3α-hydroxycadina-4,10(15)-diene | 283171-98-2

• 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: 3α-hydroxycadina-4,10(15)-diene
• 英文别名: (2R,4aR,5S,8aR)-3-methyl-8-methylidene-5-propan-2-yl-2,4a,5,6,7,8a-hexahydro-1H-naphthalen-2-ol
• CAS: 283171-98-2
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: JZVCCTGSDKAMAW-ZQDZILKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3α-hydroxycadina-4,10(15)-diene 在 Beauveria Bassiana ATCC 7159 作用下， 反应 540.0h， 生成 (4S)-3α-hydroxycadin-10(15)-ene
  参考文献：
  名称：

  Biotransformation of cadinane sesquiterpenes by Beauveria bassiana ATCC 7159

  摘要：

  Incubation of cadina-4.10(15)-dien-3-one with Beauveria bassiana ATCC 7159 has resulted in the production of nine novel sesquiterpenes. These metabolites were identified as (4S)-cadin-10(15)-en-3-one, (4S)-3 alpha-hydroxycadin-10(15)-ene, (4R)-3 alpha-hydloxycadin-10(15)-ene, (4S)-3 beta-hydroxycadin-10(15)-ene, (4S)-3 beta-hydroxycadina-10(15),12(14)-diene, (4S)-13-hydroxycadin-10(15)-en-3-one, (4S)-12-hydroxycadin-10(15)-en-3-one, (4R)-3 beta,14-dihydroxycadin-10(15)-ene and 3 alpha-hydroxycadina-4,10(15)diene. The allylic alcohol 3 alpha-hydroxycadina-4 10(15)-diene was also biotransformed to afford cadina-4,10(15)-dien-3-one, (4S)-cadin-10(15)-en-3-one and (4S)-12-hpdroxycadin-10(15)-en-3-one. The insecticidal potential and phytotoxicity of the isolated metabolites have been evaluated, (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(00)00024-8
• 作为产物：
  描述：

  cadina-4,10(15)-dien-3-one 在 lanthanum(III) chloride 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以0.4643 g的产率得到3α-hydroxycadina-4,10(15)-diene
  参考文献：
  名称：

  Biotransformation of cadina-4,10(15)-dien-3-one and 3α-hydroxycadina-4,10(15)-diene by Curvularia lunata ATCC 12017

  摘要：

  Cadina-4,10(15)-dien-3-one (1) was metabolised by Curvularia lunata ATCC 12017 in two different growth media to give three metabolites, one of which, 12-hydroxycadina-4,10(15)-dien-3-one (4), was new. Incubation of 3a-hydroxycadina-4,10(15)-diene (2) with the fungus produced three new analogues, namely, (4S)-1alpha,3alpha-dihydroxycadin-10(15)-ene (5), 3alpha,14-dihydroxycadina-4,10(15)diene (6) and 3alpha, 12-dihydroxycadina-4,10(15)-diene (7). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(01)00487-3

文献信息

• Biotransformation of squamulosone by Curvularia lunata ATCC 12017
  作者：Dwight O Collins、Greg O Buchanan、William F Reynolds、Paul B Reese

  DOI：10.1016/s0031-9422(01)00060-7

  日期：2001.6

  Squamulosone (aromadendr-1(10)-en-9-one). isolated in large quantity from the plant Hyptis verticillata Jacq. (Labiatae), was incubated with the fungus Curvularia lunata ATCC 12017 in two different growth media. Six metabolites were isolated from each medium, with five of the products being common to both fermentations. All seven metabolites are novel. The insecticidal activity of these aromadendranes was evaluated against the sweet potato weevil Cylas formicarius elegantulus. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Plant clone named 'CIMAP-Khusinolika' of vetiver, chrysopogon zizaniodes, that produces khusinol rich essential oil under short duration cultivation
  申请人：Council of Scientific and Industrial Research

  公开号：US20160366805P1

  公开（公告）日：2016-12-15

  The present invention relates to the development of a novel, morphologically and genetically distinct khusinol rich essential oil producing clone of vetiver [ Vetiveria zizaniodes (L.) Nash. syn. Chrysopogon zizanioides (L.) Roberty; family Poacaeae} named ‘CIMAP-Khusinolika’. The plant of this clone is characterized by spreading type clump canopy in the initial stage, white feathery stigma and capable of producing >1% (v/w) essential oil containing 45-50% Khusinol (v/v) obtained after hydro-distillation from fresh roots harvested from 6 month old plantations. This clone has unique ISSR profiles that serve as DNA-fingerprints. The clone was obtained through recurrent selection in polycrossed population generated from the bulk of wild collection, and can be propagated through vegetative slips (3 to 6 month old stem with few roots) for commercial plantation as a short duration crop.
• USPP28388P3
  申请人：——

  公开号：USPP28388P3

  公开（公告）日：2017-09-12