Alpha-Pinene-oxide (BioDeep_00000002967)

 

Secondary id: BioDeep_00000638393, BioDeep_00001871846

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


2,7,7-Trimethyl-3-oxatricyclo[4.1.1.0(2,4)]octane

化学式: C10H16O (152.12010859999998)
中文名称: alpha-环氧蒎烷, α-氧化蒎烯
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.27%

分子结构信息

SMILES: C1([C@H]2C[C@@H]3O[C@@]3([C@@H]1C2)C)(C)C
InChI: InChI=1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3

描述信息

Alpha-pinene oxide is cheap monoterpene, which is important compound for the fragnance industry. Biocatalytic method is used to convert monoterpenes into terpenoids. The biotransformation of alpha-pinene oxide using resting cells of Pseudomonas fluorescens NCIMB 11671 produces isonovalal (cis-2-methyl-5-isopropylhexa-2,5-dienal), which is a fragrance. However, this biotransformation has technical problems including the following: alpha-pinene oxide undergoes autoxidation in water and light; it is hydrophobic and relatively toxic to the biocatalyst; and it suffers from product inhibition. the influence of other terpene byproducts on the flux of alpha-pinene oxide was investigated and found to decrease the flux into the organic phase by up to 10\\%. (PMID: 16321051) [HMDB]
Alpha-pinene oxide is cheap monoterpene, which is important compound for the fragnance industry. Biocatalytic method is used to convert monoterpenes into terpenoids. The biotransformation of alpha-pinene oxide using resting cells of Pseudomonas fluorescens NCIMB 11671 produces isonovalal (cis-2-methyl-5-isopropylhexa-2,5-dienal), which is a fragrance. However, this biotransformation has technical problems including the following: alpha-pinene oxide undergoes autoxidation in water and light; it is hydrophobic and relatively toxic to the biocatalyst; and it suffers from product inhibition. the influence of other terpene byproducts on the flux of alpha-pinene oxide was investigated and found to decrease the flux into the organic phase by up to 10\\%. (PMID: 16321051).

同义名列表

19 个代谢物同义名

2,7,7-Trimethyl-3-oxatricyclo[4.1.1.0(2,4)]octane; 3-Oxatricyclo[4.1.1.02,4]octane,2,7,7-trimethyl-; 2,7,7-trimethyl-3-oxatricyclo[4.1.1.0²,⁴]octane; alpha-Pinene 2,3-oxide; α-Pinene-oxide; alpha-Pinene epoxide; alpha-Pinane oxide; alpha-Pinene-oxide; alpha-Pinene oxide; Α-pinene epoxide; a-Pinene epoxide; 2,3-Epoxy-pinane; 2,3-Epoxypinane; a-Pinene oxide; 2-Pinene oxide; Α-pinene-oxide; α-Pinene oxide; a-Pinene-oxide; Pinene oxide



数据库引用编号

18 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。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

3 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

  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Fatma Zohra Rahali, Myriam Lamine, Mahmoud Gargouri, Iness Bettaieb Rebey, Majdi Hammami, Ibtissem Hamrouni Sellami. Metabolite profiles of essential oils and molecular markers analysis to explore the biodiversity of Ferula communis: Towards conservation of the endemic giant fennel. Phytochemistry. 2016 Apr; 124(?):58-67. doi: 10.1016/j.phytochem.2016.01.012. [PMID: 26826740]
  • Jeferson S Santana, Patricia Sartorelli, Rafael C Guadagnin, Alisson L Matsuo, Carlos R Figueiredo, Marisi G Soares, Adalberto M da Silva, João Henrique G Lago. Essential oils from Schinus terebinthifolius leaves - chemical composition and in vitro cytotoxicity evaluation. Pharmaceutical biology. 2012 Oct; 50(10):1248-53. doi: 10.3109/13880209.2012.666880. [PMID: 22870865]
  • J L Bicas, P Fontanille, G M Pastore, C Larroche. Characterization of monoterpene biotransformation in two pseudomonads. Journal of applied microbiology. 2008 Dec; 105(6):1991-2001. doi: 10.1111/j.1365-2672.2008.03923.x. [PMID: 19120646]