(24E)-24-propylidenecholest-5-en-3β-ol | 59168-99-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (24E)-24-propylidenecholest-5-en-3β-ol
• 英文别名: (24E)-24-n-propylidenecholesterol；(24E)-24-propylidenecholesterol；(Z)-24-propylidenecholesterol；E-24-propylidenecholesterol；24-propylidene cholesterol；24E-propylidenecholesterol；(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-yloct-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 59168-99-9
• 化学式: C₃₀H₅₀O
• 分子量: 426.726
• InChiKey: LVMOSMRIAUDGQC-FTKWHHHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (24E)-24-propylidenecholest-5-en-3β-ol 在 potassium acetate 、 对甲苯磺酰氯 作用下， 生成 (1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-((E)-(R)-4-Isopropyl-1-methyl-hept-4-enyl)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene
  参考文献：
  名称：

  海洋无脊椎动物中的次要和痕量固醇52. 24-丙基-24,28-亚甲基胆甾-5-en-3β-ol的分离，结构解析和部分合成

  摘要：

  报道了由固醇侧链的四重生物烷基化产生的第一含环丙基的固醇（1）的分离和结构解析。

  DOI：

  10.1016/s0040-4039(00)89285-0

文献信息

• Sterols of the unicellular algae Nematochrysopsis roscoffensis and Chrysotila lamellosa: isolation of (24E)-24-n-propylidenecholesterol and 24-n-propylcholesterol
  作者：Daniel Raederstorff、Michel Rohmer

  DOI：10.1016/0031-9422(84)83024-1

  日期：1984.1

  -propylidenecholest-5-en-3β-ol and 24- n -propylcholest-5-en-3β-ol, and (24 S )-24-ethylcholesta-5,22-dien- 3β-ol (stigmasterol) are the major sterols of Nematochrysopsis roscoffensis , a Chrysophyte of the Sarcinochrysidales order. This unique sterol composition is different from the sterol contents of other Chrysophytes and justifies the peculiar position of the Sarcinochrysidales, which are by some characteristics

  摘要 两种稀有的 C 30 -甾醇，(24 E )-24-n-丙叉胆甾醇-5-en-3β-ol 和 24-n-丙基胆甾醇-5-en-3β-ol，和 (24 S )-24-乙基胆甾醇-5,22-dien-3β-ol（豆甾醇）是 Nematochrysopsis roscoffensis 的主要甾醇，它是结节藻目的金藻。这种独特的甾醇成分不同于其他金藻属的甾醇含量，并且证明了结节藻目的特殊位置是合理的，它们在形态学和生物学上与褐藻纲有关。(24 S )-24-methylcholesta-5,22-dien-3β-ol (24-epibrassicasterol) 作为 Chrysotila lamellosa 中的主要甾醇的存在与从其他 Prymnesiophyceae 获得的少数先前结果一致，尽管存在另一种主要甾醇，(24 R )-24-乙基胆甾醇-5，
• Composition for preventing, alleviating or treating muscle diseases or improving muscular function
  申请人：AAT COSTECH CO., LTD.

  公开号：US10646498B2

  公开（公告）日：2020-05-12

  A composition for preventing or treating muscle diseases or improving muscular function, containing fucosterol, Sargassum fulvellum, a Sargassum fulvellum dried powder, a Sargassum fulvellum extract, Sargassum fusiforme, a Sargassum fusiforme dried powder or a Sargassum fusiforme extract is disclosed. Fucosterol, Sargassum fulvellum, a Sargassum fulvellum dried powder, a Sargassum fulvellum extract, Sargassum fusiforme, a Sargassum fusiforme dried powder or a Sargassum fusiforme extract increases the protein expression of p-mTOR, which is a main gene involved in muscle protein synthesis, inhibits the mRNA expression of MuRF-1 and atrogin-1 involved in muscle protein degradation, and increases the mRNA expression of MyoD and myogenin involved in muscle differentiation, thereby having an effect of remarkably increasing muscular function. In addition, the composition can be safely used without side effects, thereby being usable in medicine, food, cosmetic products, livestock feed, a feed additive and the like.

