beta-Phellandrene (BioDeep_00000001051)

 

Secondary id: BioDeep_00000620223

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


3-methylidene-6-(propan-2-yl)cyclohex-1-ene

化学式: C10H16 (136.1251936)
中文名称: 3-异丙基-6-亚甲基-1-环己烯, 3-异丙基-6-亚甲基-1-环己烯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 15.15%

分子结构信息

SMILES: C1=C[C@H](CCC1=C)C(C)C
InChI: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8,10H,3,5,7H2,1-2H3

描述信息

beta-Phellandrene is found in allspice. beta-Phellandrene is widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus species). beta-Phellandrene is a flavour ingredient.Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. alpha-Phellandrene and beta-phellandrene are cyclic monoterpenes and are double-bond isomers. The phellandrenes are used in fragrances because of their pleasing aromas. (Wikipedia
Beta-phellandrene is one of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic). It has a role as a plant metabolite.
beta-Phellandrene is a natural product found in Xylopia aromatica, Dacrydium nausoriense, and other organisms with data available.
See also: Cannabis sativa subsp. indica top (part of).
One of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic).
Widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus subspecies). Flavour ingredient
β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].
β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].

同义名列表

34 个代谢物同义名

3-methylidene-6-(propan-2-yl)cyclohex-1-ene; Cyclohexene, 3-methylene-6-(1-methylethyl)-; 3-methylene-6-(1-methylethenyl)-cyclohexane; 3-Methylene-6-(1-methylethyl)-Cyclohexene; 3-methylene-6-(1-methylethyl)cyclohexene; 3-Isopropyl-6-methylene-1-cyclohexene #; 3-methylidene-6-propan-2-ylcyclohexene; 3-Isopropyl-6-methylenecyclohex-1-ene; 4-Isopropyl-1-methylene-2-cyclohexene; 3-Isopropyl-6-methylene-1-cyclohexene; 3-Isopropyl-6-methylenecyclohexene; beta-phellandrene, (+-)-isomer; beta-phellandrene, (-)-isomer; (+/-)-.BETA.-PHELLANDRENE; BETA-PHELLANDRENE [HSDB]; .BETA.-PHELLANDRENE [MI]; (+/-)-beta-PHELLANDRENE; p-Mentha-1(7),2-diene; -)-beta-Phellandrene; Phellandrene, .beta.; .beta.-Phellandrene; beta -phellandrene; PHELLANDRENE, BETA; beta-Phellendrene; Beta-Phellandrene; beta-Phellandren; 2-p-Menthadiene; UNII-2KK225M001; β-Phellandrene; b-phellandrene; β phellandrene; Β-phellandren; b-Phellandren; 2KK225M001



数据库引用编号

16 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)

