Geranylgeranyl diphosphate (BioDeep_00000638552)

Main id: BioDeep_00000001649

 

PANOMIX_OTCML-2023


代谢物信息卡片


3,7,11,15-tetramethyl-2Z,6Z,10Z,14-hexadecatetraen-1-ol diphosphate

化学式: C20H36O7P2 (450.1936166)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/COP(=O)(O)OP(=O)(O)O)/C)/C)/C)C
InChI: InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+

描述信息

同义名列表

2 个代谢物同义名

Geranylgeranyl diphosphate; 3,7,11,15-tetramethyl-2Z,6Z,10Z,14-hexadecatetraen-1-ol diphosphate



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

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)

34 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

  • Xuan Song, Yao-Guo Qin, Yi-Han Zhang, Yu-Bei Zhou, Zheng-Xi Li. Farnesyl/geranylgeranyl diphosphate synthases regulate the biosynthesis of alarm pheromone in a unique manner in the vetch aphid Megoura viciae. Insect molecular biology. 2022 Dec; ?(?):. doi: 10.1111/imb.12826. [PMID: 36533988]
  • Xin Shu, Jiaqi Wu, Tao Zhang, Xiaoyu Ma, Zuoqin Du, Jin Xu, Jingcan You, Liqun Wang, Ni Chen, Mao Luo, Jianbo Wu. Statin-Induced Geranylgeranyl Pyrophosphate Depletion Promotes PCSK9-Dependent Adipose Insulin Resistance. Nutrients. 2022 Dec; 14(24):. doi: 10.3390/nu14245314. [PMID: 36558473]
  • Xin Shu, Jiaqi Wu, Tao Zhang, Xiaoyu Ma, Zuoqin Du, Jin Xu, Jingcan You, Liqun Wang, Ni Chen, Mao Luo, Jianbo Wu. Statin-Induced Geranylgeranyl Pyrophosphate Depletion Promotes Ferroptosis-Related Senescence in Adipose Tissue. Nutrients. 2022 Oct; 14(20):. doi: 10.3390/nu14204365. [PMID: 36297049]
  • Feifei Xu, Zining Wang, Hongxia Zhang, Jiemin Chen, Xiaojuan Wang, Lei Cui, Chunyuan Xie, Mengyun Li, Fang Wang, Penghui Zhou, Jinyun Liu, Peng Huang, Xiaodong Xia, Xiaojun Xia. Mevalonate Blockade in Cancer Cells Triggers CLEC9A+ Dendritic Cell-Mediated Antitumor Immunity. Cancer research. 2021 09; 81(17):4514-4528. doi: 10.1158/0008-5472.can-20-3977. [PMID: 34266895]
  • Lai Wang, Zu-Guo Zheng, Lingchang Meng, Lijun Zhu, Ping Li, Jun Chen, Hua Yang. Statins induce skeletal muscle atrophy via GGPP depletion-dependent myostatin overexpression in skeletal muscle and brown adipose tissue. Cell biology and toxicology. 2021 06; 37(3):441-460. doi: 10.1007/s10565-020-09558-w. [PMID: 33034787]
  • Liping Zhu, Fangbo Liu, Qiang Hao, Tian Feng, Zeshuai Chen, Shengquan Luo, Rui Xiao, Mengxiang Sun, Ting Zhang, Xiaohang Fan, Xianqin Zeng, Jianguo He, Ping Yuan, Jinming Liu, Matthieu Ruiz, Jocelyn Dupuis, Qinghua Hu. Dietary Geranylgeranyl Pyrophosphate Counteracts the Benefits of Statin Therapy in Experimental Pulmonary Hypertension. Circulation. 2021 05; 143(18):1775-1792. doi: 10.1161/circulationaha.120.046542. [PMID: 33660517]
  • Sarah Ötzkan, Walter E Muller, W Gibson Wood, Gunter P Eckert. Effects of 7,8-Dihydroxyflavone on Lipid Isoprenoid and Rho Protein Levels in Brains of Aged C57BL/6 Mice. Neuromolecular medicine. 2021 03; 23(1):130-139. doi: 10.1007/s12017-020-08640-0. [PMID: 33377988]
  • Joseph Longo, Petr Smirnov, Zhihua Li, Emily Branchard, Jenna E van Leeuwen, Jonathan D Licht, Benjamin Haibe-Kains, David W Andrews, Jonathan J Keats, Trevor J Pugh, Suzanne Trudel, Linda Z Penn. The mevalonate pathway is an actionable vulnerability of t(4;14)-positive multiple myeloma. Leukemia. 2021 03; 35(3):796-808. doi: 10.1038/s41375-020-0962-2. [PMID: 32665698]
  • Marie Chantal Lemfack, Wolfgang Brandt, Katja Krüger, Alexandra Gurowietz, Jacky Djifack, Jan-Philip Jung, Marius Hopf, Heiko Noack, Björn Junker, Stephan von Reuß, Birgit Piechulla. Reaction mechanism of the farnesyl pyrophosphate C-methyltransferase towards the biosynthesis of pre-sodorifen pyrophosphate by Serratia plymuthica 4Rx13. Scientific reports. 2021 02; 11(1):3182. doi: 10.1038/s41598-021-82521-9. [PMID: 33542330]
