Germacrene D (BioDeep_00000011006)

Main id: BioDeep_00000304514

 

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(1E,6E,8S)-1-methyl-8-(1-methylethyl)-5-methylidenecyclodeca-1,6-diene

化学式: C15H24 (204.1878)
中文名称: 1- 甲基 -5- 亚甲基 -8-(1- 甲基乙基)-1,6-环己二烯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=C1/C=C/C(C(C)C)CC/C(C)=C/CC1
InChI: InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8+,14-7+/t15-/m0/s1

描述信息

Germacrene d, also known as germacrene d, (s-(e,e))-isomer, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene d can be found in a number of food items such as peppermint, roman camomile, hyssop, and common walnut, which makes germacrene d a potential biomarker for the consumption of these food products.

同义名列表

7 个代谢物同义名

(1E,6E,8S)-1-methyl-8-(1-methylethyl)-5-methylidenecyclodeca-1,6-diene; (1E,6E,8S)-1-methyl-5-methylidene-8-(propan-2-yl)cyclodeca-1,6-diene; (1E,6E,8S)-8-isopropyl-1-methyl-5-methylenecyclodeca-1,6-diene; germacrene D, (S-(E,E))-isomer; (-)-Germacrene D; Germacrene D; (-)-Germacrene D



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

95 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(94)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

517 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。

亚细胞结构定位 关联基因列表
Cytoplasm 12 ACLY, ANG, ANXA5, ARHGAP45, BCL2, CASP3, MSMP, PIM1, PMP2, PTGS2, TYR, UMODL1
Peripheral membrane protein 3 ACHE, ANXA5, PTGS2
Endoplasmic reticulum membrane 5 BCL2, FDFT1, GUCY2C, PTGS2, RAC2
Nucleus 6 ACHE, ANG, BCL2, CASP3, PIM1, PMP2
cytosol 9 ACLY, ANG, ANXA5, ARHGAP45, BCL2, CASP3, PIM1, PMP2, RAC2
nucleoplasm 3 ACLY, CASP3, PIM1
Cell membrane 3 ACHE, GUCY2C, UMODL1
lamellipodium 1 RAC2
ruffle membrane 1 ARHGAP45
Multi-pass membrane protein 1 FDFT1
Synapse 1 ACHE
cell surface 2 ACHE, UMODL1
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ACHE, ATRN
growth cone 1 ANG
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 2 ANG, CASP3
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 ACLY
Lysosome 2 GAA, TYR
plasma membrane 8 ACHE, ARHGAP45, ATRN, BCHE, GAA, GUCY2C, PIM1, RAC2
Membrane 7 ACHE, ACLY, ANXA5, ARHGAP45, BCL2, FDFT1, GAA
caveola 1 PTGS2
extracellular exosome 6 ACLY, ANXA5, ATRN, GAA, PMP2, RAC2
Lysosome membrane 1 GAA
endoplasmic reticulum 3 BCL2, FDFT1, PTGS2
extracellular space 6 ACHE, ANG, ATRN, BCHE, MSMP, UMODL1
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, TYR
mitochondrion 1 BCL2
protein-containing complex 2 BCL2, PTGS2
intracellular membrane-bounded organelle 2 GAA, TYR
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 4 ATRN, GUCY2C, TYR, UMODL1
Secreted 5 ACHE, ANG, BCHE, GAA, MSMP
extracellular region 8 ACHE, ACLY, ANG, ANXA5, ARHGAP45, BCHE, GAA, PROK2
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, RAC2
[Isoform 2]: Secreted 1 ATRN
Extracellular side 1 ACHE
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 ANXA5, UMODL1
actin cytoskeleton 1 ANG
nucleolus 2 ANG, PIM1
Melanosome membrane 1 TYR
Golgi-associated vesicle 1 TYR
Cell projection, ruffle membrane 1 ARHGAP45
pore complex 1 BCL2
focal adhesion 2 ANXA5, RAC2
basement membrane 2 ACHE, ANG
collagen-containing extracellular matrix 1 ANXA5
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
phagocytic vesicle membrane 1 RAC2
Chromosome 1 ANG
Nucleus, nucleolus 1 ANG
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 3]: Secreted 1 ATRN
nuclear envelope 1 RAC2
tertiary granule membrane 1 GAA
Melanosome 1 TYR
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
side of membrane 1 ACHE
myelin sheath 2 BCL2, PMP2
ficolin-1-rich granule lumen 1 ACLY
secretory granule lumen 1 ARHGAP45
endoplasmic reticulum lumen 2 BCHE, PTGS2
endocytic vesicle 1 ANG
azurophil granule membrane 1 GAA
azurophil granule lumen 2 ACLY, ARHGAP45
nuclear envelope lumen 1 BCHE
vesicle membrane 1 ANXA5
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 ATRN
angiogenin-PRI complex 1 ANG
NADPH oxidase complex 1 RAC2
endothelial microparticle 1 ANXA5
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
[Isoform H]: Cell membrane 1 ACHE


