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 | |||
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| 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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D7128-500MG | 04061832397924 |
| D7128-5G | 04061832397931 |
| D7128-1G | 04061826016329 |