methyl cucurbic acid | 1233477-63-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl cucurbic acid
• 英文别名: methyl cucurbate；3-methoxycarbonylmethyl-2-(cis-2-pentenyl)-cyclopentanol；methyl 3-hydroxy-2-[(2Z)-2-pentenyl]cyclopentaneacetate；methyl 2-[3-hydroxy-2-[(Z)-pent-2-enyl]cyclopentyl]acetate
• CAS: 1233477-63-8
• 化学式: C₁₃H₂₂O₃
• 分子量: 226.316
• InChiKey: OOYCGMQJIWHWHA-PLNGDYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl cucurbic acid 在 铬酸 、 乙酸乙酯 、 氯化钠 、 silica gel 、 甲基茉莉酸酯 作用下， 以 二氯甲烷 为溶剂， 18.0 ℃ 、47.99 kPa 条件下， 反应 12.0h， 以affording 3-methoxycarbonylmethyl-2-(cis-2-pentenyl)-cyclopentanone (compound (4), R2 =CH3) in a yield of 88%, b.p. 92°-96° C./2.7 mm Hg的产率得到甲基茉莉酸酯
  参考文献：
  名称：

  Process for preparing 2-cyclopentenone derivative and perfume

  摘要：

  一种制备式为##STR1##的2-环戊酮衍生物的方法，其中A为##STR2##，R.sub.2为较低的直链或支链烷基，烯基或芳基烷基，并且含有该衍生物的香水组合物。

  公开号：

  US04237308A1
• 作为产物：
  描述：

  methyl 4,5-didehydrojasmonate 在 sodium borohydrid 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以94%的产率得到methyl cucurbic acid
  参考文献：
  名称：

  Process for preparing 2-cyclopentenone derivative and perfume

  摘要：

  一种用于制备由公式##STR1##表示的2-环戊酮衍生物的方法，其中A为##STR2##，R.sub.2为较低的直链或支链烷基、烯烃或芳基烷基，以及含有该衍生物的香水组合物。

  公开号：

  US04237308A1
• 作为试剂：
  描述：

  methyl 4,5-didehydrojasmonate 、 硼氢化钠 、 溶剂黄146 在 methyl cucurbic acid 作用下， 以 甲醇 为溶剂， 25.0~80.0 ℃ 、177.32 Pa 条件下， 反应 1.5h， 以giving 3-methoxycarbonylmethyl-2-(cis-2-pentenyl)-cyclopentanol (compound (3), R2 =CH3) in a yield of 94%, b.p. 63°-67° C./0.01 mm Hg的产率得到methyl cucurbic acid
  参考文献：
  名称：

  Process for preparing 2-cyclopentenone derivative and perfume

  摘要：

  一种制备式为##STR1##的2-环戊酮衍生物的方法，其中A为##STR2##，R.sub.2为较低的直链或支链烷基，烯基或芳基烷基，并且含有该衍生物的香水组合物。

  公开号：

  US04237308A1

文献信息

• Compositions comprising jasmonic acid derivatives and use of these derivatives
  申请人：——

  公开号：US20040029839A1

  公开（公告）日：2004-02-12

  Cosmetic or pharmaceutical compositions comprising compounds of formula (I) and the corresponding salts thereof: 1 wherein: —R 1 is a radical chosen from —COOR′, —CONR′R″, —CH 2 OR′, —COR′, —CH 2 R′, —SO 2 OR′, —PO 3 R′R″ and —NHR′, wherein R′ and R″, which may be identical or different, are chosen from a hydrogen atom and saturated and unsaturated, linear, branched and cyclic hydrocarbon radicals comprising from 1 to 18 carbon atoms, which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are chosen from a hydrogen atom, aryl radicals and saturated and unsaturated, linear and branched hydrocarbon radicals comprising from 1 to 4 carbon atoms; —R 2 is chosen from saturated and unsaturated, linear, branched and cyclic hydrocarbon radicals comprising from 1 to 18 carbon atoms which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are chosen from a hydrogen atom, aryl radicals and saturated and unsaturated, linear and branched hydrocarbon radicals comprising from 1 to 4 carbon atoms, as well as the use of these compounds, for example, to promote skin desquamation, to stimulate epidermal renewal and/or to combat the signs of skin ageing.