文献列表

  • Shubha Sharma, Seema Chaurasia, Sandeep Dinday, Gaurav Srivastava, Anamika Singh, Chandan Singh Chanotiya, Sumit Ghosh. High-level biosynthesis of enantiopure germacrene D in yeast. Applied microbiology and biotechnology. 2024 Dec; 108(1):50. doi: 10.1007/s00253-023-12885-7. [PMID: 38183482]
  • Shannon A Stirling, Angelica M Guercio, Ryan M Patrick, Xing-Qi Huang, Matthew E Bergman, Varun Dwivedi, Ruy W J Kortbeek, Yi-Kai Liu, Fuai Sun, W Andy Tao, Ying Li, Benoît Boachon, Nitzan Shabek, Natalia Dudareva. Volatile communication in plants relies on a KAI2-mediated signaling pathway. Science (New York, N.Y.). 2024 Mar; 383(6689):1318-1325. doi: 10.1126/science.adl4685. [PMID: 38513014]
  • Jesús Palá-Paúl, María José Pérez-Alonso, Ana C Soria, Joseph J Brophy. Chemical Composition of the Essential Oils of the Iberian Peninsula Endemic Species Eryngium dilatatum Lam. Molecules (Basel, Switzerland). 2024 Jan; 29(3):. doi: 10.3390/molecules29030562. [PMID: 38338307]
  • Noura S Dosoky, Liliya N Kirpotina, Igor A Schepetkin, Andrei I Khlebnikov, Brent L Lisonbee, Jeffrey L Black, Hillary Woolf, Trever L Thurgood, Brittany L Graf, Prabodh Satyal, Mark T Quinn. Volatile Composition, Antimicrobial Activity, and In Vitro Innate Immunomodulatory Activity of Echinacea purpurea (L.) Moench Essential Oils. Molecules (Basel, Switzerland). 2023 Oct; 28(21):. doi: 10.3390/molecules28217330. [PMID: 37959750]
  • Yessenia E Maldonado, Omar Malagón, Nixon Cumbicus, Gianluca Gilardoni. A new essential oil from the native Ecuadorian species Steiractinia sodiroi (Hieron.) S.F. Blake (Asteraceae): chemical and enantioselective analyses. Scientific reports. 2023 Oct; 13(1):17180. doi: 10.1038/s41598-023-44524-6. [PMID: 37821569]
  • Riham A El-Shiekh, Hanaa A H Kassem, Amal E Khaleel, Menna M A Abd El-Mageed. Anticholinesterases activity of Murraya koenigii (L.) Spreng. and Murraya paniculata (L.) Jacq. essential oils with GC/MS analysis and molecular docking. Natural product research. 2023 Jul; ?(?):1-5. doi: 10.1080/14786419.2023.2241150. [PMID: 37516925]
  • Tuan Quoc Doan, Dien Dinh, Thang Nam Tran, Phu Quynh Dinh Nguyen, Chau Bao Hoai Nguyen, Nhan Trong Le, Hung Quoc Vo, Duc Viet Ho, Anh Le Tuan, Hoai Thi Nguyen, Isiaka A Ogunwande. Chemical composition and acetylcholinesterase inhibitory activity of essential oil from the leaves of Mitrephora poilanei Weeras. & R.M.K. Saunders. Natural product research. 2023 Jun; ?(?):1-5. doi: 10.1080/14786419.2023.2227989. [PMID: 37357615]
  • Milica Aćimović, Jovana Stanković Jeremić, Ana Miljković, Milica Rat, Biljana Lončar. Screening of Volatile Compounds, Traditional and Modern Phytotherapy Approaches of Selected Non-Aromatic Medicinal Plants (Lamiaceae, Lamioideae) from Rtanj Mountain, Eastern Serbia. Molecules (Basel, Switzerland). 2023 Jun; 28(12):. doi: 10.3390/molecules28124611. [PMID: 37375165]
  • Jean-Luc Boevé, Gontran Sonet, Herbert R Jacobson, Sergio Angeli. Cypress terpenes in sawfly larva of Susana cupressi (Hymenoptera: Symphyta: Tenthredinoidea). Die Naturwissenschaften. 2023 Mar; 110(2):13. doi: 10.1007/s00114-023-01841-0. [PMID: 36971882]
  • Claudia Giuliani, Martina Bottoni, Laura Santagostini, Alberto Spada, Alessio Papini, Fabrizia Milani, Gelsomina Fico. Teucrium fruticans L., a Multi-Scale Study: From Trichomes to Essential Oil. Chemistry & biodiversity. 2023 Mar; ?(?):e202200913. doi: 10.1002/cbdv.202200913. [PMID: 36947520]
  • Maor Matzrafi, Shunamit Wolberg, Jackline Abu-Nassar, Einat Zelinger, Einat Bar, Daniella Cafri, Efraim Lewinsohn, Ilana Shtein. Distinctive foliar features and volatile profiles in three Ambrosia species (Asteraceae). Planta. 2023 Mar; 257(4):79. doi: 10.1007/s00425-023-04113-3. [PMID: 36912967]
  • Laura J Pickett, Miranda Amiro, Claire Hawboldt, Nicoletta Faraone. Common yarrow (Achillea millefolium) essential oil and main components as potential repellents and acaricides against Ixodes scapularis and Dermacentor variabilis (Acari: Ixodidae) ticks. Experimental & applied acarology. 2023 Mar; ?(?):. doi: 10.1007/s10493-023-00782-7. [PMID: 36905473]
  • Bei Cui, Tao Zheng, Ping Deng, Sheng Zhang, Zhong Zhao. Chemotaxonomic Variation in Volatile Component Contents in Ancient Platycladus orientalis Leaves with Different Tree Ages in Huangdi Mausoleum. Molecules (Basel, Switzerland). 2023 Feb; 28(5):. doi: 10.3390/molecules28052043. [PMID: 36903288]
