372-75-8

• 常用中文名：L-瓜氨酸
• 常用英文名：L-Citruline
• CAS号：372-75-8
• 分子式：C₆H₁₃N₃O₃
• 分子量：175.186
• 相关类别： 生物化工 常见氨基酸及蛋白质类药
• 发布时间：2018-09-11 08:06:28
• 更新时间：2024-01-01 21:52:04
• L-Citrulline 是一种氨基酸,源自于脯氨酸、谷氨酰胺和谷氨酸盐的分解代谢过程中产生的鸟氨酸,或通过精氨酸-瓜氨酸途径获得的 l-精氨酸。

名称

• 中文名: L-瓜氨酸
• 英文名: L-citrulline
• 中文别名: L-(+)-瓜氨酸; L-(+)-2-氨基-5-脲戊酸; L(+)-2-氨基-5-脲戊酸; 脲氨基戊酸; 瓜氨酸
• 英文别名: (2S)-2-amino-5-(carbamoylamino)pentanoic acid; L-(+)-Citrulline; α-amino-δ-ureidovaleric acid; Sitrulline; N5-(Aminocarbonyl)ornithine; d-ureidonorvaline; (S)-2-Amino-5-ureidopentanoic acid; N-Carbamoylornithine; anti-citrulline; N-[Hydroxy(imino)methyl]-L-ornithine; L-2-Amino-5-ureidovaleric acid; δ-Ureidonorvaline; [14C]-Citrulline; (S)-2-Amino-5-ureidopentanoic acid L-2-Amino-5-ureidovaleric acid; L(+)-Citrulline; L-Cytrulline; 2-amino-5-(carbamoylamino)pentanoic acid; Nd-Carbamylornithine; N5-(Aminocarbonyl)-L-ornithine; 2-Amino-5-ureidovaleric acid; Nδ-Carbamylornithine; L-N5-carbamoyl-Ornithine; L-Citrulline; N-Carbamoyl-L-ornithine; MFCD00064397; 2-amino-5-(aminocarbonylamino)pentanoic acid; N-(aminocarbonyl)ornithine; Citrulline; L-Ornithine, N5- (aminocarbonyl)-; Ornithine, N-(aminocarbonyl)-; a-Amino-d-ureidovaleric Acid; L-citrulline zwitterion; N(5)-(aminocarbonyl)-DL-ornithine; N5-(aminocarbonyl)-Ornithine; L-Ornithine, N-(hydroxyiminomethyl)-; N5-carbamylornithine; L-Ornithine, N-(aminocarbonyl)-; N5-Carbamoyl-L-ornithine; EINECS 206-759-6; N5-carbamoylornithine; (S)-2-amino-5-(carbamoyl amino)pentanoic acid; Ornithine, N5-(aminocarbonyl)-; H-Cit-OH

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 386.7±42.0 °C at 760 mmHg
• 熔点: 214 °C
• 分子式: C₆H₁₃N₃O₃
• 分子量: 175.186
• 闪点: 187.7±27.9 °C
• 精确质量: 175.095688
• PSA: 118.44000
• LogP: -1.53
• 外观性状: 白色至灰白色结晶粉末
• 蒸汽压: 0.0±1.9 mmHg at 25°C
• 折射率: 1.531
• 储存条件:

  储存于阴凉干燥处密封保存。

• 稳定性:

  1. 瓜氨酸与鸟氨酸相同，仅存在于肝脏中，不是蛋白质的构成成分，为人体脲循环的一个重要中间物。

  2. 存在于烟叶中。

• 水溶解性: 200 g/L (20 ºC)
• 分子结构:

  1、 摩尔折射率：42.06

  2、 摩尔体积（cm³/mol）：135.8

  3、 等张比容（90.2K）：381.1

  4、 表面张力（dyne/cm）：61.9

  5、 极化率（10^-24cm³）：16.67

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:4

  3.氢键受体数量:4

  4.可旋转化学键数量:5

  5.互变异构体数量:3

  6.拓扑分子极性表面积118

  7.重原子数量:12

  8.表面电荷:0

  9.复杂度:171

  10.同位素原子数量:0

  11.确定原子立构中心数量:1

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1. 性状：白色结晶。味苦。

  2. 溶解性：能溶于水，不溶于甲醇和乙醇

  3. 熔点（ºC）222

  4. 相对密度(d²⁰₄₎ ：1.289

生物活性

• 描述: L-Citrulline 是一种氨基酸,源自于脯氨酸、谷氨酰胺和谷氨酸盐的分解代谢过程中产生的鸟氨酸,或通过精氨酸-瓜氨酸途径获得的 l-精氨酸。
• 相关类别:
  天然产物 >> 其他
  研究领域 >> 其他
• 靶点:

