(-)-9,10-dihydrojasmonic acid | 98674-52-3

• 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: (-)-9,10-dihydrojasmonic acid
• 英文别名: 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acid
• CAS: 98674-52-3
• 化学式: C₁₂H₂₀O₃
• 分子量: 212.289
• InChiKey: PQEYTAGBXNEUQL-NXEZZACHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (-)-9,10-dihydrojasmonic acid 生成 二氢茉莉酮酸甲酯
  参考文献：
  名称：

  MIERSCH, OTTO;SEMBDNER, GUNTHER;SCHREIBER, KLAUS, PHYTOCHEMISTRY, 28,(1989) N, C. 339-340

  摘要：

  DOI：
• 作为产物：
  描述：

  2-[(1R,2S)-3-oxo-2-[(E)-pent-2-enyl]cyclopentyl]acetic acid 生成 (-)-9,10-dihydrojasmonic acid
  参考文献：
  名称：

  HAMBERG, MATS;MIERSCH, OTTO;SEMBDNER, GUNTHER, LIPIDS., 23,(1988) N 6, C. 521-524

  摘要：

  DOI：

文献信息

• (+)-7-Iso-jasmonic acid and related compounds from botryodiplodia theobromae
  作者：Otto Miersch、Alfred Preiss、Günther Sembdner、Klaus Schreiber

  DOI：10.1016/s0031-9422(00)82345-6

  日期：1987.1

  Abstract Metabolites produced by Botryodiplodia theobromae (synonym Lasiodiplodia theobromae ) possessing plant growth regulating activities were shown to be the 7-epimer of jasmonic acid and its derivatives.

  摘要 Botryodiplodia theobromae（同义词Lasiodiplodia theobromae）产生的具有植物生长调节活性的代谢物被证明是茉莉酸及其衍生物的7-差向异构体。
• Metabolites of Lasiodiplodia theobromae
  作者：D. C. Aldridge、S. Galt、D. Giles、W. B. Turner

  DOI：10.1039/j39710001623

  日期：——

  A plant-growth inhibitor produced by Lasiodiplodia theobromae has been shown to be jasmonic acid (Ia). Six other new fungal metabolites have been isolated from L:theobromae—lasiodiplodin (Va), de-O-methyl-lasiodiplodin (Vb), cis-4-hydroxymellein (XIIIa), indole-3-carboxylic acid, 3-formylindole, and ethyl hydrogen fumarate. (–)-Mellein (XIIIb) is also produced.

  已经显示出由番茄（Lasiodiplodia theobromae）产生的植物生长抑制剂是茉莉酸（Ia）。从L： theobromae - lasiodiplodin（Va），de - O -methyl-lasiodiplodin（Vb），cis -4-hydroxymellein（XIIIa），吲哚-3-羧酸，3-formylindole和富马酸氢乙酯。也产生（–）-Mellein（XIIIb）。
• 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。
• Compositions comprising cyclopentane derivatives and their use
  申请人：——

  公开号：US20030224024A1

  公开（公告）日：2003-12-04

  Cosmetic or pharmaceutical compositions comprising compounds of formula (I) and the corresponding salts thereof: 1 in which: —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 atoms, —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 a radical chosen from linear, branched and cyclic hydrocarbon radicals comprising at least one unsaturation and comprising from 2 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 atoms, —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.

  化妆品或制药组合物包括式(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"（可能相同或不同）是从氢原子和饱和和不饱和的，线性，分支和环烃基中选择，包括1至18个碳原子，可以选择地由1至5个相同或不同的实体取代，所述实体选择自-OR'"，-OCOR'"，-SR'"，-SCOR'"，NR'"R""，-NHCOR'"，卤素原子，-CN，-COOR'"和-COR'"，其中R'"和R""（可能相同或不同）是从氢原子，芳基基团和饱和和不饱和的，线性和分支烃基中选择，包括1至4个碳原子；- R2是从至少具有一种不饱和度的线性，分支和环烃基中选择，包括2至18个碳原子，可以选择地由1至5个相同或不同的实体取代，所述实体选择自-OR'"，-OCOR'"，-SR'"，-SCOR'"，NR'"R""，-NHCOR'"，卤素原子，-CN，-COOR'"和-COR'"，其中R'"和R""（可能相同或不同）是从氢原子，芳基基团和饱和和不饱和的，线性和分支烃基中选择，包括1至4个碳原子，以及这些化合物的用途，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。
• COMPOSITIONS COMPRENANT DES DERIVES DE L'ACIDE JASMONIQUE, ET UTILISATION DE CES DERIVES POUR FAVORISER LA DESQUAMATION
  申请人：L'OREAL

  公开号：EP3168206A1

  公开（公告）日：2017-05-17

  La présente demande concerne des compositions cosmétiques ou pharmaceutiques comprenant des composés de formule (I) : dans laquelle : - R1 est un radical choisi parmi -COOR', -CONR'R", -CH2OR', -COR', -CH2R',-SO2OR', -PO3R'R", -NHR' avec R' et R" désignant un atome d'hydrogène ou un radical hydrocarboné en C1-18, - R2 est un radical hydrocarboné en C1-18. L'invention concerne également l'utilisation de ces composés pour favoriser la desquamation de la peau, stimuler le renouvellement épidermique et lutter contre les signes du vieillissement cutané.

  本申请涉及包含式 (I) 化合物的化妆品或药物组合物： 其中 ： - R1 是选自-COOR'、-CONR'R"、-CH2OR'、-COR'、-CH2R'、-SO2OR'、-PO3R'R "和-NHR'的基，其中 R' 和 R "表示氢原子或 C1-18 烃基、 - R2 是 C1-18 烃基。 本发明还涉及使用这些化合物来促进皮肤脱屑、刺激表皮更新和消除皮肤老化迹象。