Terpinolen (BioDeep_00000638382)

Main id: BioDeep_00000004341

 


代谢物信息卡片


1-methyl-4-(propan-2-ylidene)cyclohexene p-mentha-1,4(8)-diene

化学式: C10H16 (136.1252)
中文名称: 萜品油烯, 萜品油
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(CC/C(/CC=1)=C(\C)/C)C
InChI: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3



数据库引用编号

12 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)

411 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 11 ABCB1, CASP3, CDK16, CNR1, CNR2, ELANE, FPR1, GPX1, PRKX, SDF4, SOD1
Peripheral membrane protein 3 ACHE, CDK16, CYP1B1
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 5 ACHE, CASP3, CDK16, PRKX, SOD1
cytosol 5 CASP3, CDK16, ELANE, GPX1, SOD1
dendrite 1 CNR2
phagocytic vesicle 1 ELANE
nucleoplasm 3 CASP3, PRKX, SOD1
Cell membrane 8 ABCB1, ACHE, CDK16, CNR1, FPR1, OPRD1, SDF4, TNF
Cytoplasmic side 1 CDK16
Cell projection, axon 1 CNR1
Multi-pass membrane protein 5 ABCB1, CNR1, FPR1, KCNA3, OPRD1
Synapse 1 ACHE
cell surface 4 ABCB1, ACHE, ELANE, TNF
glutamatergic synapse 3 CASP3, CNR1, KCNA3
Golgi apparatus 3 ACHE, ATRN, SDF4
growth cone 1 CNR1
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 3 CASP3, SOD1, TNF
presynaptic membrane 3 CNR1, KCNA3, OPRD1
synaptic vesicle 1 CDK16
Cytoplasmic vesicle, secretory vesicle 1 CDK16
Lysosome 1 GAA
Presynapse 1 CNR1
plasma membrane 13 ABCB1, ACHE, ATRN, BCHE, CDK16, CNR1, CNR2, FPR1, GAA, KCNA3, OPRD1, SDF4, TNF
synaptic vesicle membrane 1 OPRD1
Membrane 8 ABCB1, ACHE, CYP1B1, FPR1, GAA, KCNA3, OPRD1, SDF4
apical plasma membrane 1 ABCB1
axon 2 CNR1, KCNA3
extracellular exosome 6 ABCB1, ATRN, ELANE, GAA, SDF4, SOD1
Lysosome membrane 1 GAA
endoplasmic reticulum 2 CNR2, SDF4
extracellular space 7 ACHE, ATRN, BCHE, ELANE, IL6, SOD1, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, KCNA3
mitochondrion 3 CYP1B1, GPX1, SOD1
protein-containing complex 1 SOD1
intracellular membrane-bounded organelle 2 CYP1B1, GAA
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 ATRN
Secreted 4 ACHE, BCHE, GAA, IL6
extracellular region 7 ACHE, BCHE, ELANE, GAA, IL6, SOD1, TNF
cytoplasmic side of plasma membrane 1 CDK16
Mitochondrion outer membrane 1 CNR1
mitochondrial outer membrane 1 CNR1
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 2 GPX1, SOD1
Extracellular side 1 ACHE
external side of plasma membrane 1 TNF
actin cytoskeleton 1 CNR1
perikaryon 1 CNR2
cytoplasmic vesicle 1 SOD1
microtubule cytoskeleton 1 CDK16
axon cytoplasm 1 SOD1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 2 CNR2, KCNA3
Apical cell membrane 1 ABCB1
Membrane raft 3 CNR1, KCNA3, TNF
GABA-ergic synapse 1 CNR1
Peroxisome 1 SOD1
basement membrane 1 ACHE
mitochondrial intermembrane space 1 SOD1
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
dendrite cytoplasm 1 SOD1
Late endosome 1 SDF4
neuron projection 2 CDK16, OPRD1
phagocytic cup 1 TNF
[Isoform 5]: Cytoplasm 1 SDF4
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 2]: Cell membrane 1 KCNA3
[Isoform 3]: Secreted 1 ATRN
Cell projection, dendrite 1 CNR2
tertiary granule membrane 1 GAA
side of membrane 1 ACHE
voltage-gated potassium channel complex 1 KCNA3
secretory granule membrane 1 FPR1
Golgi apparatus lumen 1 SDF4
Golgi lumen 1 SDF4
endoplasmic reticulum lumen 2 BCHE, IL6
transcription repressor complex 1 ELANE
axon terminus 1 OPRD1
specific granule lumen 1 ELANE
azurophil granule membrane 2 FPR1, GAA
azurophil granule lumen 1 ELANE
postsynaptic density membrane 1 OPRD1
neuronal dense core vesicle 1 OPRD1
nuclear envelope lumen 1 BCHE
calyx of Held 1 KCNA3
extrinsic component of cytoplasmic side of plasma membrane 1 CNR2
Synapse, synaptosome 1 CDK16
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 2 FPR1, GAA
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 2 ATRN, KCNA3
dendrite membrane 1 OPRD1
Cytoplasmic vesicle, phagosome 1 ELANE
cyclin-dependent protein kinase holoenzyme complex 1 CDK16
bleb 1 SDF4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
[Isoform 3]: Cytoplasm, perinuclear region 1 KCNA3
[Isoform H]: Cell membrane 1 ACHE
spine apparatus 1 OPRD1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform 1]: Golgi apparatus lumen 1 SDF4


