155-58-8

• 常用中文名：勒胖停； 土大黄苷
• 常用英文名：Rhaponiticin
• CAS号：155-58-8
• 分子式：C₂₁H₂₄O₉
• 分子量：420.410
• 相关类别： 生物化工 中草药成分
• 发布时间：2018-08-20 18:21:53
• 更新时间：2024-01-02 16:55:26
• Rhapontin (Rhaponiticin) 是大黄 (Rheum officinale Baillon) 的一种成分。Rhaponiticin 可诱导凋亡 (apoptosis),从而抑制人胃癌 KATO III 细胞增殖。

名称

• 中文名: 勒胖停
• 英文名: rhapontin
• 中文别名: 大黄素荧光指示剂; 土大黄苷; 土大黄苷; 土大黄素.食用大黄素
• 英文别名: EINECS 205-845-0; 3-Hydroxy-5-[2-(3-hydroxy-4-melhoxyphenyl)ethenyl]phenyl b-D-Glucopyranoside; 3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl β-D-glucopyranoside; Rhapontin; Rhaponticin; Rhaponiticin; RHAPONTIN,TECH.; β-D-Glucopyranoside, 3-hydroxy-5-(2-(3-hydroxy-4-methoxyphenyl)ethenyl)phenyl (9CI); 3-Hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)vinyl]phenyl-β-D-glucopyranoside; (2S,3R,4S,5S,6R)-2-{3-Hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)vinyl]phenoxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; 3-Hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)vinyl]phenyl β-D-glucopyranoside; 4'-Methoxy-3,3',5-stilbenetriol 3-Glucoside; β-D-Glucopyranoside de 3-hydroxy-5-[(E)-2-(3-hydroxy-4-méthoxyphényl)éthènyl]phényle; trans-Rhapontin; MFCD00010117; β-D-Glucopyranoside, 3-hydroxy-5-[2- (3-hydroxy-4-methoxyphenyl)ethenyl]phenyl; (2S,3R,4S,5S,6R)-2-{3-Hydroxy-5-[(E)-2-(3-hydroxy-4-méthoxyphényl)éthènyl]phénoxy}-6-(hydroxyméthyl)tétrahydro-2H-pyran-3,4,5-triol; β-D-Glucopyranoside, 3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl; RHAMNOSE,L-(+)-(P); β-D-Glucopyranoside, 3-hydroxy-5-[2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl; 3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)vinyl]phenyl β-glucopyranoside; Ponticin

物化性质

• 密度: 1.5±0.1 g/cm3
• 沸点: 749.3±60.0 °C at 760 mmHg
• 熔点: 236-240ºC
• 分子式: C₂₁H₂₄O₉
• 分子量: 420.410
• 闪点: 406.9±32.9 °C
• 精确质量: 420.142029
• PSA: 149.07000
• LogP: 0.68
• 外观性状: 淡黄色
• 蒸汽压: 0.0±2.6 mmHg at 25°C
• 折射率: 1.711
• 储存条件:

  密封保存。

• 计算化学:

  1、 疏水参数计算参考值（XlogP）：0.5

  2、 氢键供体数量：6

  3、 氢键受体数量：9

  4、 可旋转化学键数量：6

  5、 互变异构体数量：8

  6、 拓扑分子极性表面积（TPSA）：149

  7、 重原子数量：30

  8、 表面电荷：0

  9、 复杂度：559

  10、同位素原子数量：0

  11、确定原子立构中心数量：5

  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：1

  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：结晶。有亮蓝色荧光。 2. 密度（g/mL,25 ℃ ）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：236-237 5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,1mmHg）：未确定

  7. 折射率(n20/D)：未确定

  8. 闪点（ºC：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（mPa,20ºC）：未确定

  12. 饱和蒸气压（kPa,25ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：溶于稀乙醇、热丙酮和热水，微溶于乙醚、乙醇、丙酮和冷水，几乎不溶于苯、石油醚和氯仿。

生物活性

• 描述: Rhapontin (Rhaponiticin) 是大黄 (Rheum officinale Baillon) 的一种成分。Rhaponiticin 可诱导凋亡 (apoptosis),从而抑制人胃癌 KATO III 细胞增殖。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
• 参考文献:

  [1]. Hibasami H, et al. Induction of apoptosis by rhapontin having stilbene moiety, a component of rhubarb (Rheum officinale Baillon) in human stomach cancer KATO III cells. Oncol Rep. 2007 Aug;18(2):347-51.

MSDS

Name: Rhapontin, 95% Material Safety Data Sheet Synonym: 4'Methoxy-3,3',5-stilbenetriol-3-glucoside CAS: 155-58-8 Section 1 - Chemical Product MSDS Name: Rhapontin, 95% Material Safety Data Sheet Synonym: 4'Methoxy-3,3',5-stilbenetriol-3-glucoside SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 155-58-8 Rhapontin 95% 205-845-0 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 irritation of the digestive tract. 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: None 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 if irritation develops or persists. Flush skin with plenty of soap and water. 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. 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. 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: Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. SECTION 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 155-58-8: 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: light yellow Odor: Not available. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 236-238 deg C dec Autoignition Temperature: Not available. Flash Point: Not available. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Solubility in water: Specific Gravity/Density: Molecular Formula: C21H24O9 Molecular Weight: 420.42 SECTION 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials. Incompatibilities with Other Materials: Strong oxidizing agents. Hazardous Decomposition Products: Carbon monoxide, carbon dioxide. Hazardous Polymerization: Will not occur. SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 155-58-8 unlisted. LD50/LC50: Not available. Carcinogenicity: Rhapontin - Not listed by ACGIH, IARC, or NTP. 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 Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material. 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# 155-58-8: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 155-58-8 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 155-58-8 is not listed on the TSCA inventory. It is for research and development use only. SECTION 16 - ADDITIONAL INFORMATION MSDS Creation Date: 9/02/1997 Revision #2 Date: 3/18/2003 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages. SECTION 16 - ADDITIONAL INFORMATION N/A

安全

• 危害码 (欧洲): Xi
• 风险声明 (欧洲): 36/38
• 安全声明 (欧洲): 24/25
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• 海关编码: 29389090

合成路线

621-58-9 709030-16-0 ~80% 155-58-8

文献：Csuk, Rene; Albert, Sabrina Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2011 , vol. 66, # 3 p. 311 - 316

94356-25-9 ~% 7400-08-0 155-58-8

文献：Chemical and Pharmaceutical Bulletin, , vol. 32, # 9 p. 3501 - 3517

94356-23-7 ~% 149-91-7 155-58-8

文献：Kashiwada, Yoshiki; Nonaka, Gen-ichiro; Nishioka, Itsuo Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 9 p. 3501 - 3517

124530-57-0 ~% 7400-08-0 155-58-8

文献：Agricultural and Biological Chemistry, , vol. 53, # 10 p. 2827 - 2829

94356-24-8 ~% 149-91-7 155-58-8

文献：Kashiwada, Yoshiki; Nonaka, Gen-ichiro; Nishioka, Itsuo Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 9 p. 3501 - 3517

621-59-0 ~% 155-58-8

文献：Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, , vol. 66, # 3 p. 311 - 316

25245-27-6 ~% 155-58-8

文献：Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, , vol. 66, # 3 p. 311 - 316

10272-07-8 ~% 155-58-8

文献：Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, , vol. 66, # 3 p. 311 - 316

604-68-2 ~% 155-58-8

文献：Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, , vol. 66, # 3 p. 311 - 316

上下游产品

上游产品  5
621-58-9 621-59-0 25245-27-6 10272-07-8
604-68-2
下游产品  1
500-65-2