  • Tran Minh Hoi, Prabodh Satyal, Le Thi Huong, Dang Viet Hau, Tran Duc Binh, Dang Thi Hong Duyen, Do Ngoc Dai, Ngo Gia Huy, Hoang Van Chinh, Vo Van Hoa, Nguyen Huy Hung, William N Setzer. Essential Oils from Vietnamese Asteraceae for Environmentally Friendly Control of Aedes Mosquitoes. Molecules (Basel, Switzerland). 2022 Nov; 27(22):. doi: 10.3390/molecules27227961. [PMID: 36432060]
  • Márcia Moraes Cascaes, Odirleny Dos Santos Carneiro, Lidiane Diniz do Nascimento, Ângelo Antônio Barbosa de Moraes, Mozaniel Santana de Oliveira, Jorddy Neves Cruz, Giselle Maria Skelding Pinheiro Guilhon, Eloisa Helena de Aguiar Andrade. Essential Oils from Annonaceae Species from Brazil: A Systematic Review of Their Phytochemistry, and Biological Activities. International journal of molecular sciences. 2021 Nov; 22(22):. doi: 10.3390/ijms222212140. [PMID: 34830022]
  • Alexis St-Gelais, Eliana M Maldonado, Gloria Saavedra, Samuel Siles-Alvarado, Jérôme Alsarraf, Guy Collin, André Pichette. Essential Oils from Bolivia. XV. Herzogole, an Original Monoterpene Benzodioxole from an Essential Oil from Pentacalia herzogii (Cabrera) Cuatrec. Molecules (Basel, Switzerland). 2021 Sep; 26(19):. doi: 10.3390/molecules26195766. [PMID: 34641307]
  • Eduardo Valarezo, Vladimir Morocho, Luis Cartuche, Fernanda Chamba-Granda, Magdaly Correa-Conza, Ximena Jaramillo-Fierro, Miguel Angel Meneses. Variability of the Chemical Composition and Bioactivity between the Essential Oils Isolated from Male and Female Specimens of Hedyosmum racemosum (Ruiz & Pav.) G. Don. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154613. [PMID: 34361766]
  • Eduardo Valarezo, Génesis Gaona-Granda, Vladimir Morocho, Luis Cartuche, James Calva, Miguel Angel Meneses. Chemical Constituents of the Essential Oil from Ecuadorian Endemic Species Croton ferrugineus and Its Antimicrobial, Antioxidant and α-Glucosidase Inhibitory Activity. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154608. [PMID: 34361759]
  • Jinjin Li, Hao Hu, Yu Chen, Jing Xie, Jiawen Li, Tuo Zeng, Manqun Wang, Jing Luo, Riru Zheng, Maarten A Jongsma, Caiyun Wang. Tissue specificity of (E)-β-farnesene and germacrene D accumulation in pyrethrum flowers. Phytochemistry. 2021 Jul; 187(?):112768. doi: 10.1016/j.phytochem.2021.112768. [PMID: 33932787]
  • Toffe Alexis Kouao, Bosson Antoine Kouame, Zana A Ouattara, Janat Akhanovna Mamyrbekova-Bekro, Ange Bighelli, Felix Tomi, Yves-Alain Bekro. Chemical characterisation of essential oils of leaves of two Solanaceae: Solanum rugosum and Solanum erianthum from Côte d'Ivoire. Natural product research. 2021 Jul; 35(14):2420-2423. doi: 10.1080/14786419.2019.1672064. [PMID: 31581848]
  • Mariana Gomes Vidal Sampaio, Cícero Ramon Bezerra Dos Santos, Lilian Cortez Sombra Vandesmet, Bruno Souza Dos Santos, Izabelly Bianca Da Silva Santos, Maria Tereza Dos Santos Correia, Arthur Lima de Berrêdo Martins, Luis Claudio Nascimento da Silva, Irwin Rose De Alencar Menezes, Maria Celeste Veja Gomez, Márcia Vanusa Da Silva. Chemical composition, antioxidant and antiprotozoal activity of Eugenia gracillima Kiaersk. leaves essential oil. Natural product research. 2021 Jun; 35(11):1914-1918. doi: 10.1080/14786419.2019.1644506. [PMID: 31328548]
  • Celeste de Jesus Pereira Franco, Oberdan Oliveira Ferreira, Ângelo Antônio Barbosa de Moraes, Everton Luiz Pompeu Varela, Lidiane Diniz do Nascimento, Sandro Percário, Mozaniel Santana de Oliveira, Eloisa Helena de Aguiar Andrade. Chemical Composition and Antioxidant Activity of Essential Oils from Eugenia patrisii Vahl, E. punicifolia (Kunth) DC., and Myrcia tomentosa (Aubl.) DC., Leaf of Family Myrtaceae. Molecules (Basel, Switzerland). 2021 May; 26(11):. doi: 10.3390/molecules26113292. [PMID: 34072598]
  • Zenab Aly Torky, Ashaimaa Y Moussa, Eman A Abdelghffar, Usama K Abdel-Hameed, Omayma A Eldahshan. Chemical profiling, antiviral and antiproliferative activities of the essential oil of Phlomis aurea Decne grown in Egypt. Food & function. 2021 May; 12(10):4630-4643. doi: 10.1039/d0fo03417g. [PMID: 33912870]
  • Tais Susane Pereira, Giovana Natiele Machado Esquissato, Emmanoel Vilaça Costa, Paulo Cesar de Lima Nogueira, Marialba Avezum Alves de Castro-Prado. Mutagenic and cytostatic activities of the Xylopia laevigata essential oil in human lymphocytes. Natural product research. 2021 May; 35(10):1682-1685. doi: 10.1080/14786419.2019.1624956. [PMID: 31198053]
  • Caixia Han, Hua Shao, Shixing Zhou, Yu Mei, Zhenrui Cheng, Ling Huang, Guanghui Lv. Chemical composition and phytotoxicity of essential oil from invasive plant, Ambrosia artemisiifolia L. Ecotoxicology and environmental safety. 2021 Mar; 211(?):111879. doi: 10.1016/j.ecoenv.2020.111879. [PMID: 33465625]