文献列表

  • John Staton Laws, Scott D Smid. Characterizing cannabis-prevalent terpenes for neuroprotection reveal a role for α and β-pinenes in mitigating amyloid β-evoked neurotoxicity and aggregation in vitro. Neurotoxicology. 2024 Jan; 100(?):16-24. doi: 10.1016/j.neuro.2023.12.004. [PMID: 38070653]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Yukun Song, Panpan Zhang, Qiang Jiao, Ruili Gu, Lingxuan Qu, Shan Huang, Xiao Wang, Yue Liu, Yong Lai, Shen Ding, Yuanyuan Chen, Mingwan Li, Dangquan Zhang. Contribution of Constituents in Rosemary-Magnolia Compound Essential Oil to Antibacterial, Antioxidant and Cytotoxicity Bioactivities Revealed by Grey Correlation Analysis. Chemistry & biodiversity. 2023 Apr; ?(?):e202201179. doi: 10.1002/cbdv.202201179. [PMID: 37027518]
  • Kaitlin Urso, William Vizuete, Ryan Moravec, Andrey Khlystov, Alicia Frazier, Glenn Morrison. Indoor Monoterpene Emission Rates from Commercial Cannabis Cultivation Facilities in Colorado. Journal of the Air & Waste Management Association (1995). 2023 Feb; ?(?):. doi: 10.1080/10962247.2023.2175741. [PMID: 36730104]
  • Arkadeep Mukherjee, Young-Ho Ahn. Terpinolene as an enhancer for ultrasonic disinfection of multi-drug-resistant bacteria in hospital wastewater. Environmental science and pollution research international. 2022 May; 29(23):34500-34514. doi: 10.1007/s11356-022-18611-6. [PMID: 35037151]
  • Isis Oliveira Menezes, Jackelyne Roberta Scherf, Anita Oliveira Brito Pereira Bezerra Martins, Andreza Guedes Barbosa Ramos, Jullyana de Souza Siqueira Quintans, Henrique Douglas Melo Coutinho, Jaime Ribeiro-Filho, Irwin Rose Alencar de Menezes. Biological properties of terpinolene evidenced by in silico, in vitro and in vivo studies: A systematic review. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Dec; 93(?):153768. doi: 10.1016/j.phymed.2021.153768. [PMID: 34634744]
  • Yiwei Zhou, Farhat Abbas, Zhidong Wang, Yunyi Yu, Yuechong Yue, Xinyue Li, Rangcai Yu, Yanping Fan. HS-SPME-GC-MS and Electronic Nose Reveal Differences in the Volatile Profiles of Hedychium Flowers. Molecules (Basel, Switzerland). 2021 Sep; 26(17):. doi: 10.3390/molecules26175425. [PMID: 34500858]
  • Seon-Mi Seo, Jae-Woo Lee, Jonghyun Shin, Jun-Hyung Tak, Jinho Hyun, Il-Kwon Park. Development of cellulose nanocrystal-stabilized Pickering emulsions of massoia and nutmeg essential oils for the control of Aedes albopictus. Scientific reports. 2021 06; 11(1):12038. doi: 10.1038/s41598-021-91442-6. [PMID: 34103581]
  • Â V Pinto, J C de Oliveira, C A Costa de Medeiros, S L Silva, F O Pereira. Potentiation of antifungal activity of terbinafine by dihydrojasmone and terpinolene against dermatophytes. Letters in applied microbiology. 2021 Mar; 72(3):292-298. doi: 10.1111/lam.13371. [PMID: 32790923]
  • Xin-Sheng Liu, Bo Gao, Xin-Lu Li, Wan-Nan Li, Zi-An Qiao, Lu Han. Chemical Composition and Antimicrobial and Antioxidant Activities of Essential Oil of Sunflower (Helianthus annuus L.) Receptacle. Molecules (Basel, Switzerland). 2020 Nov; 25(22):. doi: 10.3390/molecules25225244. [PMID: 33187052]
