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D7128

L-Dihydroorotic acid

≥99%

Synonym(s):

2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid, L-Hydroorotic acid, Dihydro-L-orotic acid

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500 MG

$189.00

1 G

$337.00

$189.00

Estimated to ship onMarch 19, 2026Details

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O4
CAS Number:
5988-19-2
Molecular Weight:
158.11
NACRES:
NA.83
PubChem Substance ID:
24894080
UNSPSC Code:
12352204
MDL number:
MFCD00085339
Assay:
≥99%
Form:
powder

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Quality Level

200

assay

≥99%

form

powder

mp

254-255 °C (dec.) (lit.)

SMILES string

OC(=O)[C@@H]1CC(=O)NC(=O)N1

InChI

1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m0/s1

InChI key

UFIVEPVSAGBUSI-REOHCLBHSA-N

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1 of 4

This Item
537306O8402H9633
L-Dihydroorotic acid ≥99%

Sigma-Aldrich

D7128

L-Dihydroorotic acid

D-Hydroorotic acid 98%

Sigma-Aldrich

537306

D-Hydroorotic acid

Orotic acid monohydrate 97%

Sigma-Aldrich

O8402

Orotic acid monohydrate

L-Homocysteic acid ≥95%

Sigma-Aldrich

H9633

L-Homocysteic acid

assay

≥99%

assay

98%

assay

97%

assay

≥95%, ≥98% (TLC)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

-

form

powder

form

powder

mp

254-255 °C (dec.) (lit.)

mp

255 °C (dec.) (lit.)

mp

>300 °C (lit.)

mp

-

Application

L-Dihydroorotic acid has been used as a substrate in dihydroorotate dehydrogenase (DHODH) assay.[1][2][3]

Biochem/physiol Actions

L-Dihydroorotic acid (DHO) serves as a substrate for dihydroorotate dehydrogenase (DHODH), an enzyme in the de novo synthesis of pyrimidine. Inhibition of DHOH by its inhibitors causes a large accumulation of upstream metabolite DHO and a reduction in the uridine levels. Therefore, DHO and uridine can be used as biomarkers for pyrimidine synthesis for the clinical development of DHOH inhibitors.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000518540
0000518539
0000518539
0000518540
0000491070

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Feng Yin et al.
Journal of pharmaceutical and biomedical analysis, 192, 113669-113669 (2020-10-30)
Uridine and L-dihydroorotate (DHO) are important intermediates of de novo as well as salvage pathways for the biosynthesis of pyrimidines, which are the building blocks of nucleic acids - DNA and RNA. These metabolites are known to be significant biomarkers
E Takashima et al.
Parasitology international, 50(4), 273-278 (2001-11-24)
Using N2 cavitation, we established a protocol to prepare the active mitochondria from Plasmodium falciparum showing a higher succinate dehydrogenase activity than previously reported and a dihydroorotate-dependent respiration. The fact that fumarate partially inhibited the dihydroorotate dependent respiration suggests that
Mark A Anderson et al.
Biochemistry, 45(23), 7132-7139 (2006-06-07)
In the pyrimidine biosynthetic pathway, N-carbamyl-L-aspartate (CA-asp) is converted to L-dihydroorotate (DHO) by dihydroorotase (DHOase). The mechanism of this important reaction was probed using primary and secondary 15N and 13C isotope effects on the ring opening of DHO using isotope
Juliana Cheleski et al.
Analytical biochemistry, 399(1), 13-22 (2009-11-26)
Trypanosoma cruzi dihydroorotate dehydrogenase (TcDHODH) catalyzes the oxidation of l-dihydroorotate to orotate with concomitant reduction of fumarate to succinate in the de novo pyrimidine biosynthetic pathway. Based on the important need to characterize catalytic mechanism of TcDHODH, we have tailored
Yihan Wu et al.
Cell chemical biology, 24(12), 1437-1444 (2017-10-17)
Microbial natural products are genetically encoded by dedicated biosynthetic gene clusters (BGCs). A given BGC usually produces a family of related compounds that share a core but contain variable substituents. Though common, the reasons underlying this divergent biosynthesis are in
View All Related Papers

Global Trade Item Number

SKUGTIN
D7128-500MG04061832397924
D7128-1G04061826016329
D7128-5G04061832397931

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