D7128
L-Dihydroorotic acid
≥99%
Synonym(s):
2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid, L-Hydroorotic acid, Dihydro-L-orotic acid
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About This Item
Empirical Formula (Hill Notation):
C5H6N2O4
CAS Number:
Molecular Weight:
158.11
NACRES:
NA.83
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Assay:
≥99%
Form:
powder
Pricing and availability is not currently available.
Quality Level
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
Application
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]
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This Item | |||
|---|---|---|---|
| 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 - |
signalword
Warning
hcodes
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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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
Synergy and Target Promiscuity Drive Structural Divergence in Bacterial Alkylquinolone Biosynthesis.
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D7128-500MG | 04061832397924 |
| D7128-5G | 04061832397931 |
| D7128-1G | 04061826016329 |