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橙花酸

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橙花酸
IUPAC名
(2Z)-3,7-Dimethylocta-2,6-dienoic acid
(2Z)-3,7-二甲基辛-2,6-二烯酸
别名 3,7-二甲基-2,6-辛二烯酸
识别
CAS号 4613-38-1  checkY
PubChem 5275520
ChemSpider 4472008
SMILES
 
  • CC(=CCC/C(=C/C(=O)O)/C)C
InChI
 
  • 1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+
InChIKey ZHYZQXUYZJNEHD-VQHVLOKHSA-N
EINECS 202-058-4
性质
化学式 C10H16O2
摩尔质量 168.23 g·mol−1
相关物质
相关化合物 橙花醇
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

橙花酸(英语:nerolic acid,neric acid),别名(2Z)-3,7-二甲基辛-2,6-二烯酸,是一种不饱和羧酸,化学式:C10H16O2,为橙花醇的衍生物,是一种蜜蜂信息素。

生物分布

橙花酸是在蜜蜂奈氏腺英语Nasonov's gland中发现,连同香叶醇香叶酸柠檬醛橙花醇法尼醇类萜物质一起发现,并称为奈氏腺信息素。其中又属香叶醇、法尼醇和橙花酸占比最高[1][2][3]

橙花酸存在于在桃金娘科植物中[4][5]。如橙花酸是构成桃金娘科矾木属植物Myrcia Ovata的植物精油五种物质之一[4] 。同时也在另一种矾木属植物Myrcia lundiana中大量发现,其具有抗真菌活性,可抗茄类镰孢英语Fusarium solani菌和可可球二孢菌[5]

此外,橙花酸同时也是香茅草精油的主要成分,并相信其同样具有抗真菌活性 [6]

相关条目

参考文献

  1. ^ Winston, Mark L. The Biology of the Honey Bee. First Harvard University Press. 1987: 37. ISBN 978-0-674-07409-5. 
  2. ^ R Boch; DA Shearer. Identification of Nerolic and Geranic Acids in the Nassanoff Pheromone of the Honey Bee. Nature. April 18, 1964, 202 (4929): 320–321. Bibcode:1964Natur.202..320B. S2CID 4283000. doi:10.1038/202320a0. 
  3. ^ Free JB, Ferguson AW, Picket JA. Evalutation of Various Components of the Nasonov Pheromone used by clustering honeybees. Physiological Entomology. 1981, 6 (3): 263–268. S2CID 86732208. doi:10.1111/j.1365-3032.1981.tb00270.x. 
  4. ^ 4.0 4.1 White, Larissa Alves Secundo; Blank, Arie Fitzgerald; Gagliardi, Paulo Roberto; Arrigoni-Blank, Maria de Fátima; Nizio, Daniela Aparecida de Castro; Sampaio, Taís Santos; Alves, Mércia Freita; Almeida-Pereira, Camila Santos. In vitro antifungal activity of Myrcia ovata essential oils and their major compounds against pathogens of citrus, sweet potato, and coconut. Bioscience Journal. 2019-10-15, 35 (6): 1696. ISSN 1981-3163. S2CID 213523415. doi:10.14393/BJ-v35n6a2019-42425可免费查阅 (英语). 
  5. ^ 5.0 5.1 Alves, Mércia Freitas; Nizio, Daniela Aparecida de Castro; Sampaio, Taís Santos; Nascimento, Alberto Ferreira do; Brito, Fabiany de Andrade; Melo, Juliana Oliveira de; Arrigoni-Blank, Maria de Fátima; Gagliardi, Paulo Roberto; Machado, Samisia Maria Fernandes; Blank, Arie Fitzgerald. Myrcia lundiana Kiaersk native populations have different essential oil composition and antifungal activity against Lasiodiplodia theobromae. Industrial Crops and Products. 2016-07-01, 85: 268. ISSN 0926-6690. doi:10.1016/j.indcrop.2016.03.039 (英语). 
  6. ^ Sargenti, S. R.; Lanças, F. M. Supercritical fluid extraction ofCymbopogon citratus (DC.) Stapf. Chromatographia. 1997-09-01, 46 (5): 286. ISSN 1612-1112. S2CID 92933820. doi:10.1007/BF02496320 (英语).