258 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

  • Marwa Mohamed Soliman, Yasmin Mohamed Elsaba, M S A Soliman, Eman Zakaria Ahmed. Composition and antimicrobial activity of Rosmarinus officinalis L. and Artemisia monosperma L. leaf essential oils and methanolic extracts from plants grown in normal and saline habitats in Egypt. Scientific reports. 2024 03; 14(1):7342. doi: 10.1038/s41598-024-57301-w. [PMID: 38538682]
  • 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]
  • Aziz Ullah, Jennifer G Klutsch, Nadir Erbilgin. Production of complementary defense metabolites reflects a co-evolutionary arms race between a host plant and a mutualistic bark beetle-fungal complex. Plant, cell & environment. 2021 09; 44(9):3064-3077. doi: 10.1111/pce.14100. [PMID: 34008191]
  • 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]
  • Gugulethu Miya, Mongikazi Nyalambisa, Opeoluwa Oyedeji, Mavuto Gondwe, Adebola Oyedeji. Chemical Profiling, Toxicity and Anti-Inflammatory Activities of Essential Oils from Three Grapefruit Cultivars from KwaZulu-Natal in South Africa. Molecules (Basel, Switzerland). 2021 Jun; 26(11):. doi: 10.3390/molecules26113387. [PMID: 34205060]
  • María Fernanda Panamito, Nicole Bec, Valeria Valdivieso, Melissa Salinas, James Calva, Jorge Ramírez, Christian Larroque, Chabaco Armijos. Chemical Composition and Anticholinesterase Activity of the Essential Oil of Leaves and Flowers from the Ecuadorian Plant Lepechinia paniculata (Kunth) Epling. Molecules (Basel, Switzerland). 2021 May; 26(11):. doi: 10.3390/molecules26113198. [PMID: 34071744]
  • Minyi Tian, Tingting Liu, Xianghuan Wu, Yi Hong, Xiongli Liu, Bing Lin, Ying Zhou. Chemical composition, antioxidant, antimicrobial and anticancer activities of the essential oil from the rhizomes of Zingiber striolatum Diels. Natural product research. 2020 Sep; 34(18):2621-2625. doi: 10.1080/14786419.2018.1544979. [PMID: 30908095]
  • Bhagwat Nawade, Mosaab Yahyaa, Haim Reuveny, Liora Shaltiel-Harpaz, Ori Eisenbach, Adi Faigenboim, Irit Bar-Yaakov, Doron Holland, Mwafaq Ibdah. Profiling of volatile terpenes from almond (Prunus dulcis) young fruits and characterization of seven terpene synthase genes. Plant science : an international journal of experimental plant biology. 2019 Oct; 287(?):110187. doi: 10.1016/j.plantsci.2019.110187. [PMID: 31481200]
  • Nico Betterle, Anastasios Melis. Photosynthetic generation of heterologous terpenoids in cyanobacteria. Biotechnology and bioengineering. 2019 08; 116(8):2041-2051. doi: 10.1002/bit.26988. [PMID: 30963538]
  • Roman Pavela, Giovanni Benelli, Riccardo Petrelli, Loredana Cappellacci, Giulio Lupidi, Stefania Sut, Stefano Dall'Acqua, Filippo Maggi. Exploring the Insecticidal Potential of Boldo (Peumus boldus) Essential Oil: Toxicity to Pests and Vectors and Non-target Impact on the Microcrustacean Daphnia magna. Molecules (Basel, Switzerland). 2019 Mar; 24(5):. doi: 10.3390/molecules24050879. [PMID: 30832296]
  • Josiane Lima Mendes, Thiago Ferreira de Araújo, Mário Geraldo de Carvalho, Francisco Eduardo Aragão Catunda Júnior, Renata Albuquerque Costa. Chemical Composition and Mechanism of Vibriocidal Action of Essential Oil from Resin of Protium heptaphyllum. TheScientificWorldJournal. 2019; 2019(?):9563213. doi: 10.1155/2019/9563213. [PMID: 31780877]
  • Nico Betterle, Anastasios Melis. Heterologous Leader Sequences in Fusion Constructs Enhance Expression of Geranyl Diphosphate Synthase and Yield of β-Phellandrene Production in Cyanobacteria ( Synechocystis). ACS synthetic biology. 2018 03; 7(3):912-921. doi: 10.1021/acssynbio.7b00431. [PMID: 29397685]
  • 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]
  • Zhiyuan Cheng, Jianjun Jiang, Xiaohua Yang, Hongqian Chu, Ming Jin, Yuan Li, Xi Tao, Siqi Wang, Yao Huang, Lanqin Shang, Shuang Wu, Weidong Hao, Xuetao Wei. The research of genetic toxicity of β-phellandrene. Environmental toxicology and pharmacology. 2017 Sep; 54(?):28-33. doi: 10.1016/j.etap.2017.06.011. [PMID: 28668705]
