(3S,4R,5R,10S,13R,14R,17R)-17-((1R,3R)-3-Hydroxy-1,5-dimethyl-hex-5-enyl)-4-hydroxymethyl-10,13,14-trimethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol | 346577-15-9

• 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: (3S,4R,5R,10S,13R,14R,17R)-17-((1R,3R)-3-Hydroxy-1,5-dimethyl-hex-5-enyl)-4-hydroxymethyl-10,13,14-trimethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol
• CAS: 346577-15-9
• 化学式: C₂₉H₄₈O₄
• 分子量: 460.698
• InChiKey: LFURPFVTFJMNOQ-NOITZYMFSA-N

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 (3S,4R,5R,10S,13R,14R,17R)-17-((1R,3R)-3-Hydroxy-1,5-dimethyl-hex-5-enyl)-4-hydroxymethyl-10,13,14-trimethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol 在 吡啶 、 4-二甲氨基吡啶 作用下， 以0.6 mg的产率得到
  参考文献：
  名称：

  Feroxosides A-B, two norlanostane tetraglycosides from the Caribbean sponge Ectyoplasia ferox

  摘要：

  Feroxosides A and B, have been isolated from the polar extract of the Caribbean sponge Ectyoplasia ferox. Their structures have been determined to be unusual C-4 nor-lanostane triterpenes glycosylated with a rhamnose containing tetrasaccharide chain, by interpretation of spectral data and chemical degradation. Absolute stereochemistry at C-23 has been determined by application of the modified Mosher method for secondary alcohols. Feroxosides A-B are moderately cytotoxic (IC50 19 mug/mL) against murine monocyte-macrophage cell line. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00287-3
• 作为产物：
  描述：

  3β-O-[β-D-glucopyranosyl (1->3) α-L-rhamnopyranosyl (1->2) β-D-glucopyranosyl (3->1) α-L-rhamnopyranosyl]-4α,23R,29-trihydroxy-30-nor-lanosta-8(9),25-diene 在 glycosidase mixture from Charonia lampas 、 phosphate-citrate buffer 作用下， 反应 72.0h， 以1.8 mg的产率得到(3S,4R,5R,10S,13R,14R,17R)-17-((1R,3R)-3-Hydroxy-1,5-dimethyl-hex-5-enyl)-4-hydroxymethyl-10,13,14-trimethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol
  参考文献：
  名称：

  Feroxosides A-B, two norlanostane tetraglycosides from the Caribbean sponge Ectyoplasia ferox

  摘要：

  Feroxosides A and B, have been isolated from the polar extract of the Caribbean sponge Ectyoplasia ferox. Their structures have been determined to be unusual C-4 nor-lanostane triterpenes glycosylated with a rhamnose containing tetrasaccharide chain, by interpretation of spectral data and chemical degradation. Absolute stereochemistry at C-23 has been determined by application of the modified Mosher method for secondary alcohols. Feroxosides A-B are moderately cytotoxic (IC50 19 mug/mL) against murine monocyte-macrophage cell line. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00287-3