Elemicin (BioDeep_00000008097)

 

Secondary id: BioDeep_00000851247, BioDeep_00000859518

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


4-(2-Ethyl-benzoimidazol-1-yl)-4-oxo-butyricacid

化学式: C12H16O3 (208.1099386)
中文名称: 榄香素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 6.13%

分子结构信息

SMILES: C=CCC1=CC(OC)=C(OC)C(OC)=C1
InChI: InChI=1S/C12H16O3/c1-5-6-9-7-10(13-2)12(15-4)11(8-9)14-3/h5,7-8H,1,6H2,2-4H3

描述信息

Elemicin is an olefinic compound.
Elemicin is a natural product found in Anemopsis californica, Asarum celsum, and other organisms with data available.
Constituent of Elemi oil and Myristica fragrans (nutmeg). Elemicin is found in many foods, some of which are nutmeg, carrot, parsley, and tarragon.
Elemicin is found in carrot. Elemicin is a constituent of Elemi oil and Myristica fragrans (nutmeg).
Elemicin is an orally active alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin has anti-influenza activities, antimicrobial, antioxidant, and antiviral activities. Elemicin and its reactive metabolite of 1′-Hydroxyelemicin can induce hepatotoxicity[1][2][3][4].
Elemicin is a alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin is one of the main components in aromatic food and has antimicrobial, antioxidant, and antiviral activities. Elemicin possesses genotoxicity and carcinogenicity[1].
Elemicin is a alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin is one of the main components in aromatic food and has antimicrobial, antioxidant, and antiviral activities. Elemicin possesses genotoxicity and carcinogenicity[1].

同义名列表

34 个代谢物同义名

4-(2-Ethyl-benzoimidazol-1-yl)-4-oxo-butyricacid; Benzene, 1,2,3-trimethoxy-5-(2-propenyl)- (9CI); 4-06-00-07478 (Beilstein Handbook Reference); BENZENE, 1,2,3-TRIMETHOXY-5-(2-PROPEN-1-YL)-; 1,2,3-Trimethoxy-5-(2-propenyl)benzene, 9CI; 1,2,3-Trimethoxy-5-allylbenzene (elemicin); 1,2,3-trimethoxy-5-(prop-2-en-1-yl)benzene; 5-(Prop-2-en-1-yl)-1,2,3-trimethoxybenzene; Benzene, 1,2,3-trimethoxy-5-(2-propenyl)-; Benzene, 5-(2-propenyl)-1,2,3-trimethoxy; 1,2,3-Trimethoxy-5-[2-propenyl]-benzene; 5-(PROP-2-ENYL)-1,2,3-TRIMETHOXYBENZENE; 1,2,3-Trimethoxy-5-(2-propenyl)-benzene; Benzene,2,3-trimethoxy-5-(2-propenyl)-; 1,2,3-trimethoxy-5-prop-2-enyl-benzene; 1,2,3-Trimethoxy-5-(2-propenyl)benzene; 1,2,3-trimethoxy-5-prop-2-enylbenzene; 1-(3,4,5-TRIMETHOXYPHENYL)-2-PROPENE; 3-(3,4,5-Trimethoxyphenyl)-1-propene; BENZENE, 5-ALLYL-1,2,3-TRIMETHOXY-; 5-allyl-1,2,3-trimethoxy-benzene; 4-allyl-1,2,6-trimethoxybenzene; 5-Allyl-1,2,3-trimethoxybenzene; 1-ALLYL-3,4,5-TRIMETHOXYBENZENE; 1,2,3-Trimethoxy-5-allylbenzene; 3,4, 5-Trimethoxyallylbenzene; 3,4,5-trimethoxyallyl benzene; 3,4,5-Trimethoxyallylbenzene; BPLQKQKXWHCZSS-UHFFFAOYSA-N; 3,5-Trimethoxyallylbenzene; 5-metoxy eugenol; AI3-20815; Elemicine; Elemicin



数据库引用编号

19 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)

