trans-5,6-dihydro-5-hydroxymethyl-6-methyl-1H,3H-pyrano<3,4-c>pyran-1-one | 124236-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: trans-5,6-dihydro-5-hydroxymethyl-6-methyl-1H,3H-pyrano<3,4-c>pyran-1-one
• 英文别名: (5S,6S)-5-(hydroxymethyl)-6-methyl-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one；5,6-dihydro-5-hydroxymethyl-6-methyl-1H,3H-pyrano[3,4-c]pyran-1-one；trans-5,6-dihydro-5-hydroxymethyl-6-methyl-1H,3H-pyrano[3,4-c]pyran-1-one；trans-5,6-Dihydro-5-hydroxymethyl-6-methyl-1h,3h-pyrano[3,4-c]-pyran-1-one；(3S,4S)-4-(hydroxymethyl)-3-methyl-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one
• CAS: 124236-51-7
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: NBSLZWJIXPVCJN-XPUUQOCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  龙胆苦苷 在 phosphate buffer 、 Veillonella parvula ssparvula ATCC 作用下， 反应 22.0h， 生成 5-hydroxy methyl isochromen-1-one 、 trans-5,6-dihydro-5-hydroxymethyl-6-methyl-1H,3H-pyrano<3,4-c>pyran-1-one
  参考文献：
  名称：

  Metabolism of gentiopicroside (gentiopicrin) by human intestinal bacteria.

  摘要：

  在研究肠道细菌对药物成分的代谢过程中，我们将龙胆草苷（龙胆草中的一种仲呋喃糖苷）与各种特定的人体肠道细菌菌株进行厌氧培养。许多菌种都有能力将其转化为一系列代谢物。其中，Veillonella parvula ss parvula 产生了五种代谢物，经鉴定分别为红月桂苷（erythrocentaurin）、龙胆草醛（gentiopicral）、5-羟甲基异色素-1-酮（5-hydroxymethylisochroman-1-one）、5-羟甲基异色素-1-酮（5-hydroxymethylisochromen-1-one）和反式-5，6-二氢-5-羟甲基-6-甲基-1H，3H-吡喃并[3，4-c]吡喃-1-酮。

  DOI：

  10.1248/cpb.37.2435

文献信息

• Biotransformation of gentiopicroside by asexual mycelia of Cordyceps sinensis
  作者：Dong Wang、Min Xu、Hong-Tao Zhu、Ke-Ke Chen、Ying-Jun Zhang、Chong-Ren Yang

  DOI：10.1016/j.bmcl.2007.03.022

  日期：2007.6

  The biotransformation of gentiopicroside by asexual mycelia of Cordyceps sinensis yielded two products, one of which was proved to be a new pyridine monoterpene alkaloid. The possible mechanisms were discussed. (C) 2007 Elsevier Ltd. All rights reserved.
• Metabolism of gentiopicroside (gentiopicrin) by human intestinal bacteria.
  作者：Adel I. EL-SEDAWY、Masao HATTORI、Kyoichi KOBASHI、Tsuneo NAMBA

  DOI：10.1248/cpb.37.2435

  日期：——

  As a part of our studies on the metabolism of cude drug components by intestinal bacteria, gentiopicroside (a secoiridoid glucoside from Gentiana lutea), was anaerobically incubated with various defined strains of human intestinal bacteria. Many species had ability to transform it to a series of metabolites. Among them, Veillonella parvula ss parvula produced five metabolites, which were identified as erythrocentaurin, gentiopicral, 5-hydroxymethylisochroman-1-one, 5-hydroxymethylisochromen-1-one and trans-5, 6-dihydro-5-hydroxymethyl-6-methyl-1H, 3H-pyrano[3, 4-c]pyran-1-one.

  在研究肠道细菌对药物成分的代谢过程中，我们将龙胆草苷（龙胆草中的一种仲呋喃糖苷）与各种特定的人体肠道细菌菌株进行厌氧培养。许多菌种都有能力将其转化为一系列代谢物。其中，Veillonella parvula ss parvula 产生了五种代谢物，经鉴定分别为红月桂苷（erythrocentaurin）、龙胆草醛（gentiopicral）、5-羟甲基异色素-1-酮（5-hydroxymethylisochroman-1-one）、5-羟甲基异色素-1-酮（5-hydroxymethylisochromen-1-one）和反式-5，6-二氢-5-羟甲基-6-甲基-1H，3H-吡喃并[3，4-c]吡喃-1-酮。