Valencene (BioDeep_00000000969)

 

Secondary id: BioDeep_00000872588

human metabolite PANOMIX_OTCML-2023 Endogenous natural product Volatile Flavor Compounds


代谢物信息卡片


NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-

化学式: C15H24 (204.18779039999998)
中文名称: 巴伦西亚橘烯, (+)-瓦伦亚烯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 50.77%

分子结构信息

SMILES: C=C(C)C1CCC2=CCCC(C)C2(C)C1
InChI: InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3

描述信息

(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin.
Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available.
Valencene is found in citrus. Valencene is a constituent of orange oil
Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].

同义名列表

41 个代谢物同义名

NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-; Naphthalene, 1,2,3,5,6,7,8,8A-octahydro-1,8A-dimethyl-7-(1-methylethenyl)-, (1R-(1alpha,7beta,8aalpha))-; 1,2,3,5,6,7,8,8a-Octahydro-1,8A-dimethyl-7-(1-methylethenyl)naphthalene, (1R-(1alpha,7beta,8aalpha))-; (1R-(1alpha,7beta,8alpha))-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalene; Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-; (3R,4aS,5R)-4a,5-dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene; (3R,4aS,5R)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene; (3R,4aS,5R)-4a,5-Dimethyl-3-isopropenyl-1,2,3,4,4a,5,6,7-octahydronaphthalene; 4a,5-dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene; 4alpha,10alpha-Dimethyl-6beta-isopropyl-.DELTA.1,9-octalin; 4alpha,10alpha-Dimethyl-6beta-isopropyl-delta1,9-octalin; 1-(4-(Pyrrolidin-1-yl)but-2-ynyl)pyrrolidin-2-one; 1-(4-(1-Pyrrolidinyl)-2-butynyl)-2-pyrrolidinone; 1-[4-(1-Pyrrolidinyl)-2-butynyl]-2-pyrrolidinone; 4.beta.H,5.alpha.-Eremophila-1(10),11-diene; 4beta H,5alpha -Eremophila-1(10),11-diene; 2-Oxopyrrolidino-1-pyrrolidino-4-butyne; 4Betah,5alpha-eremophila-1(10),11-diene; ent-7betaH-eremophila-10(1),11-diene; (+)-Valencene, analytical standard; (+)-Valencene, technical, >=70\\%; Oxotremorine sesquifumarate salt; QEBNYNLSCGVZOH-NFAWXSAZSA-N; Valencene, natural, >=65\\%; (+)-Valencene, tech grade; Valencene (natural); (A+/-)-valencene; VALENCENE [FHFI]; VALENCENE [INCI]; UNII-96H21P91IG; oxo-Tremorine; (+)-Valencene; Oxotremorine; Oxytremorine; Valencene 85; Tox21_302397; Oxotremorin; 96H21P91IG; Valencene; Valencen; (+)-Valencene



数据库引用编号

24 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

113 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(112)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