132 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

  • Ly Thi Huong Nguyen, Nhi Phuc Khanh Nguyen, Khoa Nguyen Tran, Heung-Mook Shin, In-Jun Yang. Intranasal administration of the essential oil from Perillae Folium ameliorates social defeat stress-induced behavioral impairments in mice. Journal of ethnopharmacology. 2024 Jan; 324(?):117775. doi: 10.1016/j.jep.2024.117775. [PMID: 38224793]
  • Yi Zhang, Mufan Ji, Zhenyang Gu, Wenlong Pei, Jun Zhu, Qian Wu, Lei Li, Zhan Zhang. Elemicin exposure induced aberrant lipid metabolism via modulation of gut microbiota in mice. Toxicology. 2022 02; 467(?):153088. doi: 10.1016/j.tox.2021.153088. [PMID: 34979169]
  • Sascha K Manier, Lea Wagmann, Armin A Weber, Markus R Meyer. Abuse of nutmeg seeds: Detectable by means of liquid chromatography-mass spectrometry techniques?. Drug testing and analysis. 2021 Jul; 13(7):1440-1444. doi: 10.1002/dta.3027. [PMID: 33720530]
  • Dedieu Luc, Brunel Jean Michel, Lorenzi Vanina, Muselli Alain, Berti Liliane, Bolla Jean Michel. Antibacterial Mode of Action of the Daucus carota Essential Oil Active Compounds against Campylobacter jejuni and Efflux-Mediated Drug Resistance in Gram-Negative Bacteria. Molecules (Basel, Switzerland). 2020 Nov; 25(22):. doi: 10.3390/molecules25225448. [PMID: 33233754]
  • Merja A Neukamm, Hannes M Schwelm, Simon Vieser, Nadine Schiesel, Volker Auwärter. Detection of Nutmeg Abuse by Gas Chromatography-Mass Spectrometric Screening of Urine. Journal of analytical toxicology. 2020 Jan; 44(1):103-108. doi: 10.1093/jat/bkz054. [PMID: 31504590]
  • Qinghao Jin, Jin Woo Lee, Jun Gu Kim, Dongho Lee, Jin Tae Hong, Youngsoo Kim, Mi Kyeong Lee, Bang Yeon Hwang. Lignans from Saururus chinensis with Inhibitory Effects on Nitric Oxide Production. Journal of natural products. 2019 11; 82(11):3002-3009. doi: 10.1021/acs.jnatprod.9b00520. [PMID: 31642320]
  • Xiao-Nan Yang, Yi-Kun Wang, Xu Zhu, Xue-Rong Xiao, Man-Yun Dai, Ting Zhang, Yan Qu, Xiu-Wei Yang, Hong-Bo Qin, Frank J Gonzalez, Fei Li. Metabolic Activation of Elemicin Leads to the Inhibition of Stearoyl-CoA Desaturase 1. Chemical research in toxicology. 2019 10; 32(10):1965-1976. doi: 10.1021/acs.chemrestox.9b00112. [PMID: 31468958]
  • Yi-Kun Wang, Xiao-Nan Yang, Xu Zhu, Xue-Rong Xiao, Xiu-Wei Yang, Hong-Bo Qin, Frank J Gonzalez, Fei Li. Role of Metabolic Activation in Elemicin-Induced Cellular Toxicity. Journal of agricultural and food chemistry. 2019 Jul; 67(29):8243-8252. doi: 10.1021/acs.jafc.9b02137. [PMID: 31271289]
  • Emmanuelle Dorla, Anne Gauvin-Bialecki, Zoé Deuscher, Agathe Allibert, Isabelle Grondin, Jean-Philippe Deguine, Philippe Laurent. Insecticidal Activity of the Leaf Essential Oil of Peperomia borbonensis Miq. (Piperaceae) and Its Major Components against the Melon Fly Bactrocera cucurbitae (Diptera: Tephritidae). Chemistry & biodiversity. 2017 Jun; 14(6):. doi: 10.1002/cbdv.201600493. [PMID: 28273402]
  • Ana Carolina B C Rodrigues, Larissa M Bomfim, Sara P Neves, Leociley R A Menezes, Rosane B Dias, Milena B P Soares, Ana Paula N Prata, Clarissa A Gurgel Rocha, Emmanoel V Costa, Daniel P Bezerra. Antitumor Properties of the Essential Oil From the Leaves of Duguetia gardneriana. Planta medica. 2015 Jul; 81(10):798-803. doi: 10.1055/s-0035-1546130. [PMID: 26125546]
  • Kai Yang, Chun-Xue You, Cheng-Fang Wang, Ning Lei, Shan-Shan Guo, Zhu-Feng Geng, Shu-Shan Du, Ping Ma, Zhi-Wei Deng. Chemical Composition and Bioactivity of Essential Oil of Atalantia guillauminii against Three Species Stored Product Insects. Journal of oleo science. 2015; 64(10):1101-9. doi: 10.5650/jos.ess15135. [PMID: 26369599]