  • 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]
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  • Hussein El-Zaeddi, Juan Martínez-Tomé, Ángel Calín-Sánchez, Francisco Burló, Ángel A Carbonell-Barrachina. Irrigation dose and plant density affect the volatile composition and sensory quality of dill (Anethum graveolens L.). Journal of the science of food and agriculture. 2017 Jan; 97(2):427-433. doi: 10.1002/jsfa.7890. [PMID: 27392118]
  • Ezzat Abdel-Lateef, Faten Mahmoud, Olfat Hammam, Eman El-Ahwany, Eman El-Wakil, Sherihan Kandil, Hoda Abu Taleb, Mortada El-Sayed, Hanaa Hassenein. Bioactive chemical constituents of Curcuma longa L. rhizomes extract inhibit the growth of human hepatoma cell line (HepG2). Acta pharmaceutica (Zagreb, Croatia). 2016 Sep; 66(3):387-98. doi: 10.1515/acph-2016-0028. [PMID: 27383887]
  • S Zhang, J Jiang, Q Luan. Genetic and correlation analysis of oleoresin chemical components in slash pine. Genetics and molecular research : GMR. 2016 Aug; 15(3):. doi: 10.4238/gmr.15038982. [PMID: 27706657]
  • Shanshan Guo, Wenjuan Zhang, Junyu Liang, Chunxue You, Zhufeng Geng, Chengfang Wang, Shushan Du. Contact and Repellent Activities of the Essential Oil from Juniperus formosana against Two Stored Product Insects. Molecules (Basel, Switzerland). 2016 Apr; 21(4):504. doi: 10.3390/molecules21040504. [PMID: 27092485]
  • Srdjan Bojović, Maja Jurc, Mihailo Ristić, Zorica Popović, Rada Matić, Vera Vidaković, Milena Stefanović, Dušan Jurc. Essential-Oil Variability in Natural Populations of Pinus mugo Turra from the Julian Alps. Chemistry & biodiversity. 2016 Feb; 13(2):181-7. doi: 10.1002/cbdv.201500029. [PMID: 26880430]
  • Cinzia Formighieri, Anastasios Melis. A phycocyanin·phellandrene synthase fusion enhances recombinant protein expression and β-phellandrene (monoterpene) hydrocarbons production in Synechocystis (cyanobacteria). Metabolic engineering. 2015 Nov; 32(?):116-124. doi: 10.1016/j.ymben.2015.09.010. [PMID: 26410450]
  • Alejandro Madrid, Patricio Godoy, Sebastián González, Luis Zaror, Alejandra Moller, Enrique Werner, Mauricio Cuellar, Joan Villena, Iván Montenegro. Chemical Characterization and Anti-Oomycete Activity of Laureliopsis philippianna Essential Oils against Saprolegnia parasitica and S. australis. Molecules (Basel, Switzerland). 2015 May; 20(5):8033-47. doi: 10.3390/molecules20058033. [PMID: 25951001]
  • Hong-bing Zhao, Zhi-hui Wang, Fang He, Han Meng, Jian-hua Peng, Ji-lian Shi. [Analysis of Volatile Oils from Different Processed Products of Zingiber officinale Rhizome by GC-MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Apr; 38(4):723-6. doi: . [PMID: 26672336]
  • Le T Huong, Do N Dai, Tran D Thang, Tran T Bach, Isiaka A Ogunwande. Volatile constituents of Amomum maximum Roxb and Amomum microcarpum C. F. Liang & D. Fang: two Zingiberaceae grown in Vietnam. Natural product research. 2015; 29(15):1469-72. doi: 10.1080/14786419.2014.1003064. [PMID: 25600992]
  • Sayamol Sukkaew, Patcharee Pripdeevech, Chalermporn Thongpoon, Theeraphan Machan, Rattana Wongchuphan. Volatile constituents of Murraya koenigii fresh leaves using headspace solid phase microextraction--gas chromatography-mass spectrometry. Natural product communications. 2014 Dec; 9(12):1783-6. doi: . [PMID: 25632485]
  • Cinzia Formighieri, Anastasios Melis. Carbon partitioning to the terpenoid biosynthetic pathway enables heterologous β-phellandrene production in Escherichia coli cultures. Archives of microbiology. 2014 Dec; 196(12):853-61. doi: 10.1007/s00203-014-1024-9. [PMID: 25116411]
  • Marija Karapandzova, Gjose Stefkova, Ivana Cvetkovikj, Elena Trajkovska-Dokik, Ana Kaftandzieva, Svetlana Kulevanova. Chemical composition and antimicrobial activity of the essential oils of Pinus peuce (Pinaceae) growing wild in R. Macedonia. Natural product communications. 2014 Nov; 9(11):1623-8. doi: . [PMID: 25532297]
