otobanone | 34426-79-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: otobanone
• 英文别名: 8,8'-dimethyl-3,4,3',4'-dimethylenedioxy-7-oxo-2,7'-cyclolignan；S99Zay9qdt；(7R,8S,9R)-9-(1,3-benzodioxol-5-yl)-7,8-dimethyl-8,9-dihydro-7H-benzo[g][1,3]benzodioxol-6-one
• CAS: 34426-79-4
• 化学式: C₂₀H₁₈O₅
• 分子量: 338.36
• InChiKey: ZTOORMQTJNUZOQ-CZIZLABSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  otobanone 在 sodium tetrahydroborate 作用下， 生成 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (6S,7R,8S,9R)-9-benzo[1,3]dioxol-5-yl-7,8-dimethyl-6,7,8,9-tetrahydro-naphtho[1,2-d][1,3]dioxol-6-yl ester
  参考文献：
  名称：

  Three novel and one new lignan, chamaecypanones A, B, obtulignolide and isootobanone from the heartwood of Chamaecyparis obtusa var. formosana

  摘要：

  Three novel lignans, chamaecypanone A 1, chamaecypanone B 2, obtulignolide 4, and one new lignan, isootobanone 3, were isolated from the heartwood of Chamaecyparis obtusa var. formosana, and were elucidated on the basis of 2D NMR techniques. Compounds 1 and 2, derived from a phenyltetrahydronaphthalene-type lignan by cleavage and cyclization, are anthrone derivatives. Compound 3 is a phenyltetrahydronaphthalene-type lignan, and 4 is a 3,4-secophenyltetrahydronaphthalene-type lignan. The absolute configurations of 3 and otobanone 5 were elucidated by a modified Mosher's method. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01272-2

文献信息

• KUO, YUEH-HSIUNG;LIN, SHENG-TSAIR;WU, RONG-EN, CHEM. AND PHARM. BULL., 37,(1989) N, C. 2310-2312
  作者：KUO, YUEH-HSIUNG、LIN, SHENG-TSAIR、WU, RONG-EN

  DOI：——

  日期：——
• Three novel and one new lignan, chamaecypanones A, B, obtulignolide and isootobanone from the heartwood of Chamaecyparis obtusa var. formosana
  作者：Yueh-Hsiung Kuo、Chia-Hsien Chen、Yi-Ming Chiang

  DOI：10.1016/s0040-4039(01)01272-2

  日期：2001.9

  Three novel lignans, chamaecypanone A 1, chamaecypanone B 2, obtulignolide 4, and one new lignan, isootobanone 3, were isolated from the heartwood of Chamaecyparis obtusa var. formosana, and were elucidated on the basis of 2D NMR techniques. Compounds 1 and 2, derived from a phenyltetrahydronaphthalene-type lignan by cleavage and cyclization, are anthrone derivatives. Compound 3 is a phenyltetrahydronaphthalene-type lignan, and 4 is a 3,4-secophenyltetrahydronaphthalene-type lignan. The absolute configurations of 3 and otobanone 5 were elucidated by a modified Mosher's method. (C) 2001 Elsevier Science Ltd. All rights reserved.