  • Zhibin Wang, Qiuhong Wang, Bingyou Yang, Jing Li, Chunjuan Yang, Yonghai Meng, Haixue Kuang. GC-MS method for determination and pharmacokinetic study of four phenylpropanoids in rat plasma after oral administration of the essential oil of Acorus tatarinowii Schott rhizomes. Journal of ethnopharmacology. 2014 Sep; 155(2):1134-40. doi: 10.1016/j.jep.2014.06.035. [PMID: 25046827]
  • Qiao-feng Wu, Wei Wang, Xiao-yan Dai, Zhi-yuan Wang, Zhen-hua Shen, Hua-zhong Ying, Chen-huan Yu. Chemical compositions and anti-influenza activities of essential oils from Mosla dianthera. Journal of ethnopharmacology. 2012 Jan; 139(2):668-71. doi: 10.1016/j.jep.2011.11.056. [PMID: 22193174]
  • Deepa Bisht, Anirban Pal, C S Chanotiya, Dhirendra Mishra, K N Pandey. Terpenoid composition and antifungal activity of three commercially important essential oils against Aspergillus flavus and Aspergillus niger. Natural product research. 2011 Dec; 25(20):1993-8. doi: 10.1080/14786419.2010.521926. [PMID: 21707253]
  • Maria Graça Miguel, Maria Dulce Antunes. Is propolis safe as an alternative medicine?. Journal of pharmacy & bioallied sciences. 2011 Oct; 3(4):479-95. doi: 10.4103/0975-7406.90101. [PMID: 22219581]
  • Joyce Kelly R da Silva, Eloisa Helena A Andrade, Massuo J Kato, Léa Maria M Carreira, Elsie F Guimarães, José Guilherme S Maia. Antioxidant capacity and larvicidal and antifungal activities of essential oils and extracts from Piper krukoffii. Natural product communications. 2011 Sep; 6(9):1361-6. doi: . [PMID: 21941916]
  • Blanca M Reyes, María Teresa Ramírez-Apan, Rubén A Toscano, Guillermo Delgado. Triterpenes from Garcia parviflora. Cytotoxic evaluation of natural and semisynthetic friedelanes. Journal of natural products. 2010 Nov; 73(11):1839-45. doi: 10.1021/np100440p. [PMID: 20958014]
  • Muchtaridi, Anas Subarnas, Anton Apriyantono, Resmi Mustarichie. Identification of compounds in the essential oil of nutmeg seeds (Myristica fragrans Houtt.) that inhibit locomotor activity in mice. International journal of molecular sciences. 2010 Nov; 11(11):4771-81. doi: 10.3390/ijms11114771. [PMID: 21151471]
  • Filippo Maggi, Cinzia Cecchini, Alberto Cresci, Maria M Coman, Bruno Tirillini, Gianni Sagratini, Fabrizio Papa. Chemical composition and antimicrobial activity of the essential oil from Ferula glauca L. (F. communis L. subsp. glauca) growing in Marche (central Italy). Fitoterapia. 2009 Jan; 80(1):68-72. doi: 10.1016/j.fitote.2008.10.001. [PMID: 18951959]
  • Ana Cristina Tavares, Maria José Gonçalves, Carlos Cavaleiro, Maria Teresa Cruz, Maria Celeste Lopes, Jorge Canhoto, Lígia Ribeiro Salgueiro. Essential oil of Daucus carota subsp. halophilus: composition, antifungal activity and cytotoxicity. Journal of ethnopharmacology. 2008 Sep; 119(1):129-34. doi: 10.1016/j.jep.2008.06.012. [PMID: 18606215]
  • Michiho Ito, Gisho Honda, Kongmany Sydara. Perilla frutescens var. frutescens in northern Laos. Journal of natural medicines. 2008 Apr; 62(2):251-8. doi: 10.1007/s11418-007-0213-0. [PMID: 18404336]
  • Andrea L Medina-Holguín, F Omar Holguín, Sandra Micheletto, Sondra Goehle, Julian A Simon, Mary A O'Connell. Chemotypic variation of essential oils in the medicinal plant, Anemopsis californica. Phytochemistry. 2008 Feb; 69(4):919-27. doi: 10.1016/j.phytochem.2007.11.006. [PMID: 18177907]
  • Xin Hang, Xiu-wei Yang. [GC-MS analysis of essential oil from nutmeg processed by different traditional methods]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Aug; 32(16):1669-75. doi: . [PMID: 18027665]