  • Qian Xu, Luyun Zhang, Shuai Yu, Guangqing Xia, Junyi Zhu, Hao Zang. Chemical composition and biological activities of an essential oil from the aerial parts of Artemisia Gmelinii weber ex Stechm. Natural product research. 2021 Jan; 35(2):346-349. doi: 10.1080/14786419.2019.1627349. [PMID: 31177847]
  • Natasa Mohd Shakri, Wan Mohd Nuzul Hakimi Wan Salleh, Shamsul Khamis, Nor Azah Mohamad Ali, Muhammad Helmi Nadri. Composition of the essential oils of three Malaysian Xylopia species (Annonaceae). Zeitschrift fur Naturforschung. C, Journal of biosciences. 2020 Nov; 75(11-12):479-484. doi: 10.1515/znc-2020-0096. [PMID: 32960782]
  • 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]
  • Carmen Leonard, Guy Kamatou, Sandy van Vuuren, Maxleene Sandasi, Alvaro Viljoen. Essential Oil Variation within Warburgia salutaris-A Coveted Ethnomedicinal Aromatic Tree. Chemistry & biodiversity. 2020 Nov; 17(11):e2000542. doi: 10.1002/cbdv.202000542. [PMID: 33231346]
  • Svetlana V Zhigzhitzhapova, Elena P Dylenova, Sergey M Gulyaev, Tuyana E Randalova, Vasiliy V Taraskin, Zhargal A Tykheev, Larisa D Radnaeva. Composition and antioxidant activity of the essential oil of Artemisia annua L. Natural product research. 2020 Sep; 34(18):2668-2671. doi: 10.1080/14786419.2018.1548461. [PMID: 30663350]
  • Myriam Lamine, Mahmoud Gargouri, Ahmed Mliki. Identification of the NaCl-responsive metabolites in Citrus roots: A lipidomic and volatomic signature. Plant signaling & behavior. 2020 08; 15(8):1777376. doi: 10.1080/15592324.2020.1777376. [PMID: 32508206]
  • Quezia Pains Dutra, Jheniffer Abeldt Christ, Tatiana Tavares Carrijo, Thayllon de Assis Alves, Thammyres de Assis Alves, Luiza Alves Mendes, Milene Miranda Praça-Fontes. Phytocytotoxicity of volatile constituents of essential oils from Sparattanthelium Mart. species (Hernandiaceae). Scientific reports. 2020 07; 10(1):12213. doi: 10.1038/s41598-020-69205-6. [PMID: 32699377]
  • Aldo Tava, Elisa Biazzi, Domenico Ronga, Pinarosa Avato. Identification of the Volatile Components of Galium verum L. and Cruciata leavipes Opiz from the Western Italian Alps. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102333. [PMID: 32429453]
  • Chengcheng Ling, Lujie Zheng, Xiaorui Yu, Huanhuan Wang, Chengxiang Wang, Haiyan Wu, Jie Zhang, Ping Yao, Yuling Tai, Yi Yuan. Cloning and functional analysis of three aphid alarm pheromone genes from German chamomile (Matricaria chamomilla L.). Plant science : an international journal of experimental plant biology. 2020 May; 294(?):110463. doi: 10.1016/j.plantsci.2020.110463. [PMID: 32234219]
  • Kurin Iimura, Jun-Ichiro Hattan, Norihiko Misawa, Kazutoshi Shindo. cDNA Cloning and Functional Analyses of Ashitaba (Angelica keiskei) Sesquiterpene Synthase Genes. Journal of oleo science. 2020; 69(7):711-718. doi: 10.5650/jos.ess19275. [PMID: 32612020]
  • Ridha El Mokni, Siwar Majdoub, Ikbal Chaieb, Ibrahim Jlassi, Rajesh K Joshi, Saoussen Hammami. Chromatographic analysis, antimicrobial and insecticidal activities of the essential oil of Phlomis floccosa D. Don. Biomedical chromatography : BMC. 2019 Oct; 33(10):e4603. doi: 10.1002/bmc.4603. [PMID: 31116451]
  • Carla Guijarro-Real, Adrián Rodríguez-Burruezo, Jaime Prohens, María D Raigón, Ana Fita. HS-SPME analysis of the volatiles profile of water celery (Apium nodiflorum), a wild vegetable with increasing culinary interest. Food research international (Ottawa, Ont.). 2019 07; 121(?):765-775. doi: 10.1016/j.foodres.2018.12.054. [PMID: 31108807]
  • Hadjer Fodil, Madani Sarri, Noui Hendel, Filippo Maggi, Djamel Sarri. Essential oil composition of aerial parts from Algerian Anacyclus monanthos subsp. cyrtolepidioides (Pomel) Humphries. Natural product research. 2019 Jan; 33(2):292-295. doi: 10.1080/14786419.2018.1443094. [PMID: 29495887]
  • Basma Najar, Luisa Pistelli, Claudio Cervelli, Gelsomina Fico, Claudia Giuliani. Salvia broussonetii Benth.: aroma profile and micromorphological analysis. Natural product research. 2018 Jul; 32(14):1660-1668. doi: 10.1080/14786419.2017.1395432. [PMID: 29072096]
  • L D A Bezerra, P A O Mangabeira, R A de Oliveira, L C D B Costa, M Da Cunha. Leaf blade structure of Verbesina macrophylla (Cass.) F. S. Blake (Asteraceae): ontogeny, duct secretion mechanism and essential oil composition. Plant biology (Stuttgart, Germany). 2018 May; 20(3):433-443. doi: 10.1111/plb.12700. [PMID: 29394523]