  化妆品或药物组成物包括式(I)化合物及其相应的盐：1其中：- R1是从-COOR'，-CONR'R"，-CH2OR'，-COR'，-CH2R'，-SO2OR'，-PO3R'R"和-NHR'中选择的基团，其中R'和R"（可以相同也可以不同）是选择从1到18个碳原子的饱和和不饱和的线性、支链和环烃基团，这些基团可以通过选择从1到5个相同或不同的实体（例如-OR' "，-OCOR' "，-SR' "，-SCOR' "，NR' "R" "，-NHCOR' "，卤素，-CN，-COOR' "和-COR' "）进行替换，其中R' "和R" "（可以相同也可以不同）是选择从1到4个碳原子的氢原子、芳基基团和饱和和不饱和的线性和支链烃基团；- R2选择从1到18个碳原子的饱和和不饱和的线性、支链和环烃基团，这些基团可以通过选择从1到5个相同或不同的实体（例如-OR' "，-OCOR' "，-SR' "，-SCOR' "，NR' "R" "，-NHCOR' "，卤素，-CN，-COOR' "和-COR' "）进行替换，其中R' "和R" "（可以相同也可以不同）是选择从1到4个碳原子的氢原子、芳基基团和饱和和不饱和的线性和支链烃基团。此外，这些化合物的用途包括促进皮肤角质化、刺激表皮更新和/或对抗皮肤老化迹象。
• COMPOSITIONS COMPRISING JASMONIC ACID DERIVATIVES AND USE OF THESE DERIVATIVES
  申请人：BOULLE Christophe

  公开号：US20100069497A1

  公开（公告）日：2010-03-18

  Cosmetic or pharmaceutical compositions comprising compounds of formula (I) and the corresponding salts thereof: wherein: —R 1 is a radical chosen from —COOR′, —CONR′R″, —CH 2 OR′, —COR′, —CH 2 R′, —SO 2 OR′, —PO 3 R′R″ and —NHR′, wherein R′ and R″, which may be identical or different, are defined herein; —R 2 is chosen from saturated and unsaturated, linear, branched and cyclic hydrocarbon radicals comprising from 1 to 18 carbon atoms which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are defined herein; as well as the use of these compounds, for example, to promote skin desquamation, to stimulate epidermal renewal and/or to combat the signs of skin ageing.

  配方为(I)式化合物及其对应盐的化妆品或制药组合物，其中：—R1是从—COOR′、—CONR′R″、—CH2OR′、—COR′、—CH2R′、—SO2OR′、—PO3R′R″和—NHR′中选择的基团，其中R′和R″可以相同或不同，如下所定义；—R2选择从1到18个碳原子的饱和和不饱和的线性、支链和环烃基团中选择，该基团可以被从1到5个相同或不同的实体所取代，所述实体从—OR′″、—OCOR′″、—SR′″、—SCOR′″、NR′″R″″、—NHCOR′″、卤素、—CN、—COOR′″和—COR′″中选择，其中R′″和R″″可以相同或不同，如下所定义；此外，这些化合物的用途，例如促进皮肤脱屑、刺激表皮更新和/或对抗皮肤老化的迹象。
• SETO, HIDEHARU;YOSHIOKA, HIROSUKE, CHEM. LETT.,(1990) N0, C. 1797-1800
  作者：SETO, HIDEHARU、YOSHIOKA, HIROSUKE

  DOI：——

  日期：——
• Association de monosaccharides et d'agents desquamants et son utilisation en cosmétique
  申请人：L'Oréal

  公开号：EP2223680B1

  公开（公告）日：2017-10-18
• COMBINATION OF MONOSACCHARIDES AND DESQUAMATING AGENTS, AND USE THEREOF
  申请人：LABOUREAU Julien

  公开号：US20100168041A1

  公开（公告）日：2010-07-01

  The present invention relates to a composition, especially a cosmetic and/or dermatological composition, containing, in a physiologically acceptable medium, a combination of at least one monosaccharide chosen from mannose, rhamnose and a mixture thereof, and of at least one desquamating agent. The present invention also relates to the use of such a composition, and to a device containing it.