  本发明公开了一种用于预防或治疗肌肉疾病或改善肌肉功能的组合物，其中含有褐藻糖胶、富维利马尾藻、富维利马尾藻干粉、富维利马尾藻提取物、扶桑马尾藻、扶桑马尾藻干粉或扶桑马尾藻提取物。Fucosterol, Sargassum fulvellum, a Sargassum fulvellum dried powder, a Sargassum fulvellum extract, Sargassum fusiforme, a Sargassum fusiforme dried powder or a Sargassum fusiforme extract 能增加 p-mTOR 蛋白表达，p-mTOR 是参与肌肉蛋白质合成的主要基因、抑制参与肌肉蛋白降解的 MuRF-1 和 atrogin-1 的 mRNA 表达，增加参与肌肉分化的 MyoD 和 myogenin 的 mRNA 表达，从而起到显著增强肌肉功能的效果。此外，该组合物可安全使用，无副作用，因此可用于医药、食品、化妆品、牲畜饲料、饲料添加剂等。
• COMPOSITION FOR PREVENTING, ALLEVIATING OR TREATING MUSCLE DISEASES OR IMPROVING MUSCULAR FUNCTION
  申请人：AAT COSTECH CO., LTD.

  公开号：US20180318320A1

  公开（公告）日：2018-11-08

  The present invention relates to a composition for preventing or treating muscle diseases or improving muscular function, containing fucosterol, Sargassum fulvellum , a Sargassum fulvellum dried powder, a Sargassum fulvellum extract, Sargassum fusiforme , a Sargassum fusiforme dried powder or a Sargassum fusiforme extract. According to the present invention, fucosterol, Sargassum fulvellum , a Sargassum fulvellum dried powder, a Sargassum fulvellum extract, Sargassum fusiforme , a Sargassum fusiforme dried powder or a Sargassum fusiforme extract increases the protein expression of p-mTOR, which is a main gene involved in muscle protein synthesis, inhibits the mRNA expression of MuRF-1 and atrogin-1 involved in muscle protein degradation, and increases the mRNA expression of MyoD and myogenin involved in muscle differentiation, thereby having an effect of remarkably increasing muscular function. In addition, since the composition of the present invention is a natural product, the composition can be safely used without side effects, thereby being usable in medicine, food, cosmetic products, livestock feed, a feed additive and the like.
• [EN] COMPOSITION FOR PREVENTING, ALLEVIATING OR TREATING MUSCLE DISEASES OR IMPROVING MUSCULAR FUNCTION<br/>[FR] COMPOSITION PERMETTANT DE PRÉVENIR, DE SOULAGER OU DE TRAITER LES MALADIES MUSCULAIRES OU D'AMÉLIORER LA FONCTION MUSCULAIRE<br/>[KO] 근육 질환 예방, 개선 또는 치료용 또는 근 기능 개선용 조성물
  申请人：INDUSTRY-ACADEMIC COOPERATION FOUNDATION YONSEI UNIV

  公开号：WO2016190689A2

  公开（公告）日：2016-12-01

  본 발명은 퓨코스테롤(fucosterol), 모자반, 모자반 분쇄물, 모자반 추출물, 톳, 톳 분쇄물 또는 톳 추출물을 포함하는 근육 질환 예방 또는 치료용 또는 근 기능 개선용 조성물에 관한 것이다. 본 발명에 따른 퓨코스테롤, 모자반, 모자반 분쇄물, 모자반 추출물, 톳, 톳 분쇄물 또는 톳 추출물은 근 단백질 합성에 관여하는 주요 유전자 p-mTOR의 단백질 발현 증가, 근 단백질 분해에 관여하는 MuRF-1과 atrogin-1의 mRNA 발현 억제, 근육 분화에 관여하는 MyoD와 myogenin의 mRNA 발현을 증가시킴에 따라, 근 기능을 탁월하게 증강하는 효과가 있다. 또한, 본 발명의 조성물은 천연물이므로 부작용 없이 안전하게 사용될 수 있어, 의약품, 식품, 화장품 또는 가축 사료 또는 사료첨가제 등으로 사용될 수 있다.
• Minor and trace sterols in marine invertebrates 52. isolation, structure elucidation and partial synthesis of 24-propyl-24,28-methylenecholest-5-en-3β-ol
  作者：T.B. Tam Ha、Carl Djerassi

  DOI：10.1016/s0040-4039(00)89285-0

  日期：1985.1

  The isolation and structure elucidation of the first cyclopropyl-containing sterol (1) resulting from quadruple bioalkylation of the sterol side chain is reported.

  报道了由固醇侧链的四重生物烷基化产生的第一含环丙基的固醇（1）的分离和结构解析。