alpha-Copaene (BioDeep_00000004160)

 

Secondary id: BioDeep_00001029049

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


TRICYCLO(4.4.0.02,7)DEC-3-ENE, 1,3-DIMETHYL-8-(1-METHYLETHYL)-, (1R,2S,6S,7S,8S)-

化学式: C15H24 (204.18779039999998)
中文名称: (-)-Alpha-蒎烯, ALPHA-蒎烯
谱图信息: 最多检出来源 Homo sapiens(feces) 83.33%

分子结构信息

SMILES: CC(C)[C@@H]1CC[C@@]2(C)[C@H]3CC=C(C)C2[C@@H]13
InChI: InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h5,9,11-14H,6-8H2,1-4H3

描述信息

alpha-Copaene, also known as aglaiene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. alpha-Copaene is possibly neutral. alpha-Copaene is a spice and woody tasting compound that can be found in several food items such as lime, mandarin orange (clementine, tangerine), safflower, and summer savoury, which makes alpha-copaene a potential biomarker for the consumption of these food products. alpha-Copaene can be found in feces and saliva.
Alpha-copaene, also known as copaene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Alpha-copaene is a spice and woody tasting compound and can be found in a number of food items such as lime, mandarin orange (clementine, tangerine), safflower, and summer savory, which makes alpha-copaene a potential biomarker for the consumption of these food products. Alpha-copaene can be found primarily in feces and saliva.
8-Isopropyl-1,3-dimethyltricyclo(4.4.0.02,7)dec-3-ene is a natural product found in Pinus sylvestris var. hamata, Asarum gusk, and other organisms with data available.

同义名列表

30 个代谢物同义名

TRICYCLO(4.4.0.02,7)DEC-3-ENE, 1,3-DIMETHYL-8-(1-METHYLETHYL)-, (1R,2S,6S,7S,8S)-; TRICYCLO(4.4.0.02,7)DEC-3-ENE, 8-ISOPROPYL-1,3-DIMETHYL-, (1R,2S,6S,7S,8S)-(-)-; Tricyclo(4.4.0.0(2,7))dec-3-ene, 1,3-dimethyl-8-(1-methylethyl)-, stereoisomer; (1R,2S,6S,7S,8S)-1,3-dimethyl-8-(propan-2-yl)tricyclo[4.4.0.0^{2,7}]dec-3-ene; (1R,2S,6S,7S,8S)-1,3-Dimethyl-8-(1-methylethyl)tricyclo[4.4.0.02,7]dec-3-ene; (1R,2S,6S,7S,8S)-(-)-8-Isopropyl-1,3-dimethyltricyclo[4.4.0.02,7]dec-3-ene; (1R,2S,6S,7S,8S)-(-)-8-ISOPROPYL-1,3-DIMETHYLTRICYCLO(4.4.0.02,7)DEC-3-ENE; (1R,2S,6S,7S,8S)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0^{2,7}]dec-3-ene; (1R,2S,6S,7S,8S)-1,3-Dimethyl-8-propan-2-yltricyclo[4.4.0.02,7]dec-3-ene; (1R,2S,7S,8S)-1,3-dimethyl-8-propan-2-yltricyclo[4.4.0.02,7]dec-3-ene; TRICYCLO(4.4.0.02,7)DEC-3-ENE, 8-ISOPROPYL-1,3-DIMETHYL-; 8-Isopropyl-1,3-dimethyltricyclo(4.4.0.02,7)dec-3-ene; 4FB740C8-9DD2-4B6A-A38A-AD843ADB56A5; (-)-.ALPHA.-COPAENE; (-)-alpha-Copaene; COPAENE, .ALPHA.-; UNII-0V56HXQ8N5; .alpha.-Copaene; alpha-Copanene; alpha-copaene; (-)-a-Copaene; (-)-α-Copaene; COPAENE [MI]; (-)-copaene; 0V56HXQ8N5; α-Copanene; α-Copaene; a-copaene; Aglaiene; Copaene