  • Roseli R Anderson, Natalia Girola, Carlos R Figueiredo, Vinicius S Londero, João Henrique G Lago. Circadian variation and in vitro cytotoxic activity evaluation of volatile compounds from leaves of Piper regnellii (Miq) C. DC. var. regnellii (C. DC.) Yunck (Piperaceae). Natural product research. 2018 Apr; 32(7):859-862. doi: 10.1080/14786419.2017.1361952. [PMID: 28774184]
  • Mohammad Reza Morshedloo, Luana Quassinti, Massimo Bramucci, Giulio Lupidi, Filippo Maggi. Chemical composition, antioxidant activity and cytotoxicity on tumour cells of the essential oil from flowers of Magnolia grandiflora cultivated in Iran. Natural product research. 2017 Dec; 31(24):2857-2864. doi: 10.1080/14786419.2017.1303699. [PMID: 28299950]
  • Miao Wang, Dongyu Gu, Haoquan Li, Qi Wang, Jie Kang, Tingting Chu, Hong Guo, Yi Yang, Jing Tian. Rapid prediction and identification of lipase inhibitors in volatile oil from Pinus massoniana L. needles. Phytochemistry. 2017 Sep; 141(?):114-120. doi: 10.1016/j.phytochem.2017.06.002. [PMID: 28609696]
  • Nilufar Zokirjonovna Mamadalieva, Farukh Sharopov, Prabodh Satyal, Shahnoz Sadykovna Azimova, Michael Wink. Composition of the essential oils of three Uzbek Scutellaria species (Lamiaceae) and their antioxidant activities. Natural product research. 2017 May; 31(10):1172-1176. doi: 10.1080/14786419.2016.1222383. [PMID: 27545726]
  • Renata de F Mendes, Nícolas de C C Pinto, Josiane M da Silva, Jucélia B da Silva, Raquel C Dos S Hermisdorf, Rodrigo L Fabri, Luciana M Chedier, Elita Scio. The essential oil from the fruits of the Brazilian spice Xylopia sericea A. St.-Hil. presents expressive in-vitro antibacterial and antioxidant activity. The Journal of pharmacy and pharmacology. 2017 Mar; 69(3):341-348. doi: 10.1111/jphp.12698. [PMID: 28134988]
  • Tiago J T de Souza, Sérgio A L Bordignon, Miriam A Apel. A Chemometrics Approach to the Investigation of the Intraspecific Variability of the Volatile Oil of Eupatorium tremulum from Southern Brazil. Journal of natural products. 2017 01; 80(1):45-52. doi: 10.1021/acs.jnatprod.6b00313. [PMID: 28098995]
  • Asta Judzentiene, Rasa Garjonyte. Compositional Variability and Toxic Activity of Mugwort (Artemisia vulgaris) Essential Oils. Natural product communications. 2016 Sep; 11(9):1353-1356. doi: . [PMID: 30807041]
  • Larissa M Bomfim, Leociley R A Menezes, Ana Carolina B C Rodrigues, Rosane B Dias, Clarissa A Gurgel Rocha, Milena B P Soares, Albertino F S Neto, Magaly P Nascimento, Adriana F Campos, Lidércia C R C E Silva, Emmanoel V Costa, Daniel P Bezerra. Antitumour Activity of the Microencapsulation of Annona vepretorum Essential Oil. Basic & clinical pharmacology & toxicology. 2016 Mar; 118(3):208-13. doi: 10.1111/bcpt.12488. [PMID: 26348780]
  • Brigitte Lukas, Corinna Schmiderer, Johannes Novak. Essential oil diversity of European Origanum vulgare L. (Lamiaceae). Phytochemistry. 2015 Nov; 119(?):32-40. doi: 10.1016/j.phytochem.2015.09.008. [PMID: 26454793]
  • Manuel Minteguiaga, Noelia Umpiérrez, Laura Fariña, Manuel A Falcão, Vanessa B Xavier, Eduardo Cassel, Eduardo Dellacassa. Impact of gas chromatography and mass spectrometry combined with gas chromatography and olfactometry for the sex differentiation of Baccharis articulata by the analysis of volatile compounds. Journal of separation science. 2015 Sep; 38(17):3038-46. doi: 10.1002/jssc.201500131. [PMID: 26140379]
  • Alessandro Venditti, Armandodoriano Bianco, Luana Quassinti, Massimo Bramucci, Giulio Lupidi, Silvia Damiano, Fabrizio Papa, Sauro Vittori, Laura Maleci Bini, Claudia Giuliani, Domenico Lucarini, Filippo Maggi. Phytochemical Analysis, Biological Activity, and Secretory Structures of Stachys annua (L.) L. subsp. annua (Lamiaceae) from Central Italy. Chemistry & biodiversity. 2015 Aug; 12(8):1172-83. doi: 10.1002/cbdv.201400275. [PMID: 26265569]
  • Dario Kremer, Snježana Bolarić, Dalibor Ballian, Faruk Bogunić, Danijela Stešević, Ksenija Karlović, Ivan Kosalec, Aleš Vokurka, Jadranka Vuković Rodríguez, Marko Randić, Nada Bezić, Valerija Dunkić. Morphological, genetic and phytochemical variation of the endemic Teucrium arduini L. (Lamiaceae). Phytochemistry. 2015 Aug; 116(?):111-119. doi: 10.1016/j.phytochem.2015.04.003. [PMID: 25931417]
  • 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]
