15662-33-6

• 常用中文名：鱼尼汀
• 常用英文名：Ryanodine
• CAS号：15662-33-6
• 分子式：C₂₅H₃₅NO₉
• 分子量：493.547
• 相关类别： 天然产物 生物碱
• 发布时间：2018-05-18 08:00:00
• 更新时间：2024-01-03 15:58:18
• Ryanodine是可渗透细胞的兰尼碱受体调节剂。 根据其浓度,Ryanodine可以刺激或抑制Ryanodine介导的Ca2+ 释放。 在Ryania speciosa中发现的有毒二萜。

名称

• 中文名: 鱼尼汀
• 英文名: ryanodine
• 中文别名: 利阿渃定; 9,21-脱氢-兰尼定
• 英文别名: 1H-Pyrrole-2-carboxylic acid, (3S,4R,4aR,6S,6aR,7S,8R,8aS,8bR,9S,9aS)-dodecahydro-4,6,7,8a,8b,9a-hexahydroxy-3,6a,9-trimethyl-7-(1-methylethyl)-6,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-8-yl ester; Ryanodine; Ryanex; (3S,4R,4aR,6S,6aR,7S,8R,8aS,8bR,9S,9aS)-4,6,7,8a,8b,9a-hexahydroxy-3,6a,9-trimethyl-7-(propan-2-yl)dodecahydro-6,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-8-yl 1H-pyrrole-2-carboxylate; lot 704RWP-1; RYANODOL 3-(1H-PYRROLE-2-CARBOXYLATE); RYANADOL; [3H]-Ryanodine; (1R,2R,3S,6S,7S,9S,10R,11S,12R,13S,14R)-2,6,9,11,13,14-Hexahydroxy-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0.0.0]pentadec-12-yl 1H-pyrrole-2-carboxylate; EINECS 239-732-2; Ryanexcel; ryania; (6S)-7c-isopropyl-3t,6a,9-trimethyl-8c-(pyrrole-2-carbonyloxy)-hexahydro-6r,9c-methano-benzo[1,2]pentaleno[1,6-bc]furan-4c,6,7t,8a,8b,9at-hexaol; ryanexel; bonideryatox; (6S)-7c-Isopropyl-3t,6a,9-trimethyl-8c-(pyrrol-2-carbonyloxy)-hexahydro-6r,9c-methano-benzo[1,2]pentaleno[1,6-bc]furan-4c,6,7t,8a,8b,9at-hexaol; Ryanicide; ryaniapowder

物化性质

• 密度: 1.6±0.1 g/cm3
• 沸点: 714.2±60.0 °C at 760 mmHg
• 分子式: C₂₅H₃₅NO₉
• 分子量: 493.547
• 闪点: 385.7±32.9 °C
• 精确质量: 493.231171
• PSA: 172.70000
• LogP: 3.86
• 外观性状: 白色固体
• 蒸汽压: 0.0±2.4 mmHg at 25°C
• 折射率: 1.685
• 储存条件: 库房通风低温干燥,与食品原料分开储运
• 计算化学:

  1、疏水参数计算参考值（XlogP）：-0.5

  2、氢键供体数量：7

  3、氢键受体数量：9

  4、可旋转化学键数量：4

  5、互变异构体数量：2

  6、拓扑分子极性表面积（TPSA）:173

  7、重原子数量：35

  8、表面电荷：0

  9、复杂度：1010

  10、同位素原子数量：0

  11、确定原子立构中心数量：11

  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

生物活性

• 描述: Ryanodine是可渗透细胞的兰尼碱受体调节剂。 根据其浓度,Ryanodine可以刺激或抑制Ryanodine介导的Ca2+ 释放。 在Ryania speciosa中发现的有毒二萜。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 神经疾病
• 靶点:

  Ryanodine receptor[1]

• 体内研究: Ryanodine(100-5000 nM,30-120分钟)以剂量相关的方式不可逆地抑制快肌和慢肌的抽搐和强直张力[1]。在浓度高于250 nM时,兰尼碱诱导缓慢发展的剂量依赖性挛缩,不能被5 mMCo2 +阻断[1]。
• 参考文献:

  [1]. Meissner G, et al. Ryanodine activation and inhibition of the Ca2+ release channel of sarcoplasmic reticulum. J Biol Chem. 1986 May 15;261(14):6300-6.

  [2]. Fryer MW, et al. The action of ryanodine on rat fast and slow intact skeletal muscles. J Physiol. 1989 Jul;414:399-413.