  Human Endogenous Metabolite

• 体外研究: L-瓜氨酸是在脯氨酸或谷氨酰胺和谷氨酸的分解代谢中衍生自鸟氨酸的氨基酸,或通过精氨酸-瓜氨酸途径从1-精氨酸衍生的氨基酸。 L-瓜氨酸也是在不对称二甲基精氨酸(ADMA)降解过程中获得的,该过程由二甲基精氨酸二甲基氨基水解酶(DDAH)催化,产生二甲胺(DMA)作为副产物[1]。
• 参考文献:

  [1]. Fleszar MG, et al. Quantitative Analysis of l-Arginine, Dimethylated Arginine Derivatives, l-Citrulline, and Dimethylamine in Human Serum Using Liquid Chromatography-Mass Spectrometric Method. Chromatographia. 2018;81(6):911-921.

MSDS

Name: L-Citrulline Material Safety Data Sheet Synonym: None CAS: 372-75-8 Section 1 - Chemical Product MSDS Name:L-Citrulline Material Safety Data Sheet Synonym:None Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 372-75-8 L-Citrulline 100 % 206-759-6 Hazard Symbols: None Listed. Risk Phrases: None Listed. Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW The toxicological properties of this material have not been fully investigated. Potential Health Effects Eye: May cause eye irritation. Skin: May cause skin irritation. Ingestion: May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated. Inhalation: May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Chronic: No information found. Section 4 - FIRST AID MEASURES Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid. Skin: Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Ingestion: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid. Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid if cough or other symptoms appear. Notes to Physician: Section 5 - FIRE FIGHTING MEASURES General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Wash hands before eating. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with skin and eyes. Avoid ingestion and inhalation. Storage: Store in a cool, dry place. Keep container closed when not in use. Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 372-75-8: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure. Respirators: Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Solid Color: white Odor: None reported. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 220 deg C (decomposes) Autoignition Temperature: Not applicable. Flash Point: Not applicable. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Not available. Solubility in water: Soluble in water. Specific Gravity/Density: Not available. Molecular Formula: C6H13N3O3 Molecular Weight: 175.1093 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials. Incompatibilities with Other Materials: Strong oxidants. Hazardous Decomposition Products: Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide. Hazardous Polymerization: Has not been reported. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 372-75-8 unlisted. LD50/LC50: Not available. Carcinogenicity: L-Citrulline - Not listed by ACGIH, IARC, or NTP. Section 12 - ECOLOGICAL INFORMATION Section 13 - DISPOSAL CONSIDERATIONS Products which are considered hazardous for supply are classified as Special Waste and the disposal of such chemicals is covered by regulations which may vary according to location. Contact a specialist disposal company or the local waste regulator for advice. Empty containers must be decontaminated before returning for recycling. Section 14 - TRANSPORT INFORMATION IATA No information available. IMO No information available. RID/ADR No information available. Section 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: Not available. Risk Phrases: Safety Phrases: S 24/25 Avoid contact with skin and eyes. WGK (Water Danger/Protection) CAS# 372-75-8: 0 Canada CAS# 372-75-8 is listed on Canada's NDSL List. CAS# 372-75-8 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 372-75-8 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 二、毒理学数据： 急性毒性：不可用。 生态学数据: 三、生态学数据： 1、其它有害作用：该物质对环境可能有危害，对水体应给予特别注意。

安全

• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危害码 (欧洲): Xi
• 风险声明 (欧洲): R36/37/38
• 安全声明 (欧洲): S24/25
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• 海关编码: 29241900

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制备

1. 首次从西瓜汁中分离出的一种氨基酸。由精氨酸的碱水解得到。

海关

海关编码	2924199090
中文概述	2924199090. 其他无环酰胺（包括无环氨基甲酸酯)(包括其衍生物及盐）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%
申报要素	品名, 成分含量, 用途, 包装
Summary	2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%