  • Chi Zhang, Dan-Dan Jin, Xi-Ying Wang, Lian Lou, Jian Yang. Key Enzymes for the Mevalonate Pathway in the Cardiovascular System. Journal of cardiovascular pharmacology. 2021 02; 77(2):142-152. doi: 10.1097/fjc.0000000000000952. [PMID: 33538531]
  • Lisha Wei, Yan-Yan Zheng, Jie Sun, Pei Wang, Tao Tao, Yeqiong Li, Xin Chen, Yongjuan Sang, Danyang Chong, Wei Zhao, Yuwei Zhou, Ye Wang, Zhihui Jiang, Tiantian Qiu, Chao-Jun Li, Min-Sheng Zhu, Xuena Zhang. GGPP depletion initiates metaflammation through disequilibrating CYB5R3-dependent eicosanoid metabolism. The Journal of biological chemistry. 2020 11; 295(47):15988-16001. doi: 10.1074/jbc.ra120.015020. [PMID: 32913122]
  • Garret P Miller, Wajid Waheed Bhat, Emily R Lanier, Sean R Johnson, Davis T Mathieu, Björn Hamberger. The biosynthesis of the anti-microbial diterpenoid leubethanol in Leucophyllum frutescens proceeds via an all-cis prenyl intermediate. The Plant journal : for cell and molecular biology. 2020 11; 104(3):693-705. doi: 10.1111/tpj.14957. [PMID: 32777127]
  • Cheng-Yi Chiang, Chia-Cheng Chou, Hsin-Yang Chang, Min-Feng Hsu, Po-Jung Pao, Ming-Hui Chiang, Andrew H-J Wang. Biochemical and molecular dynamics studies of archaeal polyisoprenyl pyrophosphate phosphatase from Saccharolobus solfataricus. Enzyme and microbial technology. 2020 Sep; 139(?):109585. doi: 10.1016/j.enzmictec.2020.109585. [PMID: 32732034]
  • Gal Hivert, Rachel Davidovich-Rikanati, Einat Bar, Yaron Sitrit, Arthur Schaffer, Natalia Dudareva, Efraim Lewinsohn. Prenyltransferases catalyzing geranyldiphosphate formation in tomato fruit. Plant science : an international journal of experimental plant biology. 2020 Jul; 296(?):110504. doi: 10.1016/j.plantsci.2020.110504. [PMID: 32540020]
  • Oliver Gericke, Nikolaj Lervad Hansen, Gustav Blichfeldt Pedersen, Louise Kjaerulff, Dan Luo, Dan Staerk, Birger Lindberg Møller, Irini Pateraki, Allison Maree Heskes. Nerylneryl diphosphate is the precursor of serrulatane, viscidane and cembrane-type diterpenoids in Eremophila species. BMC plant biology. 2020 Feb; 20(1):91. doi: 10.1186/s12870-020-2293-x. [PMID: 32111159]
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  • Sean R Johnson, Wajid Waheed Bhat, Radin Sadre, Garret P Miller, Alekzander Sky Garcia, Björn Hamberger. Promiscuous terpene synthases from Prunella vulgaris highlight the importance of substrate and compartment switching in terpene synthase evolution. The New phytologist. 2019 07; 223(1):323-335. doi: 10.1111/nph.15778. [PMID: 30843212]
  • Maheshwor Timilshina, Zhiwei You, Sonja M Lacher, Suman Acharya, Liyuan Jiang, Youra Kang, Jung-Ae Kim, Hyeun Wook Chang, Keuk-Jun Kim, Byoungduck Park, Jae-Hyoung Song, Hyun-Jeong Ko, Yun-Yong Park, Min-Jung Ma, Mahesh Raj Nepal, Tae Cheon Jeong, Yeonseok Chung, Ari Waisman, Jae-Hoon Chang. Activation of Mevalonate Pathway via LKB1 Is Essential for Stability of Treg Cells. Cell reports. 2019 06; 27(10):2948-2961.e7. doi: 10.1016/j.celrep.2019.05.020. [PMID: 31167140]
  • Maurizio Camagna, Alexander Grundmann, Cornelia Bär, Julian Koschmieder, Peter Beyer, Ralf Welsch. Enzyme Fusion Removes Competition for Geranylgeranyl Diphosphate in Carotenogenesis. Plant physiology. 2019 03; 179(3):1013-1027. doi: 10.1104/pp.18.01026. [PMID: 30309967]
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  • Xiao-Xiao Liu, Xiao-Wen Zhang, Kai Wang, Xue-Ying Wang, Wen-Long Ma, Wei Cao, Dan Mo, Yang Sun, Xiao-Qiang Li. Kuwanon G attenuates atherosclerosis by upregulation of LXRα-ABCA1/ABCG1 and inhibition of NFκB activity in macrophages. Toxicology and applied pharmacology. 2018 02; 341(?):56-63. doi: 10.1016/j.taap.2018.01.007. [PMID: 29355567]
