1,2-Epoxy-p-menth-8-ene (BioDeep_00000006449)

 

Secondary id: BioDeep_00000638366, BioDeep_00000872535, BioDeep_00001871820, BioDeep_00001892203

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, 9ci

化学式: C10H16O (152.1201)
中文名称: (+)-柠檬烯氧化物,顺式和反式的混合物, 柠檬烯环氧化物, (+)-氧化柠檬烯, 柠檬烯氧化物, （+）-反式柠檬烯氧化物
谱图信息: 最多检出来源 Homo sapiens(plant) 26.26%

分子结构信息

SMILES: C=C(C)C1CCC2(C)OC2C1
InChI: InChI=1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3

描述信息

1,2-epoxy-p-menth-8-ene, also known as limonene-1,2-epoxide or 1,2-epoxylimonene, is a member of the class of compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 1,2-epoxy-p-menth-8-ene is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 1,2-epoxy-p-menth-8-ene is a green tasting compound found in lemon and wild celery, which makes 1,2-epoxy-p-menth-8-ene a potential biomarker for the consumption of these food products.
1,2-Epoxy-p-menth-8-ene is found in citrus. 1,2-Epoxy-p-menth-8-ene is isolated from oil of Cymbopogon species, orange (Citrus sinensis), Japanese pepper tree (Zanthoxylum piperitum) and other

同义名列表

26 个代谢物同义名

1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, 9ci; Limonene-1,2-epoxide, (1S-(1alpha,4alpha,6alpha))-isomer; Limonene-1,2-epoxide, (1R-(1alpha,4beta,6alpha))-isomer; 1-Methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane; 1-Methyl-4-(1-methylvinyl)-7-oxabicyclo(4.1.0)heptane; 4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane; Limonene-1,2-epoxide, trans-(+)-isomer; Limonene-1,2-epoxide, cis-(+)-isomer; (1S,2R,4R)-1,2-Epoxy-p-menth-8-ene; Limonene-1,2-epoxide, trans-isomer; Limonene-1,2-epoxide, cis-isomer; (4R)-limonene 1α,2α-epoxide; 1,2-Epoxy-p-menth-8-ene; Limonene 1,2-epoxide; Limonene-1,2-epoxide; (+)-limonene oxide; Limonene-1,2-oxide; Limonene 1,2-oxide; Limonene monoxide; 1,2-Epoxylimonene; Limonene epoxide; Limonene oxide; Limoxide; Limonene-1,2-epoxide; Limonene oxide; (+)-trans-Limonene oxide



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

PathBank(0)

PharmGKB(0)