  • Qing Xie, Zhihong Liu, Zhouqi Li. Chemical composition and antioxidant activity of essential oil of six pinus taxa native to China. Molecules (Basel, Switzerland). 2015 May; 20(5):9380-92. doi: 10.3390/molecules20059380. [PMID: 26007189]
  • Cheng-Fang Wang, Kai Yang, Chun-Xue You, Wen-Juan Zhang, Shan-Shan Guo, Zhu-Feng Geng, Shu-Shan Du, Yong-Yan Wang. Chemical Composition and Insecticidal Activity of Essential Oils from Zanthoxylum dissitum Leaves and Roots against Three Species of Storage Pests. Molecules (Basel, Switzerland). 2015 May; 20(5):7990-9. doi: 10.3390/molecules20057990. [PMID: 25946557]
  • Emmanoel V Costa, Leociley R A Menezes, Suellen L A Rocha, Ingrid R S Baliza, Rosane B Dias, Clarissa A Gurgel Rocha, Milena B P Soares, Daniel P Bezerra. Antitumor Properties of the leaf essential oil of Zornia brasiliensis. Planta medica. 2015 May; 81(7):563-7. doi: 10.1055/s-0035-1545842. [PMID: 25856436]
  • Sabrina Touchet, Keith Chamberlain, Christine M Woodcock, David J Miller, Michael A Birkett, John A Pickett, Rudolf K Allemann. Novel olfactory ligands via terpene synthases. Chemical communications (Cambridge, England). 2015 May; 51(35):7550-3. doi: 10.1039/c5cc01814e. [PMID: 25847629]
  • Carlos Alberto Theodoro Siqueira, Alessandra Freitas Serain, Aislan Cristina Rheder Fagundes Pascoal, Nathalia Luiza Andreazza, Caroline Caramano de Lourenço, Ana Lúcia T Góis Ruiz, João Ernesto de Carvalho, Ana Cláudia Oliveira de Souza, Juliana Tonini Mesquita, Andre Gustavo Tempone, Marcos José Salvador. Bioactivity and chemical composition of the essential oil from the leaves of Guatteria australis A.St.-Hil. Natural product research. 2015; 29(20):1966-9. doi: 10.1080/14786419.2015.1015017. [PMID: 25710362]
  • Roberto de Oliveira Portella, Roselaine Facanali, Márcia Ortiz Mayo Marques, Luiz Fernando Rolim de Almeida. Chemical composition of essential oils from the vegetative and reproductive structures of Copaifera langsdorffii Desf. Natural product research. 2015; 29(9):874-8. doi: 10.1080/14786419.2014.987145. [PMID: 25588080]
  • Wen-Juan Zhang, Chun-Xue You, Kai Yang, Ying Wang, Yang Su, Zhu-Feng Geng, Shu-Shan Du, Cheng-Fang Wang, Zhi-Wei Deng, Yong-Yan Wang. Bioactivity and chemical constituents of the essential oil from Dendranthema indicum (L.) Des Moul. against two stored insects. Journal of oleo science. 2015; 64(5):553-60. doi: 10.5650/jos.ess14231. [PMID: 25843281]
  • Haobin Hu, Xudong Zheng, Huaisheng Hu, Ruirui Wang, Yun Wu. Study on gas chromatography-mass spectrometry fingerprint of Acanthopanax brachypus. Journal of chromatographic science. 2014 Sep; 52(8):759-65. doi: 10.1093/chromsci/bmt137. [PMID: 24076562]
  • Karin Rand, Einat Bar, Matan Ben-Ari, Efraim Lewinsohn, Moshe Inbar. The mono - and sesquiterpene content of aphid-induced galls on Pistacia palaestina is not a simple reflection of their composition in intact leaves. Journal of chemical ecology. 2014 Jun; 40(6):632-42. doi: 10.1007/s10886-014-0462-9. [PMID: 24916768]
  • M Hassine, A Zardi-Berguaoui, M Znati, G Flamini, H Ben Jannet, M A Hamza. Chemical composition, antibacterial and cytotoxic activities of the essential oil from the flowers of Tunisian Convolvulus althaeoides L. Natural product research. 2014; 28(11):769-75. doi: 10.1080/14786419.2013.879476. [PMID: 24498906]
  • Tran D Thang, Do N Dai, Ngo X Luong, Isiaka A Ogunwande. Constituents of essential oils from the leaves, stem barks and resins of Canarium parvum Leen., and Canarium tramdenanum Dai et Yakovl. (Burseracea) grown in Vietnam. Natural product research. 2014; 28(7):461-6. doi: 10.1080/14786419.2013.873435. [PMID: 24443833]
  • Nantiya Joycharat, Sonesay Thammavong, Supayang Piyawan Voravuthikunchai, Patimaporn Plodpai, Watcharapong Mitsuwan, Surasak Limsuwan, Sanan Subhadhirasakul. Chemical constituents and antimicrobial properties of the essential oil and ethanol extract from the stem of Aglaia odorata Lour. Natural product research. 2014; 28(23):2169-72. doi: 10.1080/14786419.2014.924934. [PMID: 24934340]
  • Anna Lis, Anna Adamczewska, Piotr Banaszczak. Chemical composition of the essential oil of Amorpha canescens Pursh. Journal of oleo science. 2014; 63(12):1269-74. doi: 10.5650/jos.ess14152. [PMID: 25452264]
  • Mahmoud Z El-Readi, Hanaa H Eid, Mohamed L Ashour, Safaa Y Eid, Rola M Labib, Frank Sporer, Michael Wink. Variations of the chemical composition and bioactivity of essential oils from leaves and stems of Liquidambar styraciflua (Altingiaceae). The Journal of pharmacy and pharmacology. 2013 Nov; 65(11):1653-63. doi: 10.1111/jphp.12142. [PMID: 24117424]