  • Nobuhito Murai, Hideki Hiyama, Tetsuo Kiso, Toshihiro Sekizawa, Tomonari Watabiki, Hiromasa Oka, Toshiaki Aoki. Analgesic effects of novel lysophosphatidic acid receptor 5 antagonist AS2717638 in rodents. Neuropharmacology. 2017 Nov; 126(?):97-107. doi: 10.1016/j.neuropharm.2017.08.032. [PMID: 28859883]
  • Sameh S M Soliman, Kareem A Mosa, Ali A El-Keblawy, Mohamed I Husseiny. Exogenous and endogenous increase in fungal GGPP increased fungal Taxol production. Applied microbiology and biotechnology. 2017 Oct; 101(20):7523-7533. doi: 10.1007/s00253-017-8509-9. [PMID: 28918530]
  • Noriko Ishihara, Sawako Suzuki, Shou Tanaka, Yasuhiro Watanabe, Daiji Nagayama, Atsuhito Saiki, Tomoaki Tanaka, Ichiro Tatsuno. Atorvastatin increases Fads1, Fads2 and Elovl5 gene expression via the geranylgeranyl pyrophosphate-dependent Rho kinase pathway in 3T3-L1 cells. Molecular medicine reports. 2017 Oct; 16(4):4756-4762. doi: 10.3892/mmr.2017.7141. [PMID: 28765914]
  • Jan Rinkel, Patrick Rabe, Xinlu Chen, Tobias G Köllner, Feng Chen, Jeroen S Dickschat. Mechanisms of the Diterpene Cyclases β-Pinacene Synthase from Dictyostelium discoideum and Hydropyrene Synthase from Streptomyces clavuligerus. Chemistry (Weinheim an der Bergstrasse, Germany). 2017 Aug; 23(44):10501-10505. doi: 10.1002/chem.201702704. [PMID: 28696553]
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  • Hiroshi Sugimoto, Mie Iguchi, Fumihiro Jinno. Bioanalysis of farnesyl pyrophosphate in human plasma by high-performance liquid chromatography coupled to triple quadrupole tandem mass spectrometry and hybrid quadrupole Orbitrap high-resolution mass spectrometry. Analytical and bioanalytical chemistry. 2017 May; 409(14):3551-3560. doi: 10.1007/s00216-017-0293-y. [PMID: 28343347]
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  • Sibongile Mafu, Prema Sambandaswami Karunanithi, Teresa Ann Palazzo, Bronwyn Lee Harrod, Selina Marakana Rodriguez, Iris Natalie Mollhoff, Terrence Edward O'Brien, Shen Tong, Oliver Fiehn, Dean J Tantillo, Jörg Bohlmann, Philipp Zerbe. Biosynthesis of the microtubule-destabilizing diterpene pseudolaric acid B from golden larch involves an unusual diterpene synthase. Proceedings of the National Academy of Sciences of the United States of America. 2017 01; 114(5):974-979. doi: 10.1073/pnas.1612901114. [PMID: 28096378]
  • Yu-Sheng Yeh, Tsuyoshi Goto, Nobuyuki Takahashi, Kahori Egawa, Haruya Takahashi, Huei-Fen Jheng, Young-Il Kim, Teruo Kawada. Geranylgeranyl pyrophosphate performs as an endogenous regulator of adipocyte function via suppressing the LXR pathway. Biochemical and biophysical research communications. 2016 09; 478(3):1317-22. doi: 10.1016/j.bbrc.2016.08.119. [PMID: 27569282]
  • Kayla J Temple, Elia N Wright, Carol A Fierke, Richard A Gibbs. Exploration of GGTase-I substrate requirements. Part 1: Synthesis and biochemical evaluation of novel aryl-modified geranylgeranyl diphosphate analogs. Bioorganic & medicinal chemistry letters. 2016 08; 26(15):3499-502. doi: 10.1016/j.bmcl.2016.06.034. [PMID: 27342750]
  • Kayla J Temple, Elia N Wright, Carol A Fierke, Richard A Gibbs. Exploration of GGTase-I substrate requirements. Part 2: Synthesis and biochemical analysis of novel saturated geranylgeranyl diphosphate analogs. Bioorganic & medicinal chemistry letters. 2016 08; 26(15):3503-7. doi: 10.1016/j.bmcl.2016.06.035. [PMID: 27342751]
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  • M Águila Ruiz-Sola, Diana Coman, Gilles Beck, M Victoria Barja, Maite Colinas, Alexander Graf, Ralf Welsch, Philipp Rütimann, Peter Bühlmann, Laurent Bigler, Wilhelm Gruissem, Manuel Rodríguez-Concepción, Eva Vranová. Arabidopsis GERANYLGERANYL DIPHOSPHATE SYNTHASE 11 is a hub isozyme required for the production of most photosynthesis-related isoprenoids. The New phytologist. 2016 Jan; 209(1):252-64. doi: 10.1111/nph.13580. [PMID: 26224411]
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