276 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

  • Lingling Ma, Tao Wu, Peiling Liu, Dongying Chen, Shengliang Cai, Hefeng Chen, Jingtao Zhou, Chaoyi Zhu, Shuang Li. Green Production of a High-value Mosquito Insecticide of Nootkatone from Seaweed Hydrolysates. Journal of agricultural and food chemistry. 2023 Dec; 71(48):18919-18927. doi: 10.1021/acs.jafc.3c06708. [PMID: 37991146]
  • Xiaomin Deng, Ziling Ye, Jingyu Duan, Fangfang Chen, Yao Zhi, Man Huang, Minjian Huang, Weijia Cheng, Yujie Dou, Zhaolin Kuang, Yanglei Huang, Guangkai Bian, Zixin Deng, Tiangang Liu, Li Lu. Complete pathway elucidation and heterologous reconstitution of (+)-nootkatone biosynthesis from Alpinia oxyphylla. The New phytologist. 2023 Nov; ?(?):. doi: 10.1111/nph.19375. [PMID: 37933426]
  • Chunyang Cao, Haiyan Zhang, Xuan Cao, Sijia Kong, Beiwei Zhu, Xinping Lin, Yongjin J Zhou. Construction and Optimization of Nonclassical Isoprenoid Biosynthetic Pathways in Yeast Peroxisomes for (+)-Valencene Production. Journal of agricultural and food chemistry. 2023 Jul; ?(?):. doi: 10.1021/acs.jafc.3c02932. [PMID: 37437260]
  • Fapetu Kemi Busayo, Jin-Ling Yang, Xu-Po Ding, Ya-Li Wang, Cui-Juan Gai, Fei Wu, Hao-Fu Dai, Wen-Li Mei, Hui-Qin Chen. Identification of volatile compounds and their bioactivities from unpolar fraction of Alpinia oxyphylla Miq. and mining key genes of nootkatone biosynthesis. Natural product research. 2023 Jun; ?(?):1-6. doi: 10.1080/14786419.2023.2220063. [PMID: 37278024]
  • Lindaiane B R Dantas, Isabel S Alcântara, Cícero Pedro S Júnior, Maria Rayane C de Oliveira, Anita O B P B Martins, Ticiano M Dantas, Jaime Ribeiro-Filho, Henrique Douglas M Coutinho, Fabíolla R S Passos, Lucindo J Quintans-Júnior, Jackson Roberto G S Almeida, Natália Cruz-Martins, Bonglee Kim, Irwin Rose Alencar de Menezes. In vivo and in silico anti-inflammatory properties of the sesquiterpene valencene. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Sep; 153(?):113478. doi: 10.1016/j.biopha.2022.113478. [PMID: 36076580]
  • Yuqin Gou, Fangyuan Zhang, Yueli Tang, Chunxue Jiang, Ge Bai, He Xie, Min Chen, Zhihua Liao. Engineering Nootkatone Biosynthesis in Artemisia annua. ACS synthetic biology. 2021 05; 10(5):957-963. doi: 10.1021/acssynbio.1c00016. [PMID: 33973783]
  • Haipeng Zhang, Huan Wen, Jiajing Chen, Zhaoxin Peng, Meiyan Shi, Mengjun Chen, Ziyu Yuan, Yuan Liu, Hongyan Zhang, Juan Xu. Volatile Compounds in Fruit Peels as Novel Biomarkers for the Identification of Four Citrus Species. Molecules (Basel, Switzerland). 2019 Dec; 24(24):. doi: 10.3390/molecules24244550. [PMID: 31842378]
  • Qibin Yu, Ming Huang, Hongge Jia, Yuan Yu, Anne Plotto, Elizabeth A Baldwin, Jinhe Bai, Nian Wang, Frederick G Gmitter. Deficiency of valencene in mandarin hybrids is associated with a deletion in the promoter region of the valencene synthase gene. BMC plant biology. 2019 Mar; 19(1):101. doi: 10.1186/s12870-019-1701-6. [PMID: 30866831]
  • Ana E T Alcoba, Daiana C de Melo, Priscila M de Andrade, Herbert J Dias, Mariana C Pagotti, Lizandra G Magalhães, Walnir G F Júnior, Antônio E M Crotti, Mayker L D Miranda. Chemical composition and in vitro antileishmanial and cytotoxic activities of the essential oils of Ocotea dispersa (Nees) Mez and Ocotea odorifera (Vell) Rohwer (Lauraceae). Natural product research. 2018 Dec; 32(23):2865-2868. doi: 10.1080/14786419.2017.1385007. [PMID: 29022353]