数据库引用编号

22 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)

671 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

  • Faizan Abul Qais, Mohammad Shavez Khan, Iqbal Ahmad, Fohad Mabood Husain, Mohammed Arshad, Altaf Khan, Mohd Adil. Modulation of quorum sensing and biofilm of Gram-negative bacterial pathogens by Cinnamomum zeylanicum L. Microscopy research and technique. 2023 Sep; ?(?):. doi: 10.1002/jemt.24410. [PMID: 37660303]
  • Lekshmi N Menon, P S Shameer, Jatindra Sarma, K B Rameshkumar. Profiles of volatile chemicals from the leaves of six Garcinia species from North East India. Natural product research. 2021 Jul; 35(13):2269-2273. doi: 10.1080/14786419.2019.1667349. [PMID: 31542951]
  • Mozaniel Santana de Oliveira, Jorddy Neves Cruz, Oberdan Oliveira Ferreira, Daniel Santiago Pereira, Natanael Santiago Pereira, Marcos Enê Chaves Oliveira, Giorgio Cristino Venturieri, Giselle Maria Skelding Pinheiro Guilhon, Antônio Pedro da Silva Souza Filho, Eloisa Helena de Aguiar Andrade. Chemical Composition of Volatile Compounds in Apis mellifera Propolis from the Northeast Region of Pará State, Brazil. Molecules (Basel, Switzerland). 2021 Jun; 26(11):. doi: 10.3390/molecules26113462. [PMID: 34200300]
  • Wen-Nee Tan, Zi-Hui Tan, Nurul Izzati Zulkifli, Nik Nur Syazni Nik Mohamed Kamal, Nur Amiera Syuhada Rozman, Woei-Yenn Tong, Chean-Ring Leong, Jun-Wei Lim. Sesquiterpenes rich essential oil from Garcinia celebica L. and its cytotoxic and antimicrobial activities. Natural product research. 2020 Dec; 34(23):3404-3408. doi: 10.1080/14786419.2019.1569012. [PMID: 30773054]
  • Bárbara E Souza, Marcelo H F Ottoni, Priscila G M de Alvarenga, Agnes Batista Meireles, João V W Silveira, Valéria Gomes Almeida, Michaelle G Dos Santos, Libardo Andrés González-Torres, Cristiane F Fuzer Grael, Gustavo Eustáquio Alvim Brito-Melo, Bethânia A Avelar-Freitas. Effect of essential oil from Ageratum fastigiatum on beta-integrin (CD18) expression on human lymphocytes stimulated with phorbol myristate acetate in vitro. Natural product research. 2020 Dec; 34(23):3409-3413. doi: 10.1080/14786419.2019.1569653. [PMID: 30758988]
  • Natasa Mohd Shakri, Wan Mohd Nuzul Hakimi Wan Salleh, Shamsul Khamis, Nor Azah Mohamad Ali. Chemical characterization of Goniothalamus macrophyllus and Goniothalamus malayanus leaves' essential oils. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2020 Nov; 75(11-12):485-488. doi: 10.1515/znc-2020-0090. [PMID: 32966236]
  • Wen Ding, Ning Liping, Huizi Xing, Zhiting Wei, Qian Zhoua, Ruihong Nong, Jianquan Chen. Essential oil extracted from leaf of Phoebe bournei (Hemsl.) yang: chemical constituents, antitumor, antibacterial, hypoglycemic activities. Natural product research. 2020 Sep; 34(17):2524-2527. doi: 10.1080/14786419.2018.1542393. [PMID: 30580602]
  • Nídia Cristiane Yoshida, Francis Paes Saffran, William Gustavo Lima, Talita Vilalva Freire, João Máximo de Siqueira, Walmir Silva Garcez. Chemical characterization and bioherbicidal potential of the essential oil from the leaves of Unonopsis guatterioides (A.DC.) R.E.Fr. (Annonaceae). Natural product research. 2019 Nov; 33(22):3312-3316. doi: 10.1080/14786419.2018.1472595. [PMID: 29741113]
