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外消旋12-氧代植物二烯酸 | 85551-10-6

外消旋12-氧代植物二烯酸结构式图片|85551-10-6结构式图片
外消旋12-氧代植物二烯酸
rac 12-Oxophytodienoic Acid
85551-10-6
C18H28O3
292.413125991821
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:外消旋12-氧代植物二烯酸结构式
名称和标识符
InChIKey PMTMAFAPLCGXGK-JMTMCXQRSA-N
Inchi 1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-/t15-,16-/m0/s1
SMILES C([C@H]1C=CC(=O)[C@H]1C/C=C\CC)CCCCCCC(=O)O
别名信息
- 中文别名 -
  • 外消旋12-氧代植物二烯酸
  • 12-氧代-10,15(Z)-植物二烯酸---赛可锐
- 英文别名 -
  • rac 12-Oxophytodienoic Acid
  • 12-oxo Phytodienoic Acid
  • 8-[(3S,4S)-4α-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3α-yl]octanoic acid
  • rac 12-Oxophytodieno
  • (1S,5S)-4-Oxo-5-(2Z)-2-penten-1-yl-2-cyclopentene-1-octanoic acid (ACI)
  • 2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2-pentenyl)-, [1S-[1α,5α(Z)]]- (ZCI)
  • 2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2Z)-2-pentenyl-, (1S,5S)- (9CI)
  • (9S,13S)-12-Oxophytodienoic acid
  • (9S,13S,15Z)-12-Oxo-10,15-phytodienoic acid
  • 12-Oxo-10,15(Z)-phytodienoic acid
  • 12-oxo-PDA
  • 12-Oxo-phytodienoic acid
  • cis-(+)-12-Oxophytodienoic acid
  • cis-(+)-OPDA
  • OPDA
  • OPDA (12-oxophytodienoic acid)
  • Oxo-phytodienoic acid
合成路线

合成路线:1 步

反应条件:
参考文献:
A new synthesis route to enantiomerically pure jasmonoids
Ernst, Martin; et al, Angewandte Chemie, 2002, 41(21), 4054-4056

合成路线:1 步

反应条件:
参考文献:
Stereoselective synthesis of epi-jasmonic acid, tuberonic acid, and 12-oxo-PDA
Nonaka, Hisato; et al, Organic & Biomolecular Chemistry, 2010, 8(22), 5212-5223

合成路线:1 步

反应条件:
参考文献:
Efficient Total Synthesis of 12-oxo-PDA and OPC-8:0
Ainai, Takayuki; et al, Journal of Organic Chemistry, 2003, 68(20), 7825-7832

合成路线:2 步

反应条件:
参考文献:
Cyclopentanoids from cyclopentadiene: Synthesis of (-)-methyl jasmonate and (+)-12-oxophytodienoic acid
Nokami, Junzo; et al, Natural Product Communications, 2013, 8(7), 919-923

合成路线:3 步

反应条件:
参考文献:
Cyclopentanoids from cyclopentadiene: Synthesis of (-)-methyl jasmonate and (+)-12-oxophytodienoic acid
Nokami, Junzo; et al, Natural Product Communications, 2013, 8(7), 919-923

合成路线:1 步

反应条件:
参考文献:
The allene oxide cyclase family of Arabidopsis thaliana - localization and cyclization
Schaller, Florian; et al, FEBS Journal, 2008, 275(10), 2428-2441

合成路线:3 步

反应条件:
参考文献:
Cycloalkenone synthesis via Lewis acid-catalyzed retro Diels-Alder reactions of norbornene derivatives: synthesis of 12-oxophytodienoic acid (12-oxoPDA)
Grieco, Paul A.; et al, Journal of Organic Chemistry, 1989, 54(26), 6008-10

合成路线:3 步

反应条件:
参考文献:
Efficient Total Synthesis of 12-oxo-PDA and OPC-8:0
Ainai, Takayuki; et al, Journal of Organic Chemistry, 2003, 68(20), 7825-7832

合成路线:3 步

反应条件:
参考文献:
Stereoselective synthesis of epi-jasmonic acid, tuberonic acid, and 12-oxo-PDA
Nonaka, Hisato; et al, Organic & Biomolecular Chemistry, 2010, 8(22), 5212-5223