  • Rungarun Tisgratog, Chutipong Sukkanon, John P Grieco, Unchalee Sanguanpong, Kamlesh R Chauhan, Joel R Coats, Theeraphap Chareonviriyaphap. Evaluation of the Constituents of Vetiver Oil Against Anopheles minimus (Diptera: Culicidae), a Malaria Vector in Thailand. Journal of medical entomology. 2018 01; 55(1):193-199. doi: 10.1093/jme/tjx188. [PMID: 29029183]
  • Cassandra Federman, Christopher Ma, Debabrata Biswas. Major components of orange oil inhibit Staphylococcus aureus growth and biofilm formation, and alter its virulence factors. Journal of medical microbiology. 2016 Jul; 65(7):688-695. doi: 10.1099/jmm.0.000286. [PMID: 27259704]
  • Shu-Ling Shen, Xue-Ren Yin, Bo Zhang, Xiu-Lan Xie, Qian Jiang, Donald Grierson, Kun-Song Chen. CitAP2.10 activation of the terpene synthase CsTPS1 is associated with the synthesis of (+)-valencene in 'Newhall' orange. Journal of experimental botany. 2016 07; 67(14):4105-15. doi: 10.1093/jxb/erw189. [PMID: 27194737]
  • Katarina Cankar, Esmer Jongedijk, Martin Klompmaker, Timotej Majdic, Roland Mumm, Harro Bouwmeester, Dirk Bosch, Jules Beekwilder. (+)-Valencene production in Nicotiana benthamiana is increased by down-regulation of competing pathways. Biotechnology journal. 2015 Jan; 10(1):180-9. doi: 10.1002/biot.201400288. [PMID: 25159317]
  • Robin-Hagen Leonhardt, Ralf G Berger. Nootkatone. Advances in biochemical engineering/biotechnology. 2015; 148(?):391-404. doi: 10.1007/10_2014_279. [PMID: 25326849]
  • Kamala Jayanthi Pagadala Damodaram, Vivek Kempraj, Ravindra Mahadappa Aurade, Sowmya Bandhisara Rajasekhar, Ravindra Kothapalli Venkataramanappa, Bakthavatsalam Nandagopal, Abraham Verghese. Centuries of domestication has not impaired oviposition site-selection function in the silkmoth, Bombyx mori. Scientific reports. 2014 Dec; 4(?):7472. doi: 10.1038/srep07472. [PMID: 25503440]
  • Jonas Frohwitter, Sabine A E Heider, Petra Peters-Wendisch, Jules Beekwilder, Volker F Wendisch. Production of the sesquiterpene (+)-valencene by metabolically engineered Corynebacterium glutamicum. Journal of biotechnology. 2014 Dec; 191(?):205-13. doi: 10.1016/j.jbiotec.2014.05.032. [PMID: 24910970]
  • Jules Beekwilder, Adèle van Houwelingen, Katarina Cankar, Aalt D J van Dijk, René M de Jong, Geert Stoopen, Harro Bouwmeester, Jihane Achkar, Theo Sonke, Dirk Bosch. Valencene synthase from the heartwood of Nootka cypress (Callitropsis nootkatensis) for biotechnological production of valencene. Plant biotechnology journal. 2014 Feb; 12(2):174-82. doi: 10.1111/pbi.12124. [PMID: 24112147]
  • Kehai Liu, Qiulin Chen, Yanjun Liu, Xiaoyan Zhou, Xichang Wang. Isolation and biological activities of decanal, linalool, valencene, and octanal from sweet orange oil. Journal of food science. 2012 Nov; 77(11):C1156-61. doi: 10.1111/j.1750-3841.2012.02924.x. [PMID: 23106968]
  • Selvaraju Kanagarajan, Saraladevi Muthusamy, Anna Gliszczyńska, Anneli Lundgren, Peter E Brodelius. Functional expression and characterization of sesquiterpene synthases from Artemisia annua L. using transient expression system in Nicotiana benthamiana. Plant cell reports. 2012 Jul; 31(7):1309-19. doi: 10.1007/s00299-012-1250-z. [PMID: 22565787]
