Skip to Content
MilliporeSigma
All Photos(2)

Documents

191213

Sigma-Aldrich

5-Aminoorotic acid

99%

Synonym(s):

5-Amino-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid, 5-Amino-6-carboxy-2,4-dihydroxypyrimidine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H5N3O4
CAS Number:
Molecular Weight:
171.11
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

mp

>300 °C (lit.)

SMILES string

NC1=C(NC(=O)NC1=O)C(O)=O

InChI

1S/C5H5N3O4/c6-1-2(4(10)11)7-5(12)8-3(1)9/h6H2,(H,10,11)(H2,7,8,9,12)

InChI key

HWCXJKLFOSBVLH-UHFFFAOYSA-N

General description

5-Aminoorotic acid forms complexes with cerium (III), lanthanum (III) and neodymium (III). It reacts with dianhydride of ethylenedinitrilotetraacetic acid in dry DMF or DMSO to yield functionalized dicarboxamide derivatives.

Application

5-Aminoorotic acid was used as an internal standard during the electrochemical determination of orotic acid.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Irena Kostova et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 4(4), 371-378 (2008-08-05)
The cerium (III), lanthanum (III) and neodymium (III) complexes of 5-aminoorotic acid were synthesized and their structures were determined by means of theoretical study, spectral and physicochemical analysis. Significant differences in the spectra of the complexes were observed as compared
Synthesis and characterisation of chelating polycarboxylate ligands capable of forming intermolecular, complementary triple hydrogen bonds.
Georgopoulou AS, et al.
J. Chem. Soc., Dalton Trans., 11, 1869-1878 (1998)
Tommaso R I Cataldi et al.
Journal of chromatography. A, 1107(1-2), 130-138 (2006-01-13)
The application of activated pulsed amperometric detection (APAD) for the determination of orotic acid (OrA) in real samples at a gold working electrode in alkaline solutions, in combination with anion-exchange chromatography, is reported. Such an activated potential waveform was designed
Rony Panarsky et al.
Cancer & metabolism, 8, 7-7 (2020-08-11)
The loss-of-function mutation of fumarate hydratase (FH) is a driver of hereditary leiomyomatosis and renal cell carcinoma (HLRCC). Fumarate accumulation results in activation of stress-related mechanisms leading to upregulation of cell survival-related genes. To better understand how cells compensate for

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