Gondoic acid (BioDeep_00000863644)

Main id: BioDeep_00000003225

 

PANOMIX_OTCML-2023


代谢物信息卡片


cis-Delta(11)-eicosenoic acid

化学式: C20H38O2 (310.2872)
中文名称: 顺-11-二十碳烯酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCC/C=C\CCCCCCCCCC(=O)O
InChI: InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9-

描述信息

Gondoic acid (cis-11-Eicosenoic acid), a monounsaturated long-chain fatty acid, is contained in a variety of plant oils and nuts[1].
Gondoic acid (cis-11-Eicosenoic acid), a monounsaturated long-chain fatty acid, is contained in a variety of plant oils and nuts[1].

同义名列表

14 个代谢物同义名

cis-Delta(11)-eicosenoic acid; (11Z)-icos-11-enoic acid; (Z)-eicos-11-enoic acid; (Z)-icos-11-enoic acid; cis-11-eicosenoic acid; cis-11-icosenoic acid; 11Z-eicosenoic acid; 11-Eicosenoic acid; cis-gondoic acid; Gondoic acid; LMFA01030085; 44878_FLUKA; CHEBI:32425; E3635_SIGMA



数据库引用编号

7 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)

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 7 APOB, APOE, ASAH1, CAT, FASN, PPARG, SREBF1
Peripheral membrane protein 2 CLTB, COQ10A
Endosome membrane 2 APOB, CD1A
Endoplasmic reticulum membrane 5 APOB, ELOVL2, FADS2, SCD, SREBF1
Nucleus 5 APOE, ASAH1, PPARA, PPARG, SREBF1
cytosol 8 APOB, CAT, CLTB, FASN, LEP, LIPE, PPARG, SREBF1
dendrite 2 APOE, ELOVL2
trans-Golgi network 1 CLTB
nucleoplasm 3 PPARA, PPARG, SREBF1
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 2 CD1A, LIPE
Cytoplasmic side 1 CLTB
Multi-pass membrane protein 5 CPT1A, ELOVL2, FADS2, SCD, SREBF1
Golgi apparatus membrane 1 SREBF1
glutamatergic synapse 1 APOE
Golgi apparatus 2 APOE, FASN
Golgi membrane 2 INS, SREBF1
mitochondrial inner membrane 1 COQ10A
neuronal cell body 3 APOB, APOE, ELOVL2
smooth endoplasmic reticulum 1 APOB
Cytoplasm, cytosol 1 LIPE
Lysosome 1 ASAH1
plasma membrane 