  • P A Olounladé, E V B Azando, M S Hounzangbé-Adoté, T B Tam Ha, E Leroy, C Moulis, N Fabre, J F Magnaval, H Hoste, A Valentin. In vitro anthelmintic activity of the essential oils of Zanthoxylum zanthoxyloides and Newbouldia laevis against Strongyloides ratti. Parasitology research. 2012 Apr; 110(4):1427-33. doi: 10.1007/s00436-011-2645-4. [PMID: 21960378]
  • Keqin Yu, Qiang Xu, Xinlei Da, Fei Guo, Yuduan Ding, Xiuxin Deng. Transcriptome changes during fruit development and ripening of sweet orange (Citrus sinensis). BMC genomics. 2012 Jan; 13(?):10. doi: 10.1186/1471-2164-13-10. [PMID: 22230690]
  • Trinh-Don Nguyen, Gillian MacNevin, Dae-Kyun Ro. De novo synthesis of high-value plant sesquiterpenoids in yeast. Methods in enzymology. 2012; 517(?):261-78. doi: 10.1016/b978-0-12-404634-4.00013-9. [PMID: 23084943]
  • Mokhtar Guerfel, Mohamed Ben Mansour, Youssef Ouni, Flamini Guido, Dalenda Boujnah, Mokhtar Zarrouk. Triacylglycerols composition and volatile compounds of virgin olive oil from Chemlali cultivar: comparison among different planting densities. TheScientificWorldJournal. 2012; 2012(?):354019. doi: 10.1100/2012/354019. [PMID: 22629139]
  • Petra M Bleeker, Eleni A Spyropoulou, Paul J Diergaarde, Hanne Volpin, Michiel T J De Both, Philipp Zerbe, Joerg Bohlmann, Vasiliki Falara, Yuki Matsuba, Eran Pichersky, Michel A Haring, Robert C Schuurink. RNA-seq discovery, functional characterization, and comparison of sesquiterpene synthases from Solanum lycopersicum and Solanum habrochaites trichomes. Plant molecular biology. 2011 Nov; 77(4-5):323-36. doi: 10.1007/s11103-011-9813-x. [PMID: 21818683]
  • Konstantin Tsoyi, Hwa Jin Jang, Young Soo Lee, Young Min Kim, Hye Jung Kim, Han Geuk Seo, Jae Heun Lee, Jong Hwan Kwak, Dong-Ung Lee, Ki Churl Chang. (+)-Nootkatone and (+)-valencene from rhizomes of Cyperus rotundus increase survival rates in septic mice due to heme oxygenase-1 induction. Journal of ethnopharmacology. 2011 Oct; 137(3):1311-7. doi: 10.1016/j.jep.2011.07.062. [PMID: 21843620]
  • Moran Farhi, Elena Marhevka, Tania Masci, Evgeniya Marcos, Yoram Eyal, Mariana Ovadis, Hagai Abeliovich, Alexander Vainstein. Harnessing yeast subcellular compartments for the production of plant terpenoids. Metabolic engineering. 2011 Sep; 13(5):474-81. doi: 10.1016/j.ymben.2011.05.001. [PMID: 21601648]
  • Abdul Ahad, Mohammed Aqil, Kanchan Kohli, Yasmin Sultana, Mohd Mujeeb, Asgar Ali. Role of novel terpenes in transcutaneous permeation of valsartan: effectiveness and mechanism of action. Drug development and industrial pharmacy. 2011 May; 37(5):583-96. doi: 10.3109/03639045.2010.532219. [PMID: 21469947]
  • Jeong Ho Jin, Dong-Ung Lee, Yeong Shik Kim, Hyun Pyo Kim. Anti-allergic activity of sesquiterpenes from the rhizomes of Cyperus rotundus. Archives of pharmacal research. 2011 Feb; 34(2):223-8. doi: 10.1007/s12272-011-0207-z. [PMID: 21380805]
  • Katarina Cankar, Adèle van Houwelingen, Dirk Bosch, Theo Sonke, Harro Bouwmeester, Jules Beekwilder. A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene. FEBS letters. 2011 Jan; 585(1):178-82. doi: 10.1016/j.febslet.2010.11.040. [PMID: 21115006]