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  • Stephane L Ngahang Kamte, Farahnaz Ranjbarian, Kevin Cianfaglione, Stefania Sut, Stefano Dall'Acqua, Maurizio Bruno, Fariba Heshmati Afshar, Romilde Iannarelli, Giovanni Benelli, Loredana Cappellacci, Anders Hofer, Filippo Maggi, Riccardo Petrelli. Identification of highly effective antitrypanosomal compounds in essential oils from the Apiaceae family. Ecotoxicology and environmental safety. 2018 Jul; 156(?):154-165. doi: 10.1016/j.ecoenv.2018.03.032. [PMID: 29549739]
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  • Emanuele Pallozzi, Ilaria Lusini, Lucia Cherubini, Ramilla A Hajiaghayeva, Paolo Ciccioli, Carlo Calfapietra. Differences between a deciduous and a conifer tree species in gaseous and particulate emissions from biomass burning. Environmental pollution (Barking, Essex : 1987). 2018 Mar; 234(?):457-467. doi: 10.1016/j.envpol.2017.11.080. [PMID: 29207297]
  • Alessandra Piras, Hanen Marzouki, Andrea Maxia, Arianna Marengo, Silvia Porcedda, Danilo Falconieri, Maria José Gonçalves, Carlos Cavaleiro, Ligia Salgueiro. Chemical characterisation and biological activity of leaf essential oils obtained from Pistacia terebinthus growing wild in Tunisia and Sardinia Island. Natural product research. 2017 Nov; 31(22):2684-2689. doi: 10.1080/14786419.2017.1289204. [PMID: 28278668]
  • Amanda Padovan, Andras Keszei, Yasmin Hassan, Sandra T Krause, Tobias G Köllner, Jörg Degenhardt, Jonathan Gershenzon, Carsten Külheim, William J Foley. Four terpene synthases contribute to the generation of chemotypes in tea tree (Melaleuca alternifolia). BMC plant biology. 2017 Oct; 17(1):160. doi: 10.1186/s12870-017-1107-2. [PMID: 28978322]
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  • Koki Fujita, Ryo Kambe, Ransika De Alwis, Tatsuya Yagi, Yuji Tsutsumi. Airborne Monoterpenes Emitted from a Cupressus lusitanica Cell Culture Induce a Signaling Cascade that Produces β-Thujaplicin. Journal of chemical ecology. 2016 Aug; 42(8):814-820. doi: 10.1007/s10886-016-0739-2. [PMID: 27596215]
  • E M A Macedo, W C Santos, B P Sousa, E M Lopes, C A Piauilino, F V M Cunha, D P Sousa, F A Oliveira, F R C Almeida. Association of terpinolene and diclofenac presents antinociceptive and anti-inflammatory synergistic effects in a model of chronic inflammation. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2016 Jun; 49(7):. doi: 10.1590/1414-431x20165103. [PMID: 27332775]
  • Marcelo Felipe Rodrigues da Silva, Patrícia Cristina Bezerra-Silva, Camila Soledade de Lira, Bheatriz Nunes de Lima Albuquerque, Afonso Cordeiro Agra Neto, Emmanuel Viana Pontual, Jefferson Rodrigues Maciel, Patrícia Maria Guedes Paiva, Daniela Maria do Amaral Ferraz Navarro. Composition and biological activities of the essential oil of Piper corcovadensis (Miq.) C. DC (Piperaceae). Experimental parasitology. 2016 Jun; 165(?):64-70. doi: 10.1016/j.exppara.2016.03.017. [PMID: 26993082]
  • Mariela Pontin, Rubén Bottini, José Luis Burba, Patricia Piccoli. Allium sativum produces terpenes with fungistatic properties in response to infection with Sclerotium cepivorum. Phytochemistry. 2015 Jul; 115(?):152-60. doi: 10.1016/j.phytochem.2015.02.003. [PMID: 25819001]
