372-75-8

372-75-8 - Names and Identifiers

Name	L(+)-Citrulline
Synonyms	H-Cit-OH Citrulline L-CTRULLINE L-Citrullin L-Citrullne L-Citrulline L(+)Citrulline L(+)-Citrulline L-(+)-Citrulline Ibuprofen Impurity 78 L-Citrulline (1.12117) Arginine EP Impurity B n5-(aminocarbonyl)-l-ornithin N5-(aminocarbonyl)-L-Ornithine L-(+)-2-Amino-5-ureidovaleric acid ALPHA-AMINO-DELTA-UREIDO-N-VALERIC ACID
CAS	372-75-8
EINECS	206-759-6
InChI	InChI=1/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
InChIKey	RHGKLRLOHDJJDR-BYPYZUCNSA-N

372-75-8 - Physico-chemical Properties

Molecular Formula	C6H13N3O3
Molar Mass	175.19
Density	1.2919 (rough estimate)
Melting Point	214 °C
Boling Point	306.48°C (rough estimate)
Specific Rotation(α)	25.5 º (c=8, 6N HCl)
Flash Point	187.7°C
Water Solubility	200 g/L (20 ºC)
Solubility	Solubility in water: 200G/L (20°C), insoluble in methanol and ethanol
Vapor Presure	4.7E-07mmHg at 25°C
Appearance	White solid
Color	White
Odor	Odorless
Merck	14,2331
BRN	6055157
pKa	2.43(at 25℃)
Storage Condition	Keep in dark place,Sealed in dry,Room Temperature
Refractive Index	26 ° (C=8, 6mol/L HC
MDL	MFCD00064397
Physical and Chemical Properties	White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from trichosanthin.

372-75-8 - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany	3
TSCA	Yes
HS Code	29241900

372-75-8 - Reference

Reference

1. Zhu Guanhua, Peng Wei, Cheng Xuefang, Hu juanni. Correlation between citrulline concentration in human plasma determined by HPLC-MS/MS and gastrointestinal injury in patients with multiple trauma [J]. Central South pharmacy, 2020,18(08):1344-1347.
2. Zhu Guanhua, Peng Wei, Cheng Xuefang, Hu juanni. Correlation between citrulline concentration in human plasma determined by HPLC-MS/MS and gastrointestinal injury in patients with multiple trauma [J]. Central South pharmacy, 2020,18(08):1344-1347.
3. [IF = 4.939] Lili Wen et al."Protein Aggregation and Performance Optimization Based on Microconformational Changes of Aromatic hydrophonic Regions." Mol Pharmaceut. 2018;15(6):2257-2267
4. [IF = 4.36] xiaooli Zhao et al."Transcriptomic study of the mechanism by which the Kai Yu Zhong Yu recipe." J Ethnopharmacol. 2021 Oct;278:114298
5. [IF=3.361] Ruixue Yu et al."Targeted neurotransmitter metabolomics profiling of oleanolic acid in the treatment of spontaneously hypertensive rats."Rsc Adv. 2019 Jul;9(40):23276-23288

372-75-8 - Reference Information

EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
properties	white crystal or crystal powder. Easily soluble in water, insoluble in methanol, ethanol and ether. It can be precipitated by phosphotungstic acid from its concentrated solution and react with concentrated alkali solution to produce ornithine, carbon dioxide and ammonia. Its copper salt is a blue prismatic crystal with a melting point of 257-258°C. The melting point of its hydroxide is 185 ℃ (decomposition), and [α]D22 is 17.9 ° in water. It is found in melons such as watermelons. In the human body, citrulline is a non-protein amino acid that does not participate in protein synthesis, but has the ability to form peptide bonds. In the past, it was thought that it only exists in the intermediate product of the ornithine-urea cycle.
application	L-citrulline has many important physiological functions such as scavenging free radicals, allogeneic rejection indicator, vasodilation, stabilizing blood pressure, diagnosing rheumatoid arthritis, antioxidant, etc. In addition, it also has a very significant role in restoring energy and improving human immunity. In recent years, L-citrulline has been paid more and more attention in the fields of food, cosmetics and drugs, and has a wide range of development and application prospects.
efficacy and function	citrulline is a non-protein amino acid, which has the ability to form peptide bonds, but does not participate in protein synthesis. Citrulline was once considered as an intermediate product in the urea cycle. However, recent studies have shown that citrulline can be widely used in medicine, food, health care and other aspects, and has good pharmacological effects. 1 prevention and treatment of prostate diseases citrulline has obvious effects on prevention and treatment of prostate diseases, including prostatitis, prostate swelling, prostatic hypertrophy, prostatic hyperplasia and prostate cancer. Wang Jianghai and others invented a method to increase the content of active substances of citrulline and anti-proliferation factors by inducing the germination of pumpkin seed embryo cells and extract these substances, which can be used as pharmaceutical raw materials or functional health foods. 2 Improve male sexual function Citrulline can make the human body produce nitrogen oxides, and this nitrogen oxide is a very important substance for male sexual ability. Unlike sex-enhancing drugs, citrulline can be completely absorbed into the blood and is more likely to produce nitrogen oxides, thus achieving the effect of erection of the penis. And as a pure natural product, citrulline not only has no side effects, but also can comprehensively enhance the physical condition of men. It is known as green Viagra, and companies in the United States have developed related products. In recent years, a method for extracting citrulline from watermelon has been published in patents, which can be made into tablets and capsules. 3 Anti-aging and enhancing immunity Studies have found that citrulline has strong antioxidant capacity, can remove hydroxyl groups, increase arginine required for NO synthesis, can effectively protect DNA and PMN from oxidation The damage of the reaction can be used as a health product for anti-aging and improving immunity, and can also be used as a female beauty cosmetic, with skin care, anti-wrinkle, freckle and anti-aging effects. For example, L citrulline malate is an amino acid salt health product with increasing sales in the international market. It can be made into conventional solid preparations, such as tablets, powders, granules, capsules, etc., into liquid preparations, such as water or oily suspending agents, or other liquid preparations such as syrup. The sugar-free citrulline oral spray and effervescent tablets invented by Zhao Li can be well absorbed by all kinds of people, supplement the nutrients needed in the body, delay aging and improve immunity. Some citrulline health care products in European and American countries have also been listed.
use	citrulline? L-citrulline main effects: 1. improve immune system function. 2. Maintain the function of joint movement. 3. Balance normal blood sugar level. 4, rich in antioxidant absorption of harmful free radicals. 5. Help maintain normal cholesterol levels. 6. maintain jiankang's lung function 7. improve mental clarity 8. reduce stress and overcome depression 9. improve jiankang's sexual life function use NO synthase to make left arginine into nitrogen oxide intermediate
production method	1. an amino acid isolated from watermelon juice for the first time. It is obtained by alkaline hydrolysis of arginine.