  • Qing Liu, Mohammad Majdi, Katarina Cankar, Miriam Goedbloed, Tatsiana Charnikhova, Francel W A Verstappen, Ric C H de Vos, Jules Beekwilder, Sander van der Krol, Harro J Bouwmeester. Reconstitution of the costunolide biosynthetic pathway in yeast and Nicotiana benthamiana. PloS one. 2011; 6(8):e23255. doi: 10.1371/journal.pone.0023255. [PMID: 21858047]
  • Alírica I Suárez, Marly Oropeza, Luis Vásquez, Stephen Tillett, Reinaldo S Compagnone. Chemical composition of the essential oil of Croton gossypiifolius from Venezuela. Natural product communications. 2011 Jan; 6(1):97-9. doi: . [PMID: 21366055]
  • Gabino Ríos, Miguel A Naranjo, María-Jesús Rodrigo, Enriqueta Alós, Lorenzo Zacarías, Manuel Cercós, Manuel Talón. Identification of a GCC transcription factor responding to fruit colour change events in citrus through the transcriptomic analyses of two mutants. BMC plant biology. 2010 Dec; 10(?):276. doi: 10.1186/1471-2229-10-276. [PMID: 21159189]
  • Mengsu Huang, Christian Abel, Reza Sohrabi, Jana Petri, Ina Haupt, John Cosimano, Jonathan Gershenzon, Dorothea Tholl. Variation of herbivore-induced volatile terpenes among Arabidopsis ecotypes depends on allelic differences and subcellular targeting of two terpene synthases, TPS02 and TPS03. Plant physiology. 2010 Jul; 153(3):1293-310. doi: 10.1104/pp.110.154864. [PMID: 20463089]
  • Ilizandra A Fernandes, Maria Carolina Esmelindro, Marcos L Corazza, Elton Franceschi, Helen Treichel, Debora de Oliveira, Caren D Frizzo, J Vladimir Oliveira. Catalytic oxidation of concentrated orange oil phase by synthetic metallic complexes biomimetic to MMO enzyme. Journal of the science of food and agriculture. 2010 Jul; 90(9):1460-6. doi: 10.1002/jsfa.3964. [PMID: 20549797]
  • Lisieux de Santana Julião, Humberto R Bizzo, Andressa M Souza, Maria Cristina S Lourenço, Pedro Eduardo A Silva, Eliana S Tavares, Luca Rastrelli, Suzana Guimarães Leitão. Essential oils from two Lantana species with antimycobacterial activity. Natural product communications. 2009 Dec; 4(12):1733-6. doi: . [PMID: 20120116]
  • T K Praveen, S Dharmaraj, Jitendra Bajaj, S P Dhanabal, S Manimaran, M J Nanjan, Rema Razdan. Hepatoprotective activity of petroleum ether, diethyl ether, and methanol extract of Scoparia dulcis L. against CCl4-induced acute liver injury in mice. Indian journal of pharmacology. 2009 Jun; 41(3):110-4. doi: 10.4103/0253-7613.55206. [PMID: 20442817]
  • Ramón E Robles-Zepeda, Edmundo Lozoya-Gloria, Mercedes G López, María L Villarreal, Enrique Ramírez-Chávez, Jorge Molina-Torres. Montanoa tomentosa glandular trichomes containing kaurenoic acids chemical profile and distribution. Fitoterapia. 2009 Jan; 80(1):12-7. doi: 10.1016/j.fitote.2008.09.002. [PMID: 18824221]
  • Mohammad A Asadollahi, Jérôme Maury, Kasper Møller, Kristian Fog Nielsen, Michel Schalk, Anthony Clark, Jens Nielsen. Production of plant sesquiterpenes in Saccharomyces cerevisiae: effect of ERG9 repression on sesquiterpene biosynthesis. Biotechnology and bioengineering. 2008 Feb; 99(3):666-77. doi: 10.1002/bit.21581. [PMID: 17705244]
  • Gen-ichiro Arimura, Stefan Garms, Massimo Maffei, Simone Bossi, Birgit Schulze, Margit Leitner, Axel Mithöfer, Wilhelm Boland. Herbivore-induced terpenoid emission in Medicago truncatula: concerted action of jasmonate, ethylene and calcium signaling. Planta. 2008 Jan; 227(2):453-64. doi: 10.1007/s00425-007-0631-y. [PMID: 17924138]
