lupeol cinnamate | 66609-69-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: lupeol cinnamate
• 英文别名: 3β-trans cinnamoyloxylup-20(29)-ene；Lupeol trans-cinnamate；[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (E)-3-phenylprop-2-enoate
• CAS: 66609-69-6
• 化学式: C₃₉H₅₆O₂
• 分子量: 556.872
• InChiKey: HHCSYPMWJQHCMZ-HWCKACSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  41
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  lupeol cinnamate 在 selenium(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 以30 %的产率得到(3β-trans cinnamoyloxylup-20(29)-ene) acrylaldehyde
  参考文献：
  名称：

  羽扇豆衍生物：针对恶性疟原虫 3D7 株的抗疟原虫活性的设计、分离、合成和评估

  摘要：

  为了寻找对抗疟疾的先导化合物，通过针对恶性疟原虫的酶标靶甘油醛-3-磷酸脱氢酶 (P f GAPDH) 的分子对接研究，筛选了来自喀麦隆天然产物库 (CANAPL)的化合物。对接命中包括羽扇豆醇肉桂酸酯 ( 1 ) 和齐墩果烷肉桂酸酯 ( 2 )。从Baillonella toxisperma (Pierre)中分离出与( 1 )和( 2 )结构相似的三萜类化合物；齐墩果-12-en-3β-癸酸酯 ( 3 )、3-β-反式肉桂酰氧基lup-20(29)-烯 ( 4 ) 、 3β-香树脂醇乙酸酯 ( 5)、蒲公英醇 ( 6 )、桦木酮酸 ( 7 )、β-谷甾醇 ( 8 )、桦木酸 ( 9 )、3β-(反式对香豆酰基)oxylup-20(29)-en-28-oïc 酸 ( 10 ）并与桦木碱（11 ）和齐墩果酸（12）一起筛选。对恶性疟原虫3D7 菌株具有 100% 生长抑制作用的有利化合物7和10与化合物

  DOI：

  10.1016/j.phytol.2023.06.009

文献信息

• FRACTIONATION PROCESS
  申请人：Karlshamns AB

  公开号：EP1084215A1

  公开（公告）日：2001-03-21
• ODOURLESS SHEA BASED ESTERS
  申请人：AAK AB (Publ)

  公开号：EP3443056A1

  公开（公告）日：2019-02-20
• ANTIOXIDANT COMPOSITIONS AND METHODS OF PROTECTING SKIN, HAIR AND NAILS AGAINST HIGH ENERGY BLUE-VIOLET LIGHT
  申请人：Petkoska Anka T

  公开号：US20160346191A1

  公开（公告）日：2016-12-01

  Compositions and methods of using them for protecting skin, hair and nails against exposure to high energy visible light are described. The compositions can include one or more natural oils or extracts which are effective to absorb the high energy visible light at least to some degree.
• The Pharmaceutical Composition Intended to Inhibit HIV Infectivity in Order to Treat the Acquired Immune Deficiency Syndrome (AIDS) and Its Complications
  申请人：Monkam Nitcheu Guy Faustin

  公开号：US20210060034A1

  公开（公告）日：2021-03-04

  This invention relates to a pharmaceutical composition used to inhibit pathogenic agents from penetrating target cells. It can also be used in the prevention or treatment of HIV infections, prevent the appearance or advance of AIDS and its various consequences.
• ANTIOXIDANT AND ANTIMICROBIAL COMPOSITIONS AND METHODS OF USING THEM TO PROTECT SKIN OR TREAT OR PREVENT INFECTIONS
  申请人：Petkoska Anka T.

  公开号：US20220387534A1

  公开（公告）日：2022-12-08

  Compositions and methods of using them to protect an animal cell or tissue from a microbial pathogen are described. The compositions can include one or more natural oils or extracts comprising a therapeutically active compound to protect the cell or tissue of the animal from the microbial pathogen by direct inactivation of the microbial pathogen or by blocking the microbial pathogen entrance to the animal cell or tissue. Oil macerates that include a therapeutically active compound extracted from plants are also described.