Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

O2750

Sigma-Aldrich

Orotic acid

≥98% (titration), anhydrous

Synonym(s):

2,6-Dihydroxypyrimidine-4-carboxylic acid, 6-Carboxy-2,4-dihydroxypyrimidine, 6-Carboxyuracil, Uracil-6-carboxylic acid

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C5H4N2O4
CAS Number:
65-86-1
Molecular Weight:
156.10
Beilstein:
383901
EC Number:
200-619-8
MDL number:
MFCD00006027
UNSPSC Code:
41106305
PubChem Substance ID:
24897967
NACRES:
NA.51

grade

anhydrous

Quality Level

200

Assay

≥98% (titration)

mp

≥300 °C

SMILES string

OC(=O)C1=CC(=O)NC(=O)N1

InChI

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

InChI key

PXQPEWDEAKTCGB-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Orotic acid (OA) is an intermediate in de novo pyrimidine biosynthesis that may be used to study the specificity and kinetics of orotate phosphoribosyltransferase (OPRT) which catalyzes the reversible phosphoribosyl transfer from 5′-phospho-α-d-ribose 1′-diphosphate (PRPP) to orotic acid (OA), forming pyrophosphate and orotidine 5′-monophosphate (OMP). Orotic acid is used as a starting material for the potential commercial bioproduction of uridine 5′-monophosphate (UMP) by microbes such as Corynebacterium ammoniagenes (ATCC 6872) or Saccharomyces cerevisiae. OA may be used to study the AMPK/SREBP-1 dependent cell signaling pathway and transcription regulation mechanisms that induce hepatic lipogenesis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

David Pérez-Pascual et al.
Frontiers in microbiology, 8, 2168-2168 (2017-11-23)
A fascinating characteristic of most members of the genus
Thomas D Loan et al.
New biotechnology, 49, 104-111 (2018-10-23)
Nucleoside triphosphates (NTPs) are important synthetic targets with diverse applications in therapeutics and diagnostics. Enzymatic routes to NTPs from simple building blocks are attractive, however the cost and complexity of assembling the requisite mixtures of multiple enzymes hinders application. Here
Mattias Carlsson et al.
PloS one, 8(10), e52094-e52094 (2013-10-15)
5-Fluorouracil (5-FU) is an anticancer drug and pyrimidine analogue. A problem in 5-FU therapy is acquired resistance to the drug. To find out more about the mechanisms of resistance, we screened a plasmid library in yeast for genes that confer
Juliana Cheleski et al.
European journal of medicinal chemistry, 45(12), 5899-5909 (2010-10-23)
The enzyme dihydroorotate dehydrogenase (DHODH) has been suggested as a promising target for the design of trypanocidal agents. We report here the discovery of novel inhibitors of Trypanosoma cruzi DHODH identified by a combination of virtual screening and ITC methods.
Laura Martorano et al.
Disease models & mechanisms, 12(3) (2019-03-06)
Mitochondrial DNA depletion syndromes (MDS) are a group of rare autosomal recessive disorders with early onset and no cure available. MDS are caused by mutations in nuclear genes involved in mitochondrial DNA (mtDNA) maintenance, and characterized by both a strong
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service