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	2439.33
Gas Chromatography	Orotidylic acid_TMS_42	C[Si](C)(C)OC(=O)C1=CC(=O)[NH]C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2678.4
Gas Chromatography	Orotidylic acid_TMS_43	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	3447.61
Gas Chromatography	Orotidylic acid_TMS_44	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1832.59
Gas Chromatography	Orotidylic acid_TMS_45	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C(C(=O)O)=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1740.56
Gas Chromatography	Orotidylic acid_TMS_46	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2368.59
Gas Chromatography	Orotidylic acid_TMS_47	C[Si](C)(C)OC(=O)C1=CC(=O)N([Si](C)(C)C)C(=O)N1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2409.59

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces
Prostate
Prostate Tissue

Tissue Locations

Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192654	Uridine 5'-monophosphate synthase	Enzyme	P11172	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018615	Orotic acid	Orotidylic acid	Orotate phosphoribosyltransferase	Transfer of a ribosyl group	PathBank	31602464
MMDBr0018616	Orotidylic acid	Uridine 5'-monophosphate	Orotidine 5'-phosphate decarboxylase	Carboxylation	PathBank	31602464
MMDBr0019788	Orotic acid	Orotidylic acid	Orotate phosphoribosyltransferase 2	Transfer of a ribosyl group	PathBank	31602464
MMDBr0019789	Orotidylic acid	Uridine 5'-monophosphate	Unknown Protein		PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Prostate cancer		Association	Human Prostate Tissue	HMDB	19212411

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	5	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Cattle ; River trout ; Rat ; Turkey ; Sheep ; Lion ; Chicken ; Dog	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	477	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Catfish	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	475	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Cattle ; River trout ; Rat ; Turkey ; Sheep ; Lion ; Chicken ; Dog	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	153	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	3	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	130	Human feces; Human appendix biopsy; Human ; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	3	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Catfish	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	6	Human feces; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	6		Metabolic reconstruction
Bacteria/Eubacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Archaea/Archaea	Crenarchaeota	9		Metabolic reconstruction
Bacteria/Eubacteria	Aquificae	2
Archaea/Archaea	Euryarchaeota	29		Metabolic reconstruction
Archaea/Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Chlamydiae	3	Cat ; Human
Bacteria/Eubacteria	Chlorobi	5
Eukaryota/Fungi	Ascomycota	55	Human feces; Human supragingival plaque; Human saliva	Unknown
Eukaryota/Fungi	Basidiomycota	5	Human feces
Bacteria/Eubacteria	Deinococcus-thermus	4
Bacteria/Eubacteria	Tenericutes	1	Human
Bacteria/Eubacteria	Cyanobacteria	27
Bacteria	nah	1
Bacteria/Eubacteria	Thermotogae	6
Bacteria/Eubacteria	Chloroflexi	7
Bacteria/Eubacteria	Dictyoglomi	2
Archaea/Archaea	nah	1
Eukaryota/Fungi	Mucoromycota	5

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human Prostate tissue	Detected and Quantified	0.5	0.0	1.0	umol/g tissue	Adult (>18 years old)	Both	Prostate Cancer	HMDB	19212411
Human Prostate	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Traut TW: Uridine-5'-phosphate synthase: evidence for substrate cycling involving this bifunctional protein. Arch Biochem Biophys. 1989 Jan;268(1):108-15. doi: 10.1016/0003-9861(89)90570-5. [PubMed:2912371 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]

Showing metabocard for Orotidylic acid (MMDBc0029482)

MOL for #<Metabolite:0x00007f9ac556fc68>

3D MOL for #<Metabolite:0x00007f9ac556fc68>

3D SDF for #<Metabolite:0x00007f9ac556fc68>

3D-SDF for #<Metabolite:0x00007f9ac556fc68>

PDB for #<Metabolite:0x00007f9ac556fc68>

3D PDB for #<Metabolite:0x00007f9ac556fc68>

SMILES for #<Metabolite:0x00007f9ac556fc68>

INCHI for #<Metabolite:0x00007f9ac556fc68>

Structure for #<Metabolite:0x00007f9ac556fc68>

3D Structure for #<Metabolite:0x00007f9ac556fc68>