MSDS

Name: Ryanodine Material Safety Data Sheet Synonym: Ryanadol; 3-(1 H-pyrrole-2-carboxylate CAS: 15662-33-6 Section 1 - Chemical Product MSDS Name:Ryanodine Material Safety Data Sheet Synonym:Ryanadol; 3-(1 H-pyrrole-2-carboxylate Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 15662-33-6 Ryanodine 239-732-2 Hazard Symbols: XN Risk Phrases: 20/22 Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful by inhalation and if swallowed. Potential Health Effects Eye: May cause eye irritation. Skin: May cause skin irritation. Ingestion: Harmful if swallowed. Inhalation: Harmful if inhaled. The toxicological properties of this substance have not been fully investigated. Chronic: Not available. Section 4 - FIRST AID MEASURES Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid. Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Ingestion: Get medical aid. Wash mouth out with water. 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. 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. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical 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. Section 7 - HANDLING and STORAGE Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Storage: Store in a cool, dry place. Store in a tightly closed container. Deep freeze (below -20C). Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 15662-33-6: Personal Protective Equipment Eyes: Not available. 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: off-white Odor: Not available. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 219-220 deg C Autoignition Temperature: Not available. Flash Point: Not available. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Solubility in water: insoluble Specific Gravity/Density: Molecular Formula: C25H35NO9 Molecular Weight: 493.2463 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Not available. Conditions to Avoid: Incompatible materials. Incompatibilities with Other Materials: Strong oxidizing agents. Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, carbon dioxide. Hazardous Polymerization: Will not occur. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 15662-33-6: VM4025000 LD50/LC50: CAS# 15662-33-6: Oral, mouse: LD50 = 650 mg/kg; Oral, rabbit: LD50 = 650 mg/kg; Oral, rat: LD50 = 750 mg/kg; Skin, rabbit: LD50 = >4 gm/kg. Carcinogenicity: Ryanodine - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. Section 12 - ECOLOGICAL INFORMATION Section 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. 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: XN Risk Phrases: R 20/22 Harmful by inhalation and if swallowed. Safety Phrases: S 37/39 Wear suitable gloves and eye/face protection. WGK (Water Danger/Protection) CAS# 15662-33-6: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 15662-33-6 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 15662-33-6 is not listed on the TSCA inventory. It is for research and development use only. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : VM4025000 CHEMICAL NAME : Ryania CAS REGISTRY NUMBER : 15662-33-6 LAST UPDATED : 199303 DATA ITEMS CITED : 22 MOLECULAR FORMULA : C25-H35-N-O9 MOLECULAR WEIGHT : 493.61 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human DOSE/DURATION : 143 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969 Volume(issue)/page/year: -,522,1969 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 750 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : WRPCA2 World Review of Pest Control. (London, UK) V.1-10, 1962-71. Discontinued. Volume(issue)/page/year: 9,119,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 320 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : EVHPAZ EHP, Environmental Health Perspectives. (U.S. Government Printing Office, Supt of Documents, Washington, DC 20402) No.1- 1972- Volume(issue)/page/year: 14,109,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 650 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Lungs, Thorax, or Respiration - respiratory depression REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 93,407,1948 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 100 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : BBRCA9 Biochemical and Biophysical Research Communications. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 128,449,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 150 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Lungs, Thorax, or Respiration - respiratory depression REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 93,407,1948 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 100 ug/kg TOXIC EFFECTS : Behavioral - rigidity (including catalepsy) Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - nausea or vomiting REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 123,296,1958 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 75 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : EVHPAZ EHP, Environmental Health Perspectives. (U.S. Government Printing Office, Supt of Documents, Washington, DC 20402) No.1- 1972- Volume(issue)/page/year: 14,109,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Primate - monkey DOSE/DURATION : >400 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 93,407,1948 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Mammal - cat DOSE/DURATION : 65 ug/kg TOXIC EFFECTS : Behavioral - rigidity (including catalepsy) Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - nausea or vomiting REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 123,296,1958 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 650 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : GUCHAZ Guide to the Chemicals Used in Crop Protection. (Information Canada, 171 Slater St., Ottawa, Ont., Canada) Volume(issue)/page/year: 6,450,1973 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : >4 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : SPEADM Special Publication of the Entomological Society of America. (4603 Calvert Rd., College Park, MD 20740) Volume(issue)/page/year: 78-1,5,1978 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 20 ug/kg TOXIC EFFECTS : Behavioral - rigidity (including catalepsy) Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - nausea or vomiting REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 123,296,1958 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 2500 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Lungs, Thorax, or Respiration - respiratory depression REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 93,407,1948 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 100 ug/kg TOXIC EFFECTS : Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - dyspnea REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 123,296,1958 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - pigeon DOSE/DURATION : 2310 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ASTTA8 ASTM Special Technical Publication. (American Soc. for Testing Materials, 1916 Race St., Philadelphia, PA 19103) No.1- 1911- Volume(issue)/page/year: (680),157,1979 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - chicken DOSE/DURATION : >3 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 93,407,1948 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Bird - chicken DOSE/DURATION : 100 ug/kg TOXIC EFFECTS : Behavioral - rigidity (including catalepsy) REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 123,296,1958 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - quail DOSE/DURATION : 13300 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ASTTA8 ASTM Special Technical Publication. (American Soc. for Testing Materials, 1916 Race St., Philadelphia, PA 19103) No.1- 1911- Volume(issue)/page/year: (680),157,1979 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Mammal - species unspecified DOSE/DURATION : 300 ug/kg TOXIC EFFECTS : Behavioral - rigidity (including catalepsy) REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 123,296,1958 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - wild bird species DOSE/DURATION : 1780 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ASTTA8 ASTM Special Technical Publication. (American Soc. for Testing Materials, 1916 Race St., Philadelphia, PA 19103) No.1- 1911- Volume(issue)/page/year: (680),157,1979 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

安全

• 符号: GHS07, GHS09
• 信号词: Warning
• 危害声明: H302 + H312-H410
• 警示性声明: P273-P280-P501
• 危害码 (欧洲): Xn: Harmful;N: Dangerous for the environment;
• 风险声明 (欧洲): R21/22
• 安全声明 (欧洲): 36/37-60-61
• 危险品运输编码: UN 3077 9
• RTECS号: VM4025000

合成路线

94513-55-0 ~3% 97588-26-6 15662-33-6

文献：Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), , p. 1011 - 1016

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