beta-Phellandrene (BioDeep_00000001051)

 

Secondary id: BioDeep_00000620223

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


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

化学式: C10H16 (136.1252)
中文名称: 3-异丙基-6-亚甲基-1-环己烯, β-水芹烯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 43.42%

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

36 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; beta-Phellandrene; beta-Phellandrene



数据库引用编号

17 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)

901 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 13 ARHGAP45, DTNB, DYNC2H1, FPR2, ID1, ID2, MC2R, MSMP, MYBPC3, PAF1, PTGS2, TYR, XDH
Peripheral membrane protein 3 ACHE, DYNC2H1, PTGS2
Endoplasmic reticulum membrane 1 PTGS2
Nucleus 6 ACHE, CD274, DTNB, ID1, ID2, PAF1
cytosol 6 ARHGAP45, ID2, LIPE, MYBPC3, PAF1, XDH
dendrite 1 DTNB
nucleoplasm 4 CD274, ID1, ID2, PAF1
Cell membrane 6 ACHE, CD274, DYNC2H1, FPR2, LIPE, MC2R
ruffle membrane 1 ARHGAP45
Early endosome membrane 1 CD274
Multi-pass membrane protein 3 FPR2, MC2R, PAF1
Synapse 2 ACHE, DTNB
cell surface 1 ACHE
Golgi apparatus 3 ACHE, ATRN, DYNC2H1
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
postsynapse 1 DTNB
Cytoplasm, cytosol 1 LIPE
Lysosome 2 GAA, TYR
plasma membrane 10 ACHE, ARHGAP45, ATRN, BCHE, CD274, DTNB, DYNC2H1, FPR2, GAA, MC2R
Membrane 6 ACHE, ARHGAP45, FPR2, GAA, LIPE, PAF1
caveola 2 LIPE, PTGS2
extracellular exosome 4 ATRN, CD274, DYNC2H1, GAA
Lysosome membrane 1 GAA
endoplasmic reticulum 1 PTGS2
extracellular space 6 ACHE, ATRN, BCHE, CXCL8, MSMP, XDH
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, TYR
protein-containing complex 2 ID2, PTGS2
intracellular membrane-bounded organelle 3 GAA, PAF1, TYR
Microsome membrane 1 PTGS2
postsynaptic density 1 DTNB
Single-pass type I membrane protein 3 ATRN, CD274, TYR
Secreted 5 ACHE, BCHE, CXCL8, GAA, MSMP
extracellular region 5 ACHE, ARHGAP45, BCHE, CXCL8, GAA
[Isoform 2]: Secreted 1 ATRN
Extracellular side 1 ACHE
external side of plasma membrane 1 CD274
actin cytoskeleton 1 CD274
Melanosome membrane 1 TYR
apical part of cell 1 DYNC2H1
Golgi-associated vesicle 1 TYR
Cell projection, ruffle membrane 1 ARHGAP45
microtubule 1 DYNC2H1
Peroxisome 1 XDH
basement membrane 1 ACHE
sarcoplasmic reticulum 1 XDH
peroxisomal membrane 1 PAF1
axoneme 1 DYNC2H1
ciliary tip 1 DYNC2H1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
sarcomere 1 MYBPC3
neuron projection 1 PTGS2
cilium 1 DYNC2H1
blood microparticle 1 BCHE
Cytoplasm, cytoskeleton, cilium axoneme 1 DYNC2H1
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 3]: Secreted 1 ATRN
myosin filament 1 MYBPC3
fibrillar center 1 PAF1
Recycling endosome membrane 1 CD274
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Cell projection, dendrite 1 DTNB
specific granule membrane 1 FPR2
tertiary granule membrane 2 FPR2, GAA
Melanosome 1 TYR
euchromatin 1 ID2
side of membrane 1 ACHE
Peroxisome membrane 1 PAF1
basal plasma membrane 1 DTNB
secretory granule lumen 1 ARHGAP45
endoplasmic reticulum lumen 2 BCHE, PTGS2
azurophil granule membrane 1 GAA
azurophil granule lumen 1 ARHGAP45
cytoplasmic dynein complex 1 DYNC2H1
9+2 motile cilium 1 DYNC2H1
dynein complex 1 DYNC2H1
nuclear envelope lumen 1 BCHE
A band 1 MYBPC3
synaptic cleft 1 ACHE
Basal cell membrane 1 DTNB
ficolin-1-rich granule membrane 2 FPR2, GAA
[Isoform 1]: Cell membrane 2 ATRN, CD274
[Isoform 4]: Secreted 1 CD274
inhibitory synapse 1 DTNB
cardiac myofibril 1 MYBPC3
autolysosome lumen 1 GAA
[Isoform H]: Cell membrane 1 ACHE
Cdc73/Paf1 complex 1 PAF1
striated muscle myosin thick filament 1 MYBPC3
C zone 1 MYBPC3
[Isoform 2]: Endomembrane system 1 CD274


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]
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  • 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]
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  • 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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  • 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]
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  • 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]
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  • 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]
  • Chen-Lung Ho, Chai-Yi Lin, Eugene I-Chen Wang, Yu-Chang Su. Composition, antioxidant and antimicrobial activities of leaf and twig essential oils of Litsea akoensis from Taiwan. Natural product communications. 2011 Jun; 6(6):901-4. doi: ". [PMID: 21815435]
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  • Aihong Zhao, Xiuwei Yang, Xinbao Yang, Wenquan Wang, Haiyan Tao. [GC-MS analysis of essential oil from root of Angelica dahurica cv. Qibaizhi]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Mar; 36(5):603-7. doi: 10.4268/cjcmm20110519. [PMID: 21657081]
  • 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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