合成路线:2 步

反应条件:
参考文献:
Efficient Total Synthesis of 12-oxo-PDA and OPC-8:0
Ainai, Takayuki; et al, Journal of Organic Chemistry, 2003, 68(20), 7825-7832

合成路线:1 步

反应条件:
参考文献:
Segmented Flow Processes to Overcome Hurdles of Whole-Cell Biocatalysis in the Presence of Organic Solvents
Adebar, Niklas; et al, Angewandte Chemie, 2021, 60(29), 15863-15869

合成路线:1 步

反应条件:
参考文献:
Preparative enzymatic solid phase synthesis of cis(+)-12-oxo-phytodienoic acid - physical interaction of AOS and AOC is not necessary
Zerbe, Philipp; et al, Phytochemistry (Elsevier), 2007, 68(2), 229-236

合成路线:2 步

反应条件:
参考文献:
Cycloalkenone synthesis via Lewis acid-catalyzed retro Diels-Alder reactions of norbornene derivatives: synthesis of 12-oxophytodienoic acid (12-oxoPDA)
Grieco, Paul A.; et al, Journal of Organic Chemistry, 1989, 54(26), 6008-10

合成路线:1 步

反应条件:
参考文献:
The allene oxide cyclase family of Arabidopsis thaliana - localization and cyclization
Schaller, Florian; et al, FEBS Journal, 2008, 275(10), 2428-2441

合成路线:2 步

反应条件:
参考文献:
Stereoselective synthesis of epi-jasmonic acid, tuberonic acid, and 12-oxo-PDA
Nonaka, Hisato; et al, Organic & Biomolecular Chemistry, 2010, 8(22), 5212-5223

合成路线:2 步

反应条件:
参考文献:
Controlled syntheses of 12-oxo-PDA and its 13-epimer
Kobayashi, Yuichi; et al, Tetrahedron Letters, 2002, 43(24), 4361-4364

合成路线:1 步

反应条件:
参考文献:
Efficient synthesis of (+)-cis-12-Oxo-phytodienoic acid by an in vitro enzymatic reaction
Kajiwara, Akiyuki; et al, Bioscience, 2012, 76(12), 2325-2328

合成路线:1 步

反应条件:
参考文献:
Cyclopentanoids from cyclopentadiene: Synthesis of (-)-methyl jasmonate and (+)-12-oxophytodienoic acid
Nokami, Junzo; et al, Natural Product Communications, 2013, 8(7), 919-923

合成路线:1 步

反应条件:
参考文献:
Cycloalkenone synthesis via Lewis acid-catalyzed retro Diels-Alder reactions of norbornene derivatives: synthesis of 12-oxophytodienoic acid (12-oxoPDA)
Grieco, Paul A.; et al, Journal of Organic Chemistry, 1989, 54(26), 6008-10

合成路线:2 步

反应条件:
参考文献:
A new synthesis route to enantiomerically pure jasmonoids
Ernst, Martin; et al, Angewandte Chemie, 2002, 41(21), 4054-4056

合成路线:1 步

参考文献:
UHPLC-MS/MS based target profiling of stress-induced phytohormones
Flokova, Kristyna; et al, Phytochemistry (Elsevier), 2014, 105, 147-157

合成路线:2 步

反应条件:
参考文献:
Segmented Flow Processes to Overcome Hurdles of Whole-Cell Biocatalysis in the Presence of Organic Solvents
Adebar, Niklas; et al, Angewandte Chemie, 2021, 60(29), 15863-15869

合成路线:3 步

反应条件:
参考文献:
Controlled syntheses of 12-oxo-PDA and its 13-epimer
Kobayashi, Yuichi; et al, Tetrahedron Letters, 2002, 43(24), 4361-4364

合成路线:1 步

反应条件:
参考文献:
Controlled syntheses of 12-oxo-PDA and its 13-epimer
Kobayashi, Yuichi; et al, Tetrahedron Letters, 2002, 43(24), 4361-4364

合成路线:1 步

反应条件:
参考文献:
Comparative transcriptome analysis reveals distinct gene expression profiles in Brachypodium distachyon infected by two fungal pathogens
Zhu, Gengrui; et al, BMC Plant Biology, 2021, 21(1),
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