  • Alline L B Dias, Hellen R F Batista, Elisângela B B Estevam, Cassia C F Alves, Moacir R Forim, Heloiza D Nicolella, Ricardo A Furtado, Denise C Tavares, Thayna S Silva, Carlos H G Martins, Mayker L D Miranda. Chemical composition and in vitro antibacterial and antiproliferative activities of the essential oil from the leaves of Psidium myrtoides O. Berg (Myrtaceae). Natural product research. 2019 Sep; 33(17):2566-2570. doi: 10.1080/14786419.2018.1457664. [PMID: 29611435]
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  • Ling Chuang, Chi-Hsiang Wen, Yi-Ru Lee, Yan-Liang Lin, Li-Ren Hsu, Sheng-Yang Wang, Fang-Hua Chu. Identification, Functional Characterization, and Seasonal Expression Patterns of Five Sesquiterpene Synthases in Liquidambar formosana. Journal of natural products. 2018 05; 81(5):1162-1172. doi: 10.1021/acs.jnatprod.7b00773. [PMID: 29746128]
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  • Paul E Kendra, David Owens, Wayne S Montgomery, Teresa I Narvaez, Gary R Bauchan, Elena Q Schnell, Nurhayat Tabanca, Daniel Carrillo. α-Copaene is an attractant, synergistic with quercivorol, for improved detection of Euwallacea nr. fornicatus (Coleoptera: Curculionidae: Scolytinae). PloS one. 2017; 12(6):e0179416. doi: 10.1371/journal.pone.0179416. [PMID: 28609448]
  • Paul E Kendra, Wayne S Montgomery, Elena Q Schnell, Mark A Deyrup, Nancy D Epsky. Efficacy of α-Copaene, Cubeb, and Eucalyptol Lures for Detection of Redbay Ambrosia Beetle (Coleoptera: Curculionidae: Scolytinae). Journal of economic entomology. 2016 12; 109(6):2428-2435. doi: 10.1093/jee/tow214. [PMID: 27986939]
  • Megumi Iwasa, Satoshi Nakaya, Yusuke Maki, Shinsuke Marumoto, Atsushi Usami, Mitsuo Miyazawa. Identification of Aroma-active Compounds in Essential Oil from Uncaria Hook by Gas Chromatography- Mass Spectrometry and Gas Chromatography-Olfactometry. Journal of oleo science. 2015; 64(8):825-33. doi: 10.5650/jos.ess15048. [PMID: 26179003]
  • Ignacio de Alfonso, Sandra Vacas, Jaime Primo. Role of α-copaene in the susceptibility of olive fruits to Bactrocera oleae (Rossi). Journal of agricultural and food chemistry. 2014 Dec; 62(49):11976-9. doi: 10.1021/jf504821a. [PMID: 25408316]
  • Clécio S Ramos, Marisi G Soares, Adalberto M da Silva, Luciane G Batista-Pereira, Arlene G Corrêa, Massuo J Kato. Electrophysiological responses of the Naupactus bipes beetle to essential oils from Piperaceae species. Natural product communications. 2012 Aug; 7(8):1103-6. doi: ". [PMID: 22978240]
  • Jianbo Lin, Jun Dou, Jiangling Xu, Haji Akber Aisa. Chemical composition, antimicrobial and antitumor activities of the essential oils and crude extracts of Euphorbia macrorrhiza. Molecules (Basel, Switzerland). 2012 May; 17(5):5030-9. doi: 10.3390/molecules17055030. [PMID: 22555293]
  • Thaise Mariá Tobal, Roberto da Silva, Eleni Gomes, Helena Maria André Bolini, Mauricio Boscolo. Evaluation of the use of Syzygium cumini fruit extract as an antioxidant additive in orange juice and its sensorial impact. International journal of food sciences and nutrition. 2012 May; 63(3):273-7. doi: 10.3109/09637486.2011.621412. [PMID: 21981004]
