Roselipin 2B

• 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: Roselipin 2B
• 英文别名: [(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2E,6E,10E)-13-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10-trienoate
• 化学式: C₄₂H₇₄O₁₅
• 分子量: 819.041
• InChiKey: NCIXLNTUPVOTSJ-QPECZNAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  57
• 可旋转键数：
  26
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  253
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 Roselipin 2B 在 吡啶 作用下， 反应 24.0h， 生成 (2E,6E,10E)-5,9-Diacetoxy-2,4,6,8,10,12,14,16,18-nonamethyl-13-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-icosa-2,6,10-trienoic acid (2R,3R,4R)-2,3,4,5-tetraacetoxy-pentyl ester
  参考文献：
  名称：

  Structure Elucidation of Roselipins, Inhibitors of Diacylglycerol Acyltransferase Produced by Gliocladium roseum KF-1040.

  摘要：

  The structures of roselipins 1A, IB, 2A and 2B were elucidated by spectroscopic studies including 1H-1H COSY, 13C-1H COSY, 13C-1H HMQC and 13C-1H HMBC NMR experiments, and degradation experiments. They have the common skeleton of 2, 4, 6, 8, 10, 12, 14, 16, 18-nonamethyl-5, 9, 13-trihydroxy-2E, 6E, 10E-icosenoic acid modified with a D-mannose and a D-arabinitol. Roselipin A and B groups were stereoisomers at the arabinitol moiety, which esterified the fatty acid from the different terminal hydroxy residue. Roselipin 2 group was 6′′-O-acetyl roselipin 1 group.

  DOI：

  10.7164/antibiotics.52.815

文献信息

• Structure Elucidation of Roselipins, Inhibitors of Diacylglycerol Acyltransferase Produced by Gliocladium roseum KF-1040.
  作者：NORIKO TABATA、YUKAKO OHYAMA、HIROSHI TOMODA、TATSUO ABE、MICHIO NAMIKOSHI、SATOSHI OMURA

  DOI：10.7164/antibiotics.52.815

  日期：——

  The structures of roselipins 1A, IB, 2A and 2B were elucidated by spectroscopic studies including 1H-1H COSY, 13C-1H COSY, 13C-1H HMQC and 13C-1H HMBC NMR experiments, and degradation experiments. They have the common skeleton of 2, 4, 6, 8, 10, 12, 14, 16, 18-nonamethyl-5, 9, 13-trihydroxy-2E, 6E, 10E-icosenoic acid modified with a D-mannose and a D-arabinitol. Roselipin A and B groups were stereoisomers at the arabinitol moiety, which esterified the fatty acid from the different terminal hydroxy residue. Roselipin 2 group was 6′′-O-acetyl roselipin 1 group.