5,7-dimethoxy-8-(3'-methyl-2'-oxobutyl)coumarin | 18333-27-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 5,7-dimethoxy-8-(3'-methyl-2'-oxobutyl)coumarin
• 英文别名: isosibiricin；5,7-dimethoxy-8-(3-methyl-2-oxobutyl)chromen-2-one
• CAS: 18333-27-2
• 化学式: C₁₆H₁₈O₅
• 分子量: 290.316
• InChiKey: ISXFUPHLGNGMIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  月橘香豆精 在 三氟化硼乙醚 、 间氯过氧苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 生成 5,7-dimethoxy-8-(3'-methyl-2'-oxobutyl)coumarin
  参考文献：
  名称：

  Sharma, Padam N.; Shoeb, Aboo; Kapil, Randhir S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 11, p. 938 - 939

  摘要：

  DOI：

文献信息

• Omphamurin-a new coumarin from Murraya omphalocarpa
  作者：Tian-Shung Wu

  DOI：10.1016/0031-9422(81)85247-8

  日期：1981.1

  Abstract A new coumarin, omphamurin, isolated from the n -hexane extract of the leaves of Murraya omphalocarpa , was characterized as 5,7-dimethoxy-8-(2′-hydroxy-3′-methyl-3′-butenyl) coumarin by chemical evidence and spectral data.

  摘要 一种新的香豆素，omphamurin，是从紫菜叶的正己烷提取物中分离出来的，通过以下方法表征为 5,7-二甲氧基-8-(2'-羟基-3'-甲基-3'-丁烯基)香豆素。化学证据和光谱数据。
• Prenylcoumarins from Murraya paniculata var. omphalocarpa(Rutaceae): The Absolute Configuration of Sibiricin, Mexoticin and Omphamurin.
  作者：Takeshi KINOSHITA、Jin-Bin WU、Feng-Chi HO

  DOI：10.1248/cpb.44.1208

  日期：——

  Three new prenylcoumarins, murpaniculol senecioate, 5-methoxymurrayatin and omphamurin isovalerate were isolated from the leaves of Murraya paniculata var. omphalocarpa (Rutaceae), together with six known coumarins, paniculatin, (-)-sibiricin, 5, 7-dimethyoxy-8-(3'-methyl-2'-oxobutyl)coumarin, (-)-mexoticin, omphamurin and omphalocarpin. Their structures were characterizied on the basis of spectroscopic evidence. The absolute configulation of omphamurin at the C-2' position has been determined to be S by Horeau's method. THe absolute stereochemistry of (-)-mexoticin and (-)-sibiricin has also been established by their chemical correlation with omphamurin.

  从Murraya paniculata var. omphalocarpa（芸香科）的叶子中分离出三种新的异戊烯基香豆素，即murpaniculol senecioate、5-甲氧基murrayatin和omphamurin isovalerate，以及六种已知的香豆素，即paniculatin、(-)-sibiricin、5,7-dimethyoxy-8-(3'-methyl-2'-oxobutyl)coumarin、(-)-mexoticin、omphamurin和omphalocarpin。根据光谱学证据确定了它们的结构。通过Horeau的方法确定omphamurin在C-2'位置的绝对构型为S。通过(-)-mexoticin和(-)-sibiricin与omphamurin的化学相关性，也确定了它们的绝对立体化学。
• New coumarins from the umbels of Seseli sibiricum
  作者：Sunil K. Banerjee、Bishan D. Gupta、Raman Kumar、C.K. Atal

  DOI：10.1016/s0031-9422(00)81974-3

  日期：1980.1