  • Nae Hyung Ryu, Kyung-Ran Park, Sung-Moo Kim, Hyung-Mun Yun, Dongwoo Nam, Seok-Geun Lee, Hyeung-Jin Jang, Kyoo Seok Ahn, Sung-Hoon Kim, Bum Sang Shim, Seung-Hoon Choi, Ashik Mosaddik, Somi K Cho, Kwang Seok Ahn. A hexane fraction of guava Leaves (Psidium guajava L.) induces anticancer activity by suppressing AKT/mammalian target of rapamycin/ribosomal p70 S6 kinase in human prostate cancer cells. Journal of medicinal food. 2012 Mar; 15(3):231-41. doi: 10.1089/jmf.2011.1701. [PMID: 22280146]
  • Adelene Ai Lian Song, Janna O Abdullah, Mohd Puad Abdullah, Norazizah Shafee, Raha A Rahim. Functional expression of an orchid fragrance gene in Lactococcus lactis. International journal of molecular sciences. 2012; 13(2):1582-1597. doi: 10.3390/ijms13021582. [PMID: 22408409]
  • Machindra J Chavan, Pravin S Wakte, Devanand B Shinde. Analgesic and anti-inflammatory activities of the sesquiterpene fraction from Annona reticulata L. bark. Natural product research. 2012; 26(16):1515-8. doi: 10.1080/14786419.2011.564583. [PMID: 22007723]
  • Naciye Erkan, Zhou Tao, H P Vasantha Rupasinghe, Burcu Uysal, Birsen S Oksal. Antibacterial activities of essential oils extracted from leaves of Murraya koenigii by solvent-free microwave extraction and hydro-distillation. Natural product communications. 2012 Jan; 7(1):121-4. doi: . [PMID: 22428264]
  • Xiaoqiang Chen, Ying Zhang, Yuangang Zu, Lei Yang. Chemical composition and antioxidant activity of the essential oil of Schisandra chinensis fruits. Natural product research. 2012; 26(9):842-9. doi: 10.1080/14786419.2011.558016. [PMID: 21981283]
  • Wayne L Morris, Laurence J M Ducreux, Tom Shepherd, Efraim Lewinsohn, Rachel Davidovich-Rikanati, Yaron Sitrit, Mark A Taylor. Utilisation of the MVA pathway to produce elevated levels of the sesquiterpene α-copaene in potato tubers. Phytochemistry. 2011 Dec; 72(18):2288-93. doi: 10.1016/j.phytochem.2011.08.023. [PMID: 21911234]
  • Asokan Bagavan, Abdul Abdul Rahuman, Chinnaperumal Kamaraj, Gandhi Elango, Abdul Abduz Zahir, Chidambaram Jayaseelan, Thirunavukkarasu Santhoshkumar, Sampath Marimuthu. Contact and fumigant toxicity of hexane flower bud extract of Syzygium aromaticum and its compounds against Pediculus humanus capitis (Phthiraptera: Pediculidae). Parasitology research. 2011 Nov; 109(5):1329-40. doi: 10.1007/s00436-011-2425-1. [PMID: 21541752]
  • Yanqin Yang, Yanmeng Xiao, Baofeng Liu, Xuexun Fang, Wei Yang, Jingwei Xu. Comparison of headspace solid-phase microextraction with conventional extraction for the analysis of the volatile components in Melia azedarach. Talanta. 2011 Oct; 86(?):356-61. doi: 10.1016/j.talanta.2011.09.028. [PMID: 22063551]
  • Detlef Ulrich, Tobias Bruchmüller, Hans Krüger, Frank Marthe. Sensory characteristics and volatile profiles of parsley ( Petroselinum crispum [Mill.] Nym.) in correlation to resistance properties against Septoria Blight ( Septoria petroselini ). Journal of agricultural and food chemistry. 2011 Oct; 59(19):10651-6. doi: 10.1021/jf202120d. [PMID: 21834559]
