38966-21-1

• 常用中文名：阿非科林
• 常用英文名：(+)-Aphidicolin
• CAS号：38966-21-1
• 分子式：C₂₀H₃₄O₄
• 分子量：338.482
• 相关类别： 原料药 抗生素类药物 其它抗生素类药
• 发布时间：2018-06-21 22:20:49
• 更新时间：2024-01-02 15:56:22
• Aphidicolin 是 DNA 聚合酶 α 和 δ 的抑制剂,通过干扰 DNA 聚合酶的活性来阻止有丝分裂细胞分裂。Aphidicolin 是 Cephalosporium aphidicola 产生的抗生素, 它是细胞脱氧核糖核酸合成的有效抑制剂,并且强烈抑制单纯疱疹病毒的生长。Aphidicolin 通过人早幼粒细胞白血病细胞系中阿拉伯糖基核苷诱导细胞凋亡(apoptosis)。

名称

• 中文名: 阿非科林
• 英文名: aphidicolin
• 中文别名: 阿非迪霉素
• 英文别名: (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-Bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0.0]hexadecane-5,13-diol; 9-dimethanol,tetradecahydro-3,9-11a-methano-11ah-cyclohepta(a)naphthalene-4; Aphidicholin; Apchidicolin; MFCD00083214; APC; (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol; Aphidicolin from Nigrospora sphaerica; APHIDICOLIN; UNII:6B3F8QW8TU; aphidocolin; (3a,4a,5a,17a)-3,17-Dihydroxy-4-methyl-9,15-cyclo- C,18-dinor-14,15-secoandrostane-4,17-dimethanol; 8,11a-Methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 507.8±50.0 °C at 760 mmHg
• 熔点: 225-233ºC
• 分子式: C₂₀H₃₄O₄
• 分子量: 338.482
• 闪点: 230.4±24.7 °C
• 精确质量: 338.245697
• PSA: 80.92000
• LogP: 1.69
• 外观性状: 白色至灰白色粉末
• 蒸汽压: 0.0±3.0 mmHg at 25°C
• 折射率: 1.586
• 储存条件:

  本品应密封于4℃干燥保存。

• 分子结构:

  1、 摩尔折射率：92.56

  2、 摩尔体积（m³/mol）：275.9

  3、 等张比容（90.2K）：758.2

  4、 表面张力（dyne/cm）：56.9

  5、 极化率（10 ^-24cm ³）：36.69

• 计算化学:

  1、 疏水参数计算参考值（XlogP）：2.5

  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：2

  5、 拓扑分子极性表面积（TPSA）：80.9

  6、 重原子数量：24

  7、 表面电荷：0

  8、 复杂度：524

  9、 同位素原子数量：0

  10、 确定原子立构中心数量：8

  11、 不确定原子立构中心数量：0

  12、 确定化学键立构中心数量：0

  13、 不确定化学键立构中心数量：0

  14、 共价键单元数量：1

• 更多:

  1. 性状：白色结晶。

  2. 密度（g/mL,25/4℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：227～232

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,5.2kPa）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º, C＝1，甲醇中）：+12

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（kPa,25ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：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：未确定。

生物活性

• 描述: Aphidicolin 是 DNA 聚合酶 α 和 δ 的抑制剂,通过干扰 DNA 聚合酶的活性来阻止有丝分裂细胞分裂。Aphidicolin 是 Cephalosporium aphidicola 产生的抗生素, 它是细胞脱氧核糖核酸合成的有效抑制剂,并且强烈抑制单纯疱疹病毒的生长。Aphidicolin 通过人早幼粒细胞白血病细胞系中阿拉伯糖基核苷诱导细胞凋亡(apoptosis)。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 细胞周期/DNA损伤 >> DNA/RNA合成
  研究领域 >> 炎症/免疫
• 参考文献:

  [1]. Dresler SL, et al. Involvement of DNA polymerase delta in DNA repair synthesis in human fibroblasts at late times after ultraviolet irradiation. Biochemistry. 1988 Aug 23;27(17):6379-83.

  [2]. Bucknall RA, et al. Antiviral effects of aphidicolin, a new antibiotic produced by Cephalosporium aphidicola. Antimicrob Agents Chemother. 1973 Sep;4(3):294-8.

  [3]. Kuwakado K, et al. Aphidicolin potentiates apoptosis induced by arabinosyl nucleosides in human myeloid leukemiacell lines. Biochem Pharmacol. 1993 Dec 3;46(11):1909-16.

MSDS

Name: (+)-Aphidicolin Material Safety Data Sheet Synonym: 8,11a-Methano-11aH-cyclohepta(a)naphthalene-4,9-dimethanol; tetradecahydro-3,9-dihydroxy 4,11b-dimethyl-,(3R-(3-alpha,4-alpha, 4a-alpha, 6a-beta, 8-beta, 9-beta, 11a-beta, 11beta))- CAS: 38966-21-1 Section 1 - Chemical Product MSDS Name:(+)-Aphidicolin Material Safety Data Sheet Synonym:8,11a-Methano-11aH-cyclohepta(a)naphthalene-4,9-dimethanol; tetradecahydro-3,9-dihydroxy 4,11b-dimethyl-,(3R-(3-alpha,4-alpha, 4a-alpha, 6a-beta, 8-beta, 9-beta, 11a-beta, 11beta))- Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 38966-21-1 (+)-Aphidicolin 100.0 unlisted 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: No information found. 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. Wash clothing before reuse. Ingestion: Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Wash area with soap and water. Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation. 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. Keep refrigerated. (Store below 4C/39F.) Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 38966-21-1: 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: A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Solid Color: off-white Odor: none reported pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: Not available. Autoignition Temperature: Not applicable. Flash Point: Not applicable. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Solubility in water: Specific Gravity/Density: Molecular Formula: C28H26N4O3 Molecular Weight: 466.5 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials, dust generation, excess heat, electrical sparks. Incompatibilities with Other Materials: Oxidizing agents. Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide. Hazardous Polymerization: Will not occur. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 38966-21-1: PB9185000 LD50/LC50: Not available. Carcinogenicity: (+)-Aphidicolin - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. 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# 38966-21-1: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 38966-21-1 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 38966-21-1 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

生态学数据: 对水是稍微有危害的不要让未稀释或大量的产品接触地下水、水道或者污水系统，若无政府许可，勿将材料排入周围环境。 CHEMICAL IDENTIFICATION RTECS NUMBER : PB9185000 CHEMICAL NAME : 8,11a-Methano-11aH-cyclohepta(a)naphthalene-4,9-dimet hanol, tetradecahydro-3,9-dihydroxy- 4,11b-dimethyl-, (3R-(3-alpha,4-alpha,4a-alpha,6a-beta,8-beta,9-beta,1 1a-beta,11b-beta))- CAS REGISTRY NUMBER : 38966-21-1 LAST UPDATED : 199612 DATA ITEMS CITED : 26 MOLECULAR FORMULA : C20-H34-O4 MOLECULAR WEIGHT : 338.54 WISWESSER LINE NOTATION : L C6 B656 A 1B P BXTJ C1 FQ G1Q NQ N1Q HEALTH HAZARD DATA ACUTE TOXICITY DATA MUTATION DATA TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Mammal - species unspecified Fibroblast DOSE/DURATION : 15 umol/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 160,103,1986

安全

• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 安全声明 (欧洲): S22-S24
• 危险品运输编码: NA 1993 / PGIII
• WGK德国: 3
• RTECS号: PB9185000

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