  • Erica Biolcati P da Silva, Marisi G Soares, Bruna Mariane, Marcelo A Vallim, Renata C Pascon, Patricia Sartorelli, João Henrique G Lago. The seasonal variation of the chemical composition of essential oils from Porcelia macrocarpa R.E. Fries (Annonaceae) and their antimicrobial activity. Molecules (Basel, Switzerland). 2013 Nov; 18(11):13574-87. doi: 10.3390/molecules181113574. [PMID: 24189296]
  • Seham S El Hawary, Soumaya S Zaghloul, Ali M El Halawany, Mahitab H El Bishbishy. Comparative study of volatile oil content and antimicrobial activity of pecan cultivars growing in Egypt. Journal of medicinal food. 2013 Nov; 16(11):1022-9. doi: 10.1089/jmf.2013.2814. [PMID: 24180553]
  • Aleksandra Dorđević, Jelena Lazarević, Andrija Smelcerović, Gordana Stojanović. The case of Hypericum rochelii Griseb. & Schenk and Hypericum umbellatum A. Kern. essential oils: chemical composition and antimicrobial activity. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):145-8. doi: 10.1016/j.jpba.2013.01.024. [PMID: 23416368]
  • Thanany Brasil da Silva, Leociley Rocha Alencar Menezes, Marília Fernanda Chaves Sampaio, Cássio Santana Meira, Elisalva Teixeira Guimarães, Milena Botelho Pereira Soares, Ana Paula do Nascimento Prata, Paulo Cesar de Lima Nogueira, Emmanoel Vilaça Costa. Chemical composition and anti-Trypanosoma cruzi activity of essential oils obtained from leaves of Xylopia frutescens and X. laevigata (Annonaceae). Natural product communications. 2013 Mar; 8(3):403-6. doi: . [PMID: 23678822]
  • Jullyana de S S Quintans, Bruno M Soares, Rosana P C Ferraz, Allan C A Oliveira, Thanany B da Silva, Leociley R A Menezes, Marília F C Sampaio, Ana Paula do N Prata, Manoel O Moraes, Claudia Pessoa, Angelo R Antoniolli, Emmanoel V Costa, Daniel P Bezerra. Chemical constituents and anticancer effects of the essential oil from leaves of Xylopia laevigata. Planta medica. 2013 Jan; 79(2):123-30. doi: 10.1055/s-0032-1328091. [PMID: 23307235]
  • Mitsuo Miyazawa, Machi Nomura, Shinsuke Marumoto, Kiyoshige Mori. Characteristic odor components of essential oil from Scutellaria laeteviolacea. Journal of oleo science. 2013; 62(1):51-6. doi: 10.5650/jos.62.51. [PMID: 23357818]
  • Mahmoud A Al-Qudah. Chemical composition and antimicrobial activity of the essential oil of Linum pubescens growing wild in Jordan. Natural product research. 2013; 27(12):1141-4. doi: 10.1080/14786419.2012.715291. [PMID: 22913459]
  • Ebru Yuce, Eyup Bagci. The essential oils of the aerial parts of two Hypericum taxa (Hypericum triquetrifolium and Hypericum aviculariifolium subsp. depilatum var. depilatum (Clusiaceae)) from Turkey. Natural product research. 2012 Nov; 26(21):1985-90. doi: 10.1080/14786419.2011.636743. [PMID: 22117190]
  • Oscar Cascón, Sabrina Touchet, David J Miller, Veronica Gonzalez, Juan A Faraldos, Rudolf K Allemann. Chemoenzymatic preparation of germacrene analogues. Chemical communications (Cambridge, England). 2012 Oct; 48(78):9702-4. doi: 10.1039/c2cc35542f. [PMID: 22914774]
  • Guddadarangavvanahally K Jayaprakasha, Kotamballi N Chidambara Murthy, Rock Demarais, Bhimanagouda S Patil. Inhibition of prostate cancer (LNCaP) cell proliferation by volatile components from Nagami kumquats. Planta medica. 2012 Jun; 78(10):974-80. doi: 10.1055/s-0031-1298619. [PMID: 22673830]
  • Jack D Williams, Ayman M Saleh, Dom N Acharya. Composition of the essential oil of wild growing Artemisia vulgaris from Erie, Pennsylvania. Natural product communications. 2012 May; 7(5):637-40. doi: . [PMID: 22799096]
  • Franziska Exnowitz, Bernd Meyer, Thomas Hackl. NMR for direct determination of K(m) and V(max) of enzyme reactions based on the Lambert W function-analysis of progress curves. Biochimica et biophysica acta. 2012 Mar; 1824(3):443-9. doi: 10.1016/j.bbapap.2011.10.011. [PMID: 22079737]
  • Catherine Argyropoulou, Helen Skaltsa. Identification of essential oil components of Marrubium thessalum Boiss. & Heldr., growing wild in Greece. Natural product research. 2012; 26(7):593-9. doi: 10.1080/14786419.2010.535153. [PMID: 21827333]
  • Hala I Al-Jaber, Mahmoud A Al-Qudah, Lina M Barhoumi, Ismail F Abaza, Fatma U Afifi. Essential oil composition of the aerial parts of fresh and air-dried Salvia palaestina Benth. (Lamiaceae) growing wild in Jordan. Natural product research. 2012; 26(13):1179-87. doi: 10.1080/14786419.2010.543901. [PMID: 21861642]
