beta-Cedrene (BioDeep_00000227631)

   

human metabolite Volatile Flavor Compounds


代谢物信息卡片


(1S,2R,5S,7S)-2,6,6-trimethyl-8-methylidenetricyclo[5.3.1.0^{1,5}]undecane

化学式: C15H24 (204.18779039999998)
中文名称: B-柏木烯, β-柏木烯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CCC2C13CCC(=C)C(C3)C2(C)C
InChI: InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h11-13H,1,5-9H2,2-4H3/t11-,12+,13+,15+/m1/s1

描述信息

α-Cedrene also known as Cedrene, belongs to the class of organic compounds known as cedrane and isocedrane sesquiterpenoids. These are sesquiterpenoids with a structure based on the cedrane or the isocedrane skeleton. Isocedrane is a rearranged cedrane arising from the migration of a methyl group from the position 6 to the position 4. Sesquiterpenoides are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. α-Cedrene is a tricyclic molecule based on a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. α-Cedrene is a naturally occurring tricyclic sesquiterpene found in the essential oil of cedar. There are two known cedrene isomers, namely α- and β-cedrene, which differ in the position of a double bond.
Beta-cedrene, also known as β-cedrene or cedrone, is a member of the class of compounds known as cedrane and isocedrane sesquiterpenoids. Cedrane and isocedrane sesquiterpenoids are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position. Beta-cedrene can be found in sweet basil, which makes beta-cedrene a potential biomarker for the consumption of this food product.

同义名列表

8 个代谢物同义名

(1S,2R,5S,7S)-2,6,6-trimethyl-8-methylidenetricyclo[5.3.1.0^{1,5}]undecane; alpha-Cedrene; beta-cedrene; b-Cedrene; Β-cedrene; cedrone; cedrene; beta-Cedrene



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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20 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

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  • Li Bai, Mei-Ling Jiao, Hong-Yuan Zang, Shan-Shan Guo, Yang Wang, Yu-Li Sang, Shu-Shan Du. Chemical composition of essential oils from four Rhododendron species and their repellent activity against three stored-product insects. Environmental science and pollution research international. 2019 Aug; 26(22):23198-23205. doi: 10.1007/s11356-019-05577-1. [PMID: 31201707]
  • Yuan Yuan, Ye Sun, Yanchun Zhao, Chungui Liu, Xiulan Chen, Fengtong Li, Jianzhong Bao. Identification of Floral Scent Profiles in Bearded Irises. Molecules (Basel, Switzerland). 2019 May; 24(9):. doi: 10.3390/molecules24091773. [PMID: 31067789]
  • Tao Tong, Rina Yu, Taesun Park. α-Cedrene protects rodents from high-fat diet-induced adiposity via adenylyl cyclase 3. International journal of obesity (2005). 2019 01; 43(1):202-216. doi: 10.1038/s41366-018-0176-0. [PMID: 30568259]
  • Tao Tong, Jinju Park, Cheil Moon, Taesun Park. Regulation of Adipogenesis and Thermogenesis through Mouse Olfactory Receptor 23 Stimulated by α-Cedrene in 3T3-L1 Cells. Nutrients. 2018 Nov; 10(11):. doi: 10.3390/nu10111781. [PMID: 30453511]
  • Tao Tong, Sang Eun Ryu, Yeojin Min, Claire A de March, Caroline Bushdid, Jérôme Golebiowski, Cheil Moon, Taesun Park. Olfactory receptor 10J5 responding to α-cedrene regulates hepatic steatosis via the cAMP-PKA pathway. Scientific reports. 2017 08; 7(1):9471. doi: 10.1038/s41598-017-10379-x. [PMID: 28842679]
  • Tae Hwan Kim, Sun Dong Yoo, Hye Suk Lee, Kyoung Mee Lee, Su Hyun Seok, Min Gi Kim, Byung Hwa Jung, Min Gyu Kim, Beom Soo Shin. In vivo absorption and disposition of α-cedrene, a sesquiterpene constituent of cedarwood oil, in female and male rats. Drug metabolism and pharmacokinetics. 2015 Apr; 30(2):168-73. doi: 10.1016/j.dmpk.2014.12.003. [PMID: 25857232]
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  • Joo Yeon Hong, Byung Ho Lee, Tae Hwan Kim, Jongki Hong, Kyoung Mee Lee, Sun Dong Yoo, Hye Suk Lee. GC-MS/MS method for the quantification of α-cedrene in rat plasma and its pharmacokinetic application. Journal of separation science. 2013 Nov; 36(21-22):3558-62. doi: 10.1002/jssc.201300828. [PMID: 23996797]
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