Hydroorotic acid, L- | CAS#5988-19-2 | precursor to the biological pyrimidines

MedKoo Cat#: 596552 | Name: Hydroorotic acid, L-

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hydroorotic acid, L-is a precursor to the biological pyrimidines, such as thymine, uracil, cytosine and hydroxymethylcytosine. When employed in large amounts D-dihydroorotic acid is an antimetabolite of L-dihydroorotic acid in pyrimidine utilization. It has also been found to inhibit the orotic acid utilization of those organisms which have a requirement for it in order to grow. In general it may be said to inhibit bacterial growth.

Chemical Structure

Hydroorotic acid, L-

CAS#5988-19-2

Theoretical Analysis

MedKoo Cat#: 596552

Name: Hydroorotic acid, L-

CAS#: 5988-19-2

Chemical Formula: C5H6N2O4

Exact Mass: 158.0328

Molecular Weight: 158.11

Elemental Analysis: C, 37.98; H, 3.83; N, 17.72; O, 40.47

Price and Availability

Size	Price	Availability	Quantity
1g	USD 250.00	2 Weeks
5g	USD 450.00	2 Weeks

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Synonym

Hydroorotic acid, L-; L-Dihydroorotate; L-Dihydroorotic acid; Hydroorotic acid L-form;

IUPAC/Chemical Name

(S)-2,6-dioxohexahydropyrimidine-4-carboxylic acid

InChi Key

UFIVEPVSAGBUSI-REOHCLBHSA-N

InChi Code

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

SMILES Code

O=C([C@H](CC(N1)=O)NC1=O)O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 158.11 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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PubMed PMID: 10517371. 10: Cleaveland ES, Zaharevitz DW, Kelley JA, Paull K, Cooney DA, Ford H Jr. Identification of a novel inhibitor (NSC 665564) of dihydroorotate dehydrogenase with a potency equivalent to brequinar. Biochem Biophys Res Commun. 1996 Jun 25;223(3):654-9. PubMed PMID: 8687451. 11: Suzuki M, Sugano H, Matsumoto K, Yamamura M, Ishida R. Synthesis and central nervous system actions of thyrotropin-releasing hormone analogues containing a dihydroorotic acid moiety. J Med Chem. 1990 Aug;33(8):2130-7. PubMed PMID: 2115588. 12: Krungkrai J, Cerami A, Henderson GB. Pyrimidine biosynthesis in parasitic protozoa: purification of a monofunctional dihydroorotase from Plasmodium berghei and Crithidia fasciculata. Biochemistry. 1990 Jul 3;29(26):6270-5. PubMed PMID: 1976382. 13: Lee MH, Cowling RA, Sander EG, Pettigrew DW. Bovine liver dihydropyrimidine amidohydrolase: pH dependencies of inactivation by chelators and steady-state kinetic properties. 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