  • Jochen Beyer, Dorothea Ehlers, Hans H Maurer. Abuse of nutmeg (Myristica fragrans Houtt.): studies on the metabolism and the toxicologic detection of its ingredients elemicin, myristicin, and safrole in rat and human urine using gas chromatography/mass spectrometry. Therapeutic drug monitoring. 2006 Aug; 28(4):568-75. doi: 10.1097/00007691-200608000-00013. [PMID: 16885726]
  • Amy L Lane, Julia Kubanek. Structure-activity relationship of chemical defenses from the freshwater plant Micranthemum umbrosum. Phytochemistry. 2006 Jun; 67(12):1224-31. doi: 10.1016/j.phytochem.2006.05.007. [PMID: 16793072]
  • John D Parker, Dwight O Collins, Julia Kubanek, M Cameron Sullards, David Bostwick, Mark E Hay. Chemical defenses promote persistence of the aquatic plant Micranthemum umbrosum. Journal of chemical ecology. 2006 Apr; 32(4):815-33. doi: 10.1007/s10886-006-9038-7. [PMID: 16586032]
  • Andrea L Medina, Mary E Lucero, F Omar Holguin, Rick E Estell, Jeff J Posakony, Julian Simon, Mary A O'Connell. Composition and Antimicrobial Activity of Anemopsis californica leaf oil. Journal of agricultural and food chemistry. 2005 Nov; 53(22):8694-8. doi: 10.1021/jf0511244. [PMID: 16248573]
  • Tajuddin, Shamshad Ahmad, Abdul Latif, Iqbal Ahmad Qasmi, Kunwar Mohammad Yusuf Amin. An experimental study of sexual function improving effect of Myristica fragrans Houtt. (nutmeg). BMC complementary and alternative medicine. 2005 Jul; 5(?):16. doi: 10.1186/1472-6882-5-16. [PMID: 16033651]
  • Mitsuo Miyazawa, Go Kohno. Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test. Natural product research. 2005 Jan; 19(1):29-36. doi: 10.1080/14786410310001643858. [PMID: 15700642]
  • Tenji Konishi, Takao Konoshima, Akihiro Daikonya, Susumu Kitanaka. Neolignans from Piper futokadsura and their inhibition of nitric oxide production. Chemical & pharmaceutical bulletin. 2005 Jan; 53(1):121-4. doi: 10.1248/cpb.53.121. [PMID: 15635246]
  • M De Vincenzi, A De Vincenzi, M Silano. Constituents of aromatic plants: elemicin. Fitoterapia. 2004 Sep; 75(6):615-8. doi: 10.1016/j.fitote.2004.05.003. [PMID: 15351123]
  • El-Sayed S Mansour, Galal T Maatooq, Ashraf T Khalil, El-Sayed M Marwan, Amal A Sallam. Essential oil of Daucus glaber Forssk. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2004 May; 59(5-6):373-8. doi: 10.1515/znc-2004-5-615. [PMID: 18998404]
  • Lalith Jayasinghe, B M Mallika Kumarihamy, K H R Nishantha Jayarathna, N W M Gayathri Udishani, B M Ratnayake Bandara, Noriyuki Hara, Yoshinori Fujimoto. Antifungal constituents of the stem bark of Bridelia retusa. Phytochemistry. 2003 Feb; 62(4):637-41. doi: 10.1016/s0031-9422(02)00623-4. [PMID: 12560039]
  • Byeoung-Soo Park, Kwang-Geun Lee, Takayuki Shibamoto, Sung-Eun Lee, Gary R Takeoka. Antioxidant activity and characterization of volatile constituents of Taheebo (Tabebuia impetiginosa Martius ex DC). Journal of agricultural and food chemistry. 2003 Jan; 51(1):295-300. doi: 10.1021/jf020811h. [PMID: 12502424]
  • D Yang, R Yan, C Yang. [GS-MS analysis of essential oils from five species of Asarum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1997 Jul; 22(7):426-8, 448. doi: ". [PMID: 11038903]
  • C S Yang. [GC-MS analysis of volatile oils from Chinese Asarum species]. Zhong yao tong bao (Beijing, China : 1981). 1986 Jul; 11(7):39-43. doi: ". [PMID: 2948706]
  • E Solheim, R R Scheline. Metabolism of alkenebenzene derivatives in the rat. III. Elemicin and isoelemicin. Xenobiotica; the fate of foreign compounds in biological systems. 1980 May; 10(5):371-80. doi: 10.3109/00498258009033770. [PMID: 7415220]