  • C Pande, G Tewari, C Singh, S Singh. Chemical composition of the essential oil from the flowering aerial parts of Bupleurum hamiltonii Balak from Uttarakhand, India. Natural product research. 2012; 26(15):1442-5. doi: 10.1080/14786419.2011.602636. [PMID: 22007844]
  • Jamie Peebles, Ephraim Gwebu, Opeoluwa Oyedeji, Sarah Nanyonga, Nokuthula Kunene, David Jackson, William Setzer, Adebola Oyedeji. Composition and biological potential of essential oil from Thelechitonia trilobata growing in South Africa. Natural product communications. 2011 Dec; 6(12):1945-8. doi: ". [PMID: 22312745]
  • Wei Wu, Man Yuan, Qing Zhang, Yanming Zhu, Li Yong, Wei Wang, Yan Qi, Dianjing Guo. Chemotype-dependent metabolic response to methyl jasmonate elicitation in Artemisia annua. Planta medica. 2011 Jul; 77(10):1048-53. doi: 10.1055/s-0030-1250744. [PMID: 21267809]
  • Valentina Vasta, Giuseppe Luciano, Corrado Dimauro, Florian Röhrle, Alessandro Priolo, Frank J Monahan, Aidan P Moloney. The volatile profile of longissimus dorsi muscle of heifers fed pasture, pasture silage or cereal concentrate: implication for dietary discrimination. Meat science. 2011 Mar; 87(3):282-9. doi: 10.1016/j.meatsci.2010.11.003. [PMID: 21126829]
  • Rajendra C Padalia, Ram S Verma, Amit Chauhan, Chandan S Chanotiya, Anju Yadav. Variation in the volatile constituents of Artemisia annua var. CIM-Arogya during plant ontogeny. Natural product communications. 2011 Feb; 6(2):239-42. doi: . [PMID: 21425684]
  • 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]
  • Yndra Cordero de Rojas, Luis B Rojas, Alfredo Usubillaga. Chemical composition of the essential oil from Carramboa littlei (Asteraceae). Natural product communications. 2011 Jan; 6(1):127-8. doi: . [PMID: 21366062]
  • Wan Mohd Nuzul Hakimi Wan Salleh, Farediah Ahmad, Khong Heng Yen, Hasnah Mohd Sirat. Chemical compositions, antioxidant and antimicrobial activities of essential oils of Piper caninum Blume. International journal of molecular sciences. 2011; 12(11):7720-31. doi: 10.3390/ijms12117720. [PMID: 22174627]
  • Janne Rojas, Alexis Buitrago, Luis Rojas, Antonio Morales. Essential oil composition of Vismia macrophylla leaves (Guttiferae). Natural product communications. 2011 Jan; 6(1):85-6. doi: ". [PMID: 21366052]
  • Devendra Mishra, Ganga Bisht, Papiya Mitra Mazumdar, Sangeeta Pilkhwal Sah. Chemical composition and analgesic activity of Senecio rufinervis essential oil. Pharmaceutical biology. 2010 Nov; 48(11):1297-301. doi: 10.3109/13880209.2010.491083. [PMID: 20738214]
  • Anne Orav, Tiiu Kailas, Mati Muurisepp. Chemical investigation of the essential oil from berries and needles of common juniper (Juniperus communis L.) growing wild in Estonia. Natural product research. 2010 Nov; 24(19):1789-99. doi: 10.1080/14786411003752037. [PMID: 21104523]
  • Shuang-hong Song, Zhe-zhi Wang. Analysis of essential oils from different organs of Scutellaria baicalensis. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Aug; 33(8):1265-70. doi: ". [PMID: 21213540]
  • Jesús Palá-Paúl, Jaime Usano-Alemany, Joseph J Brophy, María J Pérez-Alonso, Ana-Cristina Soria. Essential oil composition of the different parts of Eryngium aquifolium from Spain. Natural product communications. 2010 May; 5(5):817-21. doi: ". [PMID: 20521555]
  • Koji Noge, Nobuhiro Shimizu, Judith X Becerra. (R)-(-)-linalyl acetate and (S)-(-)-germacrene D from the leaves of Mexican Bursera linanoe. Natural product communications. 2010 Mar; 5(3):351-4. doi: . [PMID: 20420305]
  • Mitsuo Miyazawa, Yumi Kawauchi, Yuya Utsumi, Toshiyuki Takahashi. Character impact odorants of wild edible plant--Cacalia hastata L. var. orientalis--used in Japanese traditional food. Journal of oleo science. 2010; 59(10):527-33. doi: 10.5650/jos.59.527. [PMID: 20877145]
  • Abdennacer Boulila, Afef Béjaoui, Chokri Messaoud, Mohamed Boussaid. Variation of volatiles in Tunisian populations of Teucrium polium L. (Lamiaceae). Chemistry & biodiversity. 2008 Jul; 5(7):1389-400. doi: 10.1002/cbdv.200890127. [PMID: 18649305]
  • Guido Flamini, Pier Luigi Cioni. Seasonal variation of the chemical constituents of the essential oil of Santolina etrusca from Italy. Chemistry & biodiversity. 2007 May; 4(5):1008-19. doi: 10.1002/cbdv.200790069. [PMID: 17510997]
  • Vijai K Agnihotri, Rajendra K Thappa, Baleshwar Meena, Bal K Kapahi, Rajendra K Saxena, Ghulam N Qazi, Shri G Agarwal. Essential oil composition of aerial parts of Angelica glauca growing wild in North-West Himalaya (India). Phytochemistry. 2004 Aug; 65(16):2411-3. doi: 10.1016/j.phytochem.2004.07.004. [PMID: 15381015]