3-甲基-4-羟基-5-[(1Z,6E,10E)-2,6,10-三甲基-13-(3-呋喃基)-6,10-十三碳二烯-1-亚基]呋喃-2(5H)-酮 | 51847-87-1

• 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
• 中文名称: 3-甲基-4-羟基-5-[(1Z,6E,10E)-2,6,10-三甲基-13-(3-呋喃基)-6,10-十三碳二烯-1-亚基]呋喃-2(5H)-酮
• 英文名称: variabilin
• 英文别名: (5Z)-5-[(6E,10E)-13-(furan-3-yl)-2,6,10-trimethyltrideca-6,10-dienylidene]-4-hydroxy-3-methylfuran-2-one
• CAS: 51847-87-1
• 化学式: C₂₅H₃₄O₄
• 分子量: 398.543
• InChiKey: HPVSJNGZYYDDMU-FECKPXKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-甲基-4-羟基-5-[(1Z,6E,10E)-2,6,10-三甲基-13-(3-呋喃基)-6,10-十三碳二烯-1-亚基]呋喃-2(5H)-酮 、 重氮甲烷 以 乙醚 为溶剂， 以6.0 mg的产率得到22-O-Methylvariabilin
  参考文献：
  名称：

  摘要：

  The furanosesterterpene variabilin was identified in an unpalatable crude extract and proved to be a feeding deterrent when offered at 0.23% of artificial diet dry weight to reef fishes in field assays. The icthyodeterrent property of variabilin was expressed when food pellets for the palatability assays were made with calcium alginate, but not carrageenan. Variabilin probably failed to show deterrent activity in the carageenan matrix because of decomposition during the necessary heat treatment.

  DOI：

  10.1023/a:1020865606047
• 作为试剂：
  描述：

  乙酸酐 、 5-[(5E,9E)-13-Furan-3-yl-2,6,10-trimethyl-trideca-5,9-dien-(Z)-ylidene]-4-hydroxy-3-methyl-5H-furan-2-one 在 吡啶 、 3-甲基-4-羟基-5-[(1Z,6E,10E)-2,6,10-三甲基-13-(3-呋喃基)-6,10-十三碳二烯-1-亚基]呋喃-2(5H)-酮 作用下， 反应 9.0h， 生成 variabilin acetate 、 (8E,13Z,20Z)-strobilinin acetate 、 (8Z,13E,20Z)-strobilinin acetate
  参考文献：
  名称：

  Davis, Rohan; Capon, Robert J., Australian Journal of Chemistry, 1994, vol. 47, # 5, p. 933 - 936

  摘要：

  DOI：

文献信息

• BARROW, COLIN J.;BLUNT, JOHN W.;MUNRO, MURRAY H. G., J. NATUR. PROD., 52,(1989) N, C. 346-359
  作者：BARROW, COLIN J.、BLUNT, JOHN W.、MUNRO, MURRAY H. G.

  DOI：——

  日期：——
• BARROW, COLIN J.;BLUNT, JOHN W.;MUNRO, MURRAY H. G.;PERRY, NIGEL B., J. NATUR. PROD., 51,(1988) N 2, 275-281
  作者：BARROW, COLIN J.、BLUNT, JOHN W.、MUNRO, MURRAY H. G.、PERRY, NIGEL B.

  DOI：——

  日期：——
• BARROW, COLIN J.;BLUNT, JOHN W.;MUNRO, MURRAY H. G.;PERRY, NIGEL B., J. NATUR. PROD., 51,(1988) N, C. 1294-1298
  作者：BARROW, COLIN J.、BLUNT, JOHN W.、MUNRO, MURRAY H. G.、PERRY, NIGEL B.

  DOI：——

  日期：——
• Palominin, a novel furanosesterterpene from a Caribbean sponge Iricinia sp.
  作者：Miriam Ortiz García、Abimael D. Rodriguez

  DOI：10.1016/s0040-4020(01)86677-1

  日期：1990.1
• Skin and/or Hair Composition Containing Compounds for Increasing The Tanning of Skin
  申请人：Wolber Rainer

  公开号：US20070243147A1

  公开（公告）日：2007-10-18

  The invention relates to agents that are to be applied to the skin or hair and contain compounds for intensifying tanning of the skin and increasing melanin synthesis in skin or hair. The invention particularly relates to cosmetic or dermatological preparations. Using said preparations results in inducing and intensifying the tanning mechanisms of the skin, intensifying the hair color, and thus also increasing intrinsic protection of the skin or hair.