  • 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]
  • Do N Dai, Tran D Thang, Isiaka A Ogunwande. Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandii, Polyalthia jucunda and Polyalthia thorelii. Natural product research. 2014; 28(8):555-62. doi: 10.1080/14786419.2014.886209. [PMID: 24520907]
  • Chang-Qing Yang, Xiu-Ming Wu, Ju-Xin Ruan, Wen-Li Hu, Yin-Bo Mao, Xiao-Ya Chen, Ling-Jian Wang. Isolation and characterization of terpene synthases in cotton (Gossypium hirsutum). Phytochemistry. 2013 Dec; 96(?):46-56. doi: 10.1016/j.phytochem.2013.09.009. [PMID: 24074555]
  • Annamaria Giorgi, Sara Panseri, Manuela S Mattara, Carlo Andreis, Luca M Chiesa. Secondary metabolites and antioxidant capacities of Waldheimia glabra (Decne.) Regel from Nepal. Journal of the science of food and agriculture. 2013 Mar; 93(5):1026-34. doi: 10.1002/jsfa.5839. [PMID: 22903742]
  • Gloria Brusotti, Mohammed Farhad Ibrahim, Alessandra Dentamaro, Gianluca Gilardoni, Solveig Tosi, Pietro Grisoli, Cesare Dacarro, Maria Lidia Guglielminetti, Faiq Hama Saeed Hussain, Gabriele Caccialanza, Giovanni Vidari. Chemical composition and antimicrobial activity of the volatile fractions from leaves and flowers of the wild Iraqi Kurdish plant Prangos peucedanifolia FENZL. Chemistry & biodiversity. 2013 Feb; 10(2):274-80. doi: 10.1002/cbdv.201200202. [PMID: 23418174]
  • Tariq A Akhtar, Yuki Matsuba, Ines Schauvinhold, Geng Yu, Hazel A Lees, Samuel E Klein, Eran Pichersky. The tomato cis-prenyltransferase gene family. The Plant journal : for cell and molecular biology. 2013 Feb; 73(4):640-52. doi: 10.1111/tpj.12063. [PMID: 23134568]
  • Mirjana Marcetić, Dragana Bozić, Marina Milenković, Branislava Lakusić, Nada Kovacević. Chemical composition and antimicrobial activity of essential oil of different parts of Seseli rigidum. Natural product communications. 2012 Aug; 7(8):1091-4. doi: . [PMID: 22978237]
  • Julia A Podlogar, Eugen J Verspohl. Antiinflammatory effects of ginger and some of its components in human bronchial epithelial (BEAS-2B) cells. Phytotherapy research : PTR. 2012 Mar; 26(3):333-6. doi: 10.1002/ptr.3558. [PMID: 21698672]
  • Marina Quartu, Maria P Serra, Marianna Boi, Giuliano Pillolla, Tiziana Melis, Laura Poddighe, Marina Del Fiacco, Danilo Falconieri, Gianfranca Carta, Elisabetta Murru, Lina Cordeddu, Antonio Piras, Maria Collu, Sebastiano Banni. Effect of acute administration of Pistacia lentiscus L. essential oil on rat cerebral cortex following transient bilateral common carotid artery occlusion. Lipids in health and disease. 2012 Jan; 11(?):8. doi: 10.1186/1476-511x-11-8. [PMID: 22239952]
  • Ismail Amri, Hamrouni Lamia, Samia Gargouri, Mohsen Hanana, Mariem Mahfoudhia, Tarek Fezzani, Ferjani Ezzeddine, Bassem Jamoussi. Chemical composition and biological activities of essential oils of Pinus patula. Natural product communications. 2011 Oct; 6(10):1531-6. doi: ". [PMID: 22164801]
  • Peda Janaćković, Marina Soković, Ljubodrag Vujisić, Vlatka Vajs, Ivan Vucković, Zoran Krivosej, Petar D Marin. Composition and antimicrobial activity of Seseli globiferum essential oil. Natural product communications. 2011 Aug; 6(8):1163-6. doi: ". [PMID: 21922927]
  • Flor D Mora, Nurby Ríos, Luis B Rojas, Tulia Díaz, Judith Velasco, Juan A Carmona, Bladimiro Silva. Chemical composition and in vitro antibacterial activity of the essential oil of Phthirusa adunca from Venezuelan Andes. Natural product communications. 2011 Jul; 6(7):1051-3. doi: ". [PMID: 21834255]
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  • Yool-Jin Park, Ill-Min Chung, Hyung-In Moon. Effects of immunotoxic activity of the major essential oil of Angelica purpuraefolia Chung against Aedes aegypti L. Immunopharmacology and immunotoxicology. 2010 Dec; 32(4):611-3. doi: 10.3109/08923971003639493. [PMID: 20163192]
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