macaranin A | 131959-64-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: macaranin A
• 英文别名: 2-[[(4R,5S,7R,25S,26R,29S,30S,31S)-29-(carboxymethyl)-13,14,15,19,20,31,35,36-octahydroxy-2,10,23,28,32-pentaoxo-5-(3,4,5-trihydroxybenzoyl)oxy-3,6,9,24,27,33-hexaoxaheptacyclo[28.7.1.04,25.07,26.011,16.017,22.034,38]octatriaconta-1(37),11,13,15,17,19,21,34(38),35-nonaen-18-yl]oxy]-3,4,5-trihydroxybenzoic acid
• CAS: 131959-64-3
• 化学式: C₄₈H₃₄O₃₂
• 分子量: 1122.78
• InChiKey: VBKCWGVSEAGUPB-JGJSCDSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  80
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  534
• 氢给体数：
  16
• 氢受体数：
  32

反应信息

• 作为反应物：
  描述：

  macaranin A 生成 (3S,4S)-4-[(2S)-3-carboxy-1-[[(1S,19R,21S,22R,23R)-8-(6-carboxy-2,3,4-trihydroxyphenoxy)-6,7,11,12,13,22-hexahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl]oxy]-1-oxopropan-2-yl]-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromene-3-carboxylic acid
  参考文献：
  名称：

  LIN, JER-HUEI;ISHIMATSU, MAKOTO;TANAKA, TAKASHI;NONAKA, GEN-ICHIRO;NISHIO+, CHEM. AND PHARM. BULL., 38,(1990) N, C. 1844-1851

  摘要：

  DOI：

文献信息

• Tannins and related compounds. XCVI. Structures of macaranins and macarinins, new hydrolyzable tannins possessing macaranoyl and tergalloyl ester groups, from the leaves of Macaranga sinensis (Baill.) Muell.-Arg.
  作者：Jer-Huei LIN、Makoto ISHIMATSU、Takashi TANAKA、Gen-ichiro NONAKA、Itsuo NISHIOKA

  DOI：10.1248/cpb.38.1844

  日期：——

  Together with eleven known compounds (1-11), seven new tannins, 3-desgalloylterchebin (12), macaranins A, B and C, and macarinins A, B and C, have been isolated from the leaves of Macaranga sinensis (BAILL.) MUELL.-ARG. (Euphorbiaceae). Macaranins A (14), B (13) and C (17) have been determined on the basis of chemical and spectroscopic evidence to be hydrolyzable tannins possessing a novel acyl group (macaranoly group) at the 3, 6-positions of the 1C4 (or skew boat) β-D-glucopyranose ring, while macarinins A (18), B (15) and (16) were characterized as those having a tergalloyl group at the same positions.

  与已知的十一种化合物（1-11）一起，从Macaranga sinensis (BAILL.) MUELL.-ARG.（大戟科）的叶子中分离出了七种新单宁，分别为3-desgalloylterchebin（12）、macaranins A、B和C。根据化学和光谱证据，确定macaranins A（14）、B（13）和C（17）为可水解的单宁，具有在1C4（或倾斜船型）β-D-葡萄糖环的3、6位上的新型酰基（macaranoly基团），而macarinins A（18）、B（15）和C（16）被鉴定为在相同位置具有tergalloyl基团的化合物。
• LIN, JER-HUEI;ISHIMATSU, MAKOTO;TANAKA, TAKASHI;NONAKA, GEN-ICHIRO;NISHIO+, CHEM. AND PHARM. BULL., 38,(1990) N, C. 1844-1851
  作者：LIN, JER-HUEI、ISHIMATSU, MAKOTO、TANAKA, TAKASHI、NONAKA, GEN-ICHIRO、NISHIO+

  DOI：——

  日期：——