4β-benzylsulfanylcatechin | 37064-38-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4β-benzylsulfanylcatechin
• 英文别名: (3,4-cis)-4-benzylthiocatechin；4β-benzylthiocatechin；catechin 4-benzylthioether；catechin benzylthioether；(2R,3R,4S)-4-benzylsulfanyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• CAS: 37064-38-3
• 化学式: C₂₂H₂₀O₆S
• 分子量: 412.463
• InChiKey: YYEFTOIQHQHUQZ-VSKRKVRLSA-N

物化性质

• 沸点：
  707.7±60.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  136
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4β-benzylsulfanylcatechin 在 吡啶 作用下， 生成 pentaacetate from 16
  参考文献：
  名称：

  Procyanidins and polyphenols of Larix gmelini bark

  摘要：

  DOI：

  10.1016/s0031-9422(00)84524-0
• 作为产物：
  描述：

  (2R,2''R,3S,3''R,4S)-[4,8]-2,3-trans-3,4-trans-(+)-catechin-(-)-epigallocatechin 、 苄硫醇 生成 4β-benzylsulfanylcatechin
  参考文献：
  名称：

  HASHIMOTO, FUMIO;NONAKA, GEN-ICHIRO;NISHIOKA, ITSUO, CHEM. AND PHARM. BULL., 37,(1989) N, C. 77-85

  摘要：

  DOI：

文献信息

• Tannins and related compounds. XXXIII. Isolation and characterization of procyanidins in Dioscorea cirrhosa Lour.
  作者：FENGLIN HSU、GENICHIRO NONAKA、ITSUO NISHIOKA

  DOI：10.1248/cpb.33.3293

  日期：——

  Dimeric, trimeric and tetrameric procyanidins have been isolated, together with (+)-catechin (1) and (-)-epicatechin (2), from the tubers of Dioscorea cirrhosa LOUR. (Dioscoreaceae). By comparisons of the physical and spectral data, the dimers (3-5), trimers (6-8) and tetramer (9) were identified as procyanidins obtained previously. The structures of two other trimers (10 and 11) were established by acid-catalyzed thiolytic degradation, while the formation of the tetramer (12) by condensation of the 4-carbocation of 1 with 6, in conjunction with 1H- and 13C-nuclear magnetic resonance examinations, established the structure of 12.

  从薯蓣科植物薯蓣（Dioscorea cirrhosa LOUR.）的块茎中分离出二聚体、三聚体和四聚体原花青素，以及(+)-儿茶素(1)和(-)-表儿茶素(2)。(薯蓣科）块茎中分离出来。通过物理和光谱数据的比较，二聚体（3-5）、三聚体（6-8）和四聚体（9）被确定为之前获得的原花青素。另外两种三聚体（10 和 11）的结构是通过酸催化硫解作用确定的，而四聚体（12）是通过 1 与 6 的 4-配位缩合形成的，结合 1H 和 13C 核磁共振检查，确定了 12 的结构。
• Hashimoto, Fumio; Nonaka, Gen-ichiro; Nishioka, Itsuo, Chemical and pharmaceutical bulletin, 1989, vol. 37, # 1, p. 77 - 85
  作者：Hashimoto, Fumio、Nonaka, Gen-ichiro、Nishioka, Itsuo

  DOI：——

  日期：——
• Tannins from Betel Nuts
  作者：Ying-Tsun Ma、Feng-Lin Hsu、Shu-Jan J. Lan、Chieh-Fu Chen

  DOI：10.1002/jccs.199600013

  日期：1996.2

  AbstractFrom the acetone extract of fresh‐betel nuts, two procyanidin pentamers, two procyanidin tetramers and three procyanidin trimers, along with (+)‐catechin, (‐)‐epicatechin, procyanidin A‐l, procyanidin B‐l, procyanidin B‐2, and procyanidin B‐7 were isolated. Based on 1H NMR and 13C NMR spectral data as well as the results of thiolysis degradation, the chemical structures of two series of oligomeric arecatannins A and B have been established. The arecatannins from betel nuts were found to be condensed‐type tannins which possess (‐)‐epicatechin unit and (+)‐catechin units. All arecatannins had C4‐C8 linked (‐)‐epicatechin in the upper units whereas the (+)‐catechin in the terminal unit had C4‐C8 or C4‐C6 linkage.
• Procyanidins and polyphenols of Larix gmelini bark
  作者：Zhaobang Shen、Edwin Haslam、Christopher P. Falshaw、Michael J. Begley

  DOI：10.1016/s0031-9422(00)84524-0

  日期：1986.1
• HASHIMOTO, FUMIO;NONAKA, GEN-ICHIRO;NISHIOKA, ITSUO, CHEM. AND PHARM. BULL., 37,(1989) N, C. 77-85
  作者：HASHIMOTO, FUMIO、NONAKA, GEN-ICHIRO、NISHIOKA, ITSUO

  DOI：——

  日期：——