601-57-0

• 常用中文名：4-胆甾烯-3-酮
• 常用英文名：Cholest-4-en-3-one
• CAS号：601-57-0
• 分子式：C₂₇H₄₄O
• 分子量：384.638
• 相关类别： 天然产物 其他
• 发布时间：2018-06-10 13:15:10
• 更新时间：2025-08-22 23:56:17
• Cholestenone 是胆固醇的中间氧化产物。

名称

• 中文名: 4-胆甾烯-3-酮
• 英文名: cholest-4-en-3-one
• 中文别名: 胆甾-4-烯-3-酮; 胆甾-4-烯-3-酮; 膽甾烯酮
• 英文别名: CHOLESTENONE; 3-OXO-4-CHOLESTENE; (+)-4-Cholesten-3-one; Cholest-4-ene-3-one; 4-Cholesten-3-one; 3-Oxocholest-4-ene; EINECS 210-005-1; 4-Cholestenone; MFCD00003663; Cholest-4-en-3-one; 3-KETO-4-CHOLESTENE

物化性质

• 密度: 1.0±0.1 g/cm3
• 沸点: 482.7±12.0 °C at 760 mmHg
• 熔点: 79-82 °C
• 分子式: C₂₇H₄₄O
• 分子量: 384.638
• 闪点: 247.7±10.4 °C
• 精确质量: 384.339203
• PSA: 17.07000
• LogP: 9.36
• 外观性状: 白色至淡黄色晶体或粉末
• 蒸汽压: 0.0±1.2 mmHg at 25°C
• 折射率: 1.519
• 储存条件:

  一、贮存

  应密封于阴凉干燥处保存。

• 稳定性:

  性质与稳定性：

  常温常压下，或不分解产物。

• 分子结构:

  五、分子性质数据：

  1、 摩尔折射率：118.57

  2、 摩尔体积（cm³/mol）：390.3

  3、 等张比容（90.2K）：963.1

  4、 表面张力（dyne/cm）：37.0

  5、 极化率（10^-24cm³）：47.00

• 计算化学:

  四、计算化学数据：

  1、 疏水参数计算参考值（XlogP）：8.4

  2、 氢键供体数量：0

  3、 氢键受体数量：1

  4、 可旋转化学键数量：5

  5、 拓扑分子极性表面积（TPSA）：17.1

  6、 重原子数量：28

  7、 表面电荷：0

  8、 复杂度：630

  9、 同位素原子数量：0

  10、 确定原子立构中心数量：7

  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: 物性数据； 1. 性状：结晶

  2. 熔点（℃）：79～82

  3. 比旋光度（º, C=1,氯仿）：93±2

生物活性

• 描述: Cholestenone 是胆固醇的中间氧化产物。
• 相关类别:
  天然产物 >> 其他
  研究领域 >> 代谢疾病
• 靶点:

  Human Endogenous Metabolite

• 参考文献:

  [1]. Rosenheim O, et al. The mechanism of coprosterol formation in vivo: 1. Cholestenone as an intermediate. Biochem J. 1943 Oct;37(4):513-4.

MSDS

Name: 4-Cholesten-3-one 99.5+%(tlc) Material Safety Data Sheet Synonym: 3-Oxo-4-cholesten CAS: 601-57-0 Section 1 - Chemical Product MSDS Name:4-Cholesten-3-one 99.5+%(tlc) Material Safety Data Sheet Synonym:3-Oxo-4-cholesten Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 601-57-0 4-CHOLESTEN-3-ONE 99.5+% 210-005-1 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: 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: 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. Avoid generating dusty conditions. 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. Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 601-57-0: 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: very slightly yellow Odor: Not available. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 79 - 81 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: Specific Gravity/Density: Molecular Formula: C27H44O Molecular Weight: 384.64 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Not available. Conditions to Avoid: Incompatible materials. Incompatibilities with Other Materials: Strong oxidizing agents. Hazardous Decomposition Products: Carbon monoxide, carbon dioxide. Hazardous Polymerization: Has not been reported. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 601-57-0: FZ7700000 LD50/LC50: Not available. Carcinogenicity: 4-CHOLESTEN-3-ONE - 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 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# 601-57-0: No information available. Canada CAS# 601-57-0 is listed on Canada's NDSL List. CAS# 601-57-0 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 601-57-0 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

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。 CHEMICAL IDENTIFICATION RTECS NUMBER : FZ7700000 CHEMICAL NAME : Cholest-4-en-3-one CAS REGISTRY NUMBER : 601-57-0 LAST UPDATED : 199701 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C27-H44-O MOLECULAR WEIGHT : 384.71 HEALTH HAZARD DATA ACUTE TOXICITY DATA MUTATION DATA TEST SYSTEM : Rodent - mouse DOSE/DURATION : 94 mg/kg REFERENCE : ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 8(Suppl 6),41,1986

安全

• 危害码 (欧洲): Xi
• 风险声明 (欧洲): 36/37/38
• 安全声明 (欧洲): S22-S24/25
• WGK德国: 3
• RTECS号: FZ7700000
• 海关编码: 29142900

合成路线

上下游产品

上游产品  9
517-10-2 566-90-5 601-53-6 57-88-5
601-54-7 765935-41-9 78806-58-3 566-88-1
57984-04-0
下游产品  10
566-93-8 2309-32-2 20817-69-0 22033-87-0
1975-34-4 20988-50-5 53-43-0 63-05-8
57-83-0 57701-41-4

制备

1.制法：

于装有回流冷凝器（装一氯化钙干燥管）、滴液漏斗的干燥的反应瓶中，加入预先于80～100℃干燥恒重的胆甾醇（2，mp147～150℃）20g，干燥的丙酮150mL，用金属钠干燥的苯200mL。加入沸石。油浴加热至沸。滴加叔丁醇铝16g（0.065mol）溶于100mL干燥的苯配置的溶液，反应化合物于10～15min变为块状并呈现黄色。继续沸腾8h。冷却后慢慢加入40mL水，而后加入100mL（10%）的硫酸。再加入水300mL，剧烈摇动，分出有机层，水层用苯提取。合并有机层，水洗，无水硫酸镁干燥，减压蒸出溶剂，冰浴冷却，黄色油状物固化。将固体物溶于14mL丙酮和20mL甲醇中，慢慢冷却，必要时加入晶种。0℃放置过夜，抽滤析出的结晶，少量冷甲醇洗涤，得到几乎无色的胆甾-4-烯-3-酮（1）17g，mp79～80℃，收率85%。

海关

海关编码	29142900