  • 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]
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  • Fabrice Fekam Boyom, Vincent Ngouana, Eugenie Aimée Madiesse Kemgne, Paul Henri Amvam Zollo, Chantal Menut, Jean Marie Bessiere, Jiri Gut, Philip Jon Rosenthal. Antiplasmodial volatile extracts from Cleistopholis patens Engler & Diels and Uvariastrum pierreanum Engl. (Engl. & Diels) (Annonaceae) growing in Cameroon. Parasitology research. 2011 May; 108(5):1211-7. doi: 10.1007/s00436-010-2165-7. [PMID: 21107862]
  • Jerome Niogret, Wayne S Montgomery, Paul E Kendra, Robert R Heath, Nancy D Epsky. Attraction and electroantennogram responses of male Mediterranean fruit fly to volatile chemicals from Persea, Litchi and Ficus wood. Journal of chemical ecology. 2011 May; 37(5):483-91. doi: 10.1007/s10886-011-9953-0. [PMID: 21526361]
  • Cristine Kobayashi, Tiago Oselame Fontanive, Barbara Grade Enzweiler, Laura Renata de Bona, Thalita Massoni, Miriam Anders Apel, Amélia Teresinha Henriques, Marc François Richter, Patrícia Ardenghi, Edna Sayuri Suyenaga. Pharmacological evaluation of Copaifera multijuga oil in rats. Pharmaceutical biology. 2011 Mar; 49(3):306-13. doi: 10.3109/13880209.2010.515595. [PMID: 21323483]
  • Ill-Min Chung, Hyung-In Moon. Composition and immunotoxicity activity of essential oils from Lindera obtusiloba Blume against Aedes aegypti L. Immunopharmacology and immunotoxicology. 2011 Mar; 33(1):146-9. doi: 10.3109/08923973.2010.487871. [PMID: 20477554]
  • Imen Ben ElHadj Ali, Yosr Zaouali, Afef Bejaoui, Mohamed Boussaid. Variation of the chemical composition of essential oils in Tunisian populations of Thymus algeriensis Boiss. et Reut. (Lamiaceae) and implication for conservation. Chemistry & biodiversity. 2010 May; 7(5):1276-89. doi: 10.1002/cbdv.200900248. [PMID: 20491083]
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  • José G Sena Filho, Haroudo S Xavier, José M Barbosa Filho, Jennifer M Duringer. A chemical marker proposal for the Lantana genus: composition of the essential oils from the leaves of Lantana radula and L. canescens. Natural product communications. 2010 Apr; 5(4):635-40. doi: . [PMID: 20433088]
  • Ling Chai, Chao-Zhan Lin, Chen-Chen Zhu, Zhong-Xiang Zhao, Cui-Xian Zhang. [Analysis of the chemical constituents of essential oil from the leaves of Callicarpa integerrima]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Mar; 33(3):382-5. doi: . [PMID: 20681304]
  • Arunee Apichartsrangkoon, Pronprapa Wongfhun, Michael H Gordon. Flavor characterization of sugar-added pennywort (Centella asiatica L.) juices treated with ultra-high pressure and thermal processes. Journal of food science. 2009 Nov; 74(9):C643-6. doi: 10.1111/j.1750-3841.2009.01358.x. [PMID: 20492095]
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  • Jin-Ling Dang, Xiao-Bo Yang, Yun-Feng Huang, Fan Ye, Tao Luo, Si-Li Chen, Bin Liu, Yun-Feng Bai. [GC-MS analysis on the chemical constituents of essential oil from bark of Horsfieldia hainanensis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 May; 32(5):714-6. doi: ". [PMID: 19771845]
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