7 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

  • Eliana B Souto, Aleksandra Zielinska, Selma B Souto, Alessandra Durazzo, Massimo Lucarini, Antonello Santini, Amélia M Silva, Atanas G Atanasov, Conrado Marques, Luciana N Andrade, Patricia Severino. (+)-Limonene 1,2-Epoxide-Loaded SLNs: Evaluation of Drug Release, Antioxidant Activity, and Cytotoxicity in an HaCaT Cell Line. International journal of molecular sciences. 2020 Feb; 21(4):. doi: 10.3390/ijms21041449. [PMID: 32093358]
  • Juan Carlos Romero-Benavides, Ana Lucía Ruano, Ronal Silva-Rivas, Paola Castillo-Veintimilla, Sara Vivanco-Jaramillo, Natalia Bailon-Moscoso. Medicinal plants used as anthelmintics: Ethnomedical, pharmacological, and phytochemical studies. European journal of medicinal chemistry. 2017 Mar; 129(?):209-217. doi: 10.1016/j.ejmech.2017.02.005. [PMID: 28231520]
  • Antonia Amanda Cardoso de Almeida, Rusbene Bruno Fonseca de Carvalho, Oskar Almeida Silva, Damião Pergentino de Sousa, Rivelilson Mendes de Freitas. Potential antioxidant and anxiolytic effects of (+)-limonene epoxide in mice after marble-burying test. Pharmacology, biochemistry, and behavior. 2014 Mar; 118(?):69-78. doi: 10.1016/j.pbb.2014.01.006. [PMID: 24463201]
  • Fan Tong, Joel R Coats. Quantitative structure-activity relationships of monoterpenoid binding activities to the housefly GABA receptor. Pest management science. 2012 Aug; 68(8):1122-9. doi: 10.1002/ps.3280. [PMID: 22461383]
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  • Jian-Wei Su, Ju-Ping Zeng, Xiao-Wei Qin, Feng Ge. Effect of needle damage on the release rate of Masson pine (Pinus massoniana) volatiles. Journal of plant research. 2009 Mar; 122(2):193-200. doi: 10.1007/s10265-008-0203-7. [PMID: 19067110]
  • 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]
  • Damião P de Sousa, Genival A S Júnior, Luciana N Andrade, Flávia R Calasans, Xirley P Nunes, José M Barbosa-Filho, Josemar S Batista. Structure and spasmolytic activity relationships of monoterpene analogues found in many aromatic plants. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2008 Nov; 63(11-12):808-12. doi: 10.1515/znc-2008-11-1205. [PMID: 19227827]
  • D Djordjevic, L Cercaci, J Alamed, D J McClements, E A Decker. Chemical and physical stability of protein and gum arabic-stabilized oil-in-water emulsions containing limonene. Journal of food science. 2008 Apr; 73(3):C167-72. doi: 10.1111/j.1750-3841.2007.00659.x. [PMID: 18387094]
  • Recep Kotan, Saban Kordali, Ahmet Cakir. Screening of antibacterial activities of twenty-one oxygenated monoterpenes. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2007 Jul; 62(7-8):507-13. doi: 10.1515/znc-2007-7-808. [PMID: 17913064]
  • Darinka Djordjevic, Luisito Cercaci, Jean Alamed, D Julian McClements, Eric A Decker. Chemical and physical stability of citral and limonene in sodium dodecyl sulfate-chitosan and gum arabic-stabilized oil-in-water emulsions. Journal of agricultural and food chemistry. 2007 May; 55(9):3585-91. doi: 10.1021/jf063472r. [PMID: 17419641]
  • Qingjun Wei, Koichi Harada, Shoko Ohmori, Keiko Minamoto, Changnian Wei, Atsushi Ueda. Toxicity study of the volatile constituents of Myoga utilizing acute dermal irritation assays and the Guinea-pig Maximization test. Journal of occupational health. 2006 Nov; 48(6):480-6. doi: 10.1539/joh.48.480. [PMID: 17179641]
  • Haibin He, Huaqin He, Wenxiong Lin, Xiangxu Chen, Xiaoli Jia, Jun Xiong, Lihua Shen, Yiyuan Liang. [Terpenoids in root exudates of different allelopathic rice varieties]. Ying yong sheng tai xue bao = The journal of applied ecology. 2005 Apr; 16(4):732-6. doi: . [PMID: 16011177]
  • Christopher M Byrne, Scott D Allen, Emil B Lobkovsky, Geoffrey W Coates. Alternating copolymerization of limonene oxide and carbon dioxide. Journal of the American Chemical Society. 2004 Sep; 126(37):11404-5. doi: 10.1021/ja0472580. [PMID: 15366863]
  • Haranath Kumar Vaddi, Paul Chi-Lui Ho, Yew Weng Chan, Sui Yung Chan. Oxide terpenes as human skin penetration enhancers of haloperidol from ethanol and propylene glycol and their modes of action on stratum corneum. Biological & pharmaceutical bulletin. 2003 Feb; 26(2):220-8. doi: 10.1248/bpb.26.220. [PMID: 12576684]
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  • S J Borghoff, A B Miller, J P Bowen, J A Swenberg. Characteristics of chemical binding to alpha 2u-globulin in vitro--evaluating structure-activity relationships. Toxicology and applied pharmacology. 1991 Feb; 107(2):228-38. doi: 10.1016/0041-008x(91)90205-s. [PMID: 1704644]
  • L D Lehman-McKeeman, M I Rivera-Torres, D Caudill. Lysosomal degradation of alpha 2u-globulin and alpha 2u-globulin-xenobiotic conjugates. Toxicology and applied pharmacology. 1990 May; 103(3):539-48. doi: 10.1016/0041-008x(90)90326-p. [PMID: 1692643]