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L-Dihydroorotic acid

L-Dihydroorotic acid structure

CAS No:
5988-19-2
Formula:
C5H6N2O4
Chemical Name:
L-Dihydroorotic acid
Synonyms:
4-Pyrimidinecarboxylic acid,hexahydro-2,6-dioxo-,(4S)-;Hydroorotic acid,L-;4-Pyrimidinecarboxylic acid,hexahydro-2,6-dioxo-,(S)-;(4S)-Hexahydro-2,6-dioxo-4-pyrimidinecarboxylic acid;L-Dihydroorotate;L-Dihydroorotic acid;L-5,6-Dihydroorotic acid;(4S)-2,6-Dioxo-1,3-diazinane-4-carboxylic acid;(S)-2,6-Dioxohexahydropyrimidine-4-carboxylic acid
Categories:
Pharmaceutical Intermediates > Antineoplastics

Description

L-Dihydroorotic acid can reversibly hydrolyze to yield the acyclic L-ureidosuccinic acid by dihydrowhey enzyme[1].

Solid

(S)-dihydroorotic acid is the (S)-enantiomer of dihydroorotic acid that is an intermediate in the metabolism of pyridine. It has a role as a Saccharomyces cerevisiae metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a (S)-dihydroorotate. It is an enantiomer of a (R)-dihydroorotic acid.

L-Dihydroorotic acid Basic Attributes

Molecular Weight：

158.11

Exact Mass：

158.11

EC Number：

204-352-8

UNII：

4LPL64ZNA5

DSSTox ID：

DTXSID30331399

HScode：

2934999001

Characteristics

PSA：

95.5

XLogP3：

-1.5

Appearance：

White to off-white Powder

Density：

1.9±0.1 g/cm3

Melting Point：

267-268 °C (decomp)

Flash Point：

270.7±32.9 °C

Refractive Index：

1.714

Water Solubility：

soluble in water (partly), and dimethyl formamide.

Storage Conditions：

Store at 0-5°C

Collision Cross Section：

145.44 Å² [M-H]- [CCS Type: DT, Method: stepped-field]|125.5 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 129 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

4,5-dihydroorotic acid

L-Dihydroorotic acid Use and Manufacturing

Used as a freshener, flavoring agent, can be used in households, restaurants, etc.As a food additive: Breast milk contains uridine acid (UMP), cytidine acid (CMP), adenylic acid (AMP), guanylic acid (GMP), inosinic acid (IMP) and other nucleotides to improve Infant’s immune regulation and memory play a role.As raw materials for medicine: Nucleotides are used as medicine to inhibit inflammation of the urethra.

Computed Properties

Molecular Weight:158.11
XLogP3:-1.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:158.03275668
Monoisotopic Mass:158.03275668
Topological Polar Surface Area:95.5
Heavy Atom Count:11
Complexity:225
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Giving mice 20.0ml and 10.0ml/kg body weight of 28-flavor kidney-tonifying oral liquid (equivalent to 11.2g and 5.6g/kg of crude drug, respectively) can significantly improve the sexual function of male mice and increase the number of vaginal plugs in female mice in the same cage. 28-flavor kidney-tonifying capsule (5.4g/kg of crude drug) also has a similar effect. High-dose oral liquid can increase the activity of SOD in the whole blood of mice, indicating that this product has a certain effect on delaying aging. 28-flavor kidney-tonifying capsule also has the same effect, but the effect of oral liquid (raw drug) 11.2g/kg of body weight is better than capsule (5.4g/kg of body weight). Acute toxicity test: 1g of 28-flavor kidney-tonifying oral liquid was given to mice, and the maximum daily tolerance was greater than 90ml/kg (equivalent to 50.4g of crude drug), which is 225 times the daily dose to be used clinically; ip administration, the maximum daily tolerance was greater than 40ml/kg (equivalent to 22.4g of crude drug), indicating that this product has little toxicity. Long-term toxicity test: rats were gavaged with twice-concentrated 28-flavor kidney-tonifying oral liquid, with a maximum daily dose of 15 ml/kg, equivalent to 16.8 g/kg body weight of crude drug, which is 75 times the proposed clinical daily dose. The drug was administered for 12 consecutive weeks. No toxic or adverse reactions were observed in the animal's appearance, body weight, organ coefficient, blood picture, blood biochemistry, and pathological examination of 12 major organ tissues, and no deaths occurred. The proposed clinical dose of this product is safe.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Twenty-eight flavors kidney-tonifying capsules
Ingredients	This product is rich in B vitamins, lecithin A, vitamin C, vitamin H, vitamin E, nucleotides, ginsenosides, laurel oil, schisandra, amino acids, carotene, alkaloids, biopolysaccharides, etc.
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