  • Gun Woong Lee, Sungbeom Lee, Moon-Soo Chung, Yeon Sim Jeong, Byung Yeoup Chung. Rice terpene synthase 20 (OsTPS20) plays an important role in producing terpene volatiles in response to abiotic stresses. Protoplasma. 2015 Jul; 252(4):997-1007. doi: 10.1007/s00709-014-0735-8. [PMID: 25430981]
  • Rodrigo Alonso, Federico J Berli, Rubén Bottini, Patricia Piccoli. Acclimation mechanisms elicited by sprayed abscisic acid, solar UV-B and water deficit in leaf tissues of field-grown grapevines. Plant physiology and biochemistry : PPB. 2015 Jun; 91(?):56-60. doi: 10.1016/j.plaphy.2015.03.011. [PMID: 25885355]
  • Detlef Ulrich, Thomas Nothnagel, Hartwig Schulz. Influence of cultivar and harvest year on the volatile profiles of leaves and roots of carrots (Daucus carota spp. sativus Hoffm.). Journal of agricultural and food chemistry. 2015 Apr; 63(13):3348-56. doi: 10.1021/acs.jafc.5b00704. [PMID: 25797828]
  • Seyed Mehdi Razavi, Ameneh Ravansalar, Shahabeddin Mirinejad. The investigation on phytochemicals from Ferulago angulata (Schlecht) Boiss, indigenous to central parts of Iran. Natural product research. 2015; 29(21):2037-40. doi: 10.1080/14786419.2015.1017725. [PMID: 25743037]
  • Koki Fujita, Yasufumi Bunyu, Ken'ich Kuroda, Tatsuya Ashitani, Jun Shigeto, Yuji Tsutsumi. A novel synthetic pathway for tropolone ring formation via the olefin monoterpene intermediate terpinolene in cultured Cupressus lusitanica cells. Journal of plant physiology. 2014 May; 171(8):610-4. doi: 10.1016/j.jplph.2013.12.016. [PMID: 24709152]
  • Hoang D Trung, Tran D Thang, Pham H Ban, Tran M Hoi, Do N Dai, Isiaka A Ogunwande. Terpene constituents of the leaves of five Vietnamese species of Clausena (Rutaceae). Natural product research. 2014; 28(9):622-30. doi: 10.1080/14786419.2014.888555. [PMID: 24617735]
  • Elanur Aydin, Hasan Türkez, Sener Taşdemir. Anticancer and antioxidant properties of terpinolene in rat brain cells. Arhiv za higijenu rada i toksikologiju. 2013 Sep; 64(3):415-24. doi: 10.2478/10004-1254-64-2013-2365. [PMID: 24084350]
  • Xun Hu, Richard Gunawan, Daniel Mourant, Yi Wang, Caroline Lievens, Weerawut Chaiwat, Liping Wu, Chun-Zhu Li. Esterification of bio-oil from mallee (Eucalyptus loxophleba ssp. gratiae) leaves with a solid acid catalyst: Conversion of the cyclic ether and terpenoids into hydrocarbons. Bioresource technology. 2012 Nov; 123(?):249-55. doi: 10.1016/j.biortech.2012.07.073. [PMID: 22940326]
  • Kyung-Min Lee, Susie Y Dai, Timothy J Herrman, Jeffrey M B Musser. A gas chromatography-mass spectrometry assay to quantify camphor extracted from goat serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Sep; 905(?):133-6. doi: 10.1016/j.jchromb.2012.07.039. [PMID: 22917597]
  • Ricardo M Montanari, Luiz C A Barbosa, Antonio J Demuner, Cleber J Silva, Nelio J Andrade, Fyaz M D Ismail, Maria C A Barbosa. Exposure to Anacardiaceae volatile oils and their constituents induces lipid peroxidation within food-borne bacteria cells. Molecules (Basel, Switzerland). 2012 Aug; 17(8):9728-40. doi: 10.3390/molecules17089728. [PMID: 22893019]