  • Manuel Talon, Fred G Gmitter. Citrus genomics. International journal of plant genomics. 2008; 2008(?):528361. doi: 10.1155/2008/528361. [PMID: 18509486]
  • Jian-qiang Kong, Ke-di Cheng, Li-na Wang, Xiao-dong Zheng, Jun-gui Dai, Ping Zhu, Wei Wang. [Increase of copy number of HMG-CoA reductase and FPP synthase genes improves the amorpha4,11-diene production in engineered yeast]. Yao xue xue bao = Acta pharmaceutica Sinica. 2007 Dec; 42(12):1314-9. doi: . [PMID: 18338647]
  • Avat Arman Taherpour, Hossein Maroofi, Khojasteh Kheradmand. Chemical composition of the essential oil of Pelargonium quercetorum Agnew. of Iran. Natural product research. 2007 Jan; 21(1):24-7. doi: 10.1080/14786410601035084. [PMID: 17365684]
  • Nicholas A Panella, Marc C Dolan, Joseph J Karchesy, Yeping Xiong, Javier Peralta-Cruz, Mohammad Khasawneh, John A Montenieri, Gary O Maupin. Use of novel compounds for pest control: insecticidal and acaricidal activity of essential oil components from heartwood of Alaska yellow cedar. Journal of medical entomology. 2005 May; 42(3):352-8. doi: 10.1093/jmedent/42.3.352. [PMID: 15962787]
  • Jinghua Huang, Huashou Li, Jun Yang, Yufen Chen, Yinghu Liu, Ning Li, Chengrong Nie. [Chemical components of Vetiveria zizanioides volatiles]. Ying yong sheng tai xue bao = The journal of applied ecology. 2004 Jan; 15(1):170-2. doi: . [PMID: 15139214]
  • Betty C R Zhu, Gregg Henderson, Anne M Sauer, Ying Yu, William Crowe, Roger A Laine. Structure-activity of valencenoid derivatives and their repellence to the Formosan subterranean termite. Journal of chemical ecology. 2003 Dec; 29(12):2695-701. doi: 10.1023/b:joec.0000008013.07845.4c. [PMID: 14969356]
  • Liat Sharon-Asa, Moshe Shalit, Ahuva Frydman, Einat Bar, Doron Holland, Etti Or, Uri Lavi, Efraim Lewinsohn, Yoram Eyal. Citrus fruit flavor and aroma biosynthesis: isolation, functional characterization, and developmental regulation of Cstps1, a key gene in the production of the sesquiterpene aroma compound valencene. The Plant journal : for cell and molecular biology. 2003 Dec; 36(5):664-74. doi: 10.1046/j.1365-313x.2003.01910.x. [PMID: 14617067]
  • Aslaug Högnadóttir, Russell L Rouseff. Identification of aroma active compounds in orange essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry. Journal of chromatography. A. 2003 May; 998(1-2):201-11. doi: 10.1016/s0021-9673(03)00524-7. [PMID: 12862384]
  • Guido Flamini, Pier Luigi Cioni, Ivano Morelli. Volatiles from leaves, fruits, and virgin oil from Olea europaea Cv. Olivastra Seggianese from Italy. Journal of agricultural and food chemistry. 2003 Feb; 51(5):1382-6. doi: 10.1021/jf020854y. [PMID: 12590485]
  • Katumi Umano, Yukio Hagi, Takayuki Shibamoto. Volatile chemicals identified in extracts from newly hybrid citrus, dekopon (Shiranuhi mandarin Suppl. J.). Journal of agricultural and food chemistry. 2002 Sep; 50(19):5355-9. doi: 10.1021/jf0203951. [PMID: 12207474]
  • X Z Luo, J G Yu, L Z Xu, S L Yang, J D Feng, S L Ou. [Chemical constituents in volatile oil from fruits of Alpinia oxyphylla Miq]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Apr; 26(4):262-4. doi: . [PMID: 12525051]