  • In Hee Cho, Hyun Jeong Lee, Young-Suk Kim. Differences in the volatile compositions of ginseng species (Panax sp.). Journal of agricultural and food chemistry. 2012 Aug; 60(31):7616-22. doi: 10.1021/jf301835v. [PMID: 22804575]
  • Nasser A Awadh Ali, Martina Wursterb, Annika Denkert, Norbert Arnold, Iman Fadail, Gamal Al-Didamony, Ulrike Lindequist, Ludger Wessjohann, William N Setzer. Chemical composition, antimicrobial, antioxidant and cytotoxic activity of essential oils of Plectranthus cylindraceus and Meriandra benghalensis from Yemen. Natural product communications. 2012 Aug; 7(8):1099-102. doi: . [PMID: 22978239]
  • Merajuddin Khan, Ahmad A Mousa, Kodakandla V Syamasundar, Hamad Z Alkhathlan. Determination of chemical constituents of leaf and stem essential oils of Artemisia monosperma from central Saudi Arabia. Natural product communications. 2012 Aug; 7(8):1079-82. doi: ". [PMID: 22978234]
  • Mariana Gil, Mariela Pontin, Federico Berli, Rubén Bottini, Patricia Piccoli. Metabolism of terpenes in the response of grape (Vitis vinifera L.) leaf tissues to UV-B radiation. Phytochemistry. 2012 May; 77(?):89-98. doi: 10.1016/j.phytochem.2011.12.011. [PMID: 22277733]
  • Barbara Conti, Giovanni Benelli, Guido Flamini, Pier Luigi Cioni, Raffaele Profeti, Lucia Ceccarini, Mario Macchia, Angelo Canale. Larvicidal and repellent activity of Hyptis suaveolens (Lamiaceae) essential oil against the mosquito Aedes albopictus Skuse (Diptera: Culicidae). Parasitology research. 2012 May; 110(5):2013-21. doi: 10.1007/s00436-011-2730-8. [PMID: 22160253]
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  • Luong Thi My Ngan, Joon-Kwan Moon, Jeong-Han Kim, Takayuki Shibamoto, Young-Joon Ahn. Growth-inhibiting effects of Paeonia lactiflora root steam distillate constituents and structurally related compounds on human intestinal bacteria. World journal of microbiology & biotechnology. 2012 Apr; 28(4):1575-83. doi: 10.1007/s11274-011-0961-6. [PMID: 22805939]
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  • Hamzeh Amiri. Volatile constituents and antioxidant activity of flowers, stems and leaves of Nasturtium officinale R. Br. Natural product research. 2012; 26(2):109-15. doi: 10.1080/14786419.2010.534998. [PMID: 21815727]
  • Marie Danielsson, Karl Lundén, Malin Elfstrand, Jiang Hu, Tao Zhao, Jenny Arnerup, Katarina Ihrmark, Gunilla Swedjemark, Anna-Karin Borg-Karlson, Jan Stenlid. Chemical and transcriptional responses of Norway spruce genotypes with different susceptibility to Heterobasidion spp. infection. BMC plant biology. 2011 Nov; 11(?):154. doi: 10.1186/1471-2229-11-154. [PMID: 22067529]
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  • Poonam Mahendra, Shradha Bisht. Anti-anxiety activity of Coriandrum sativum assessed using different experimental anxiety models. Indian journal of pharmacology. 2011 Sep; 43(5):574-7. doi: 10.4103/0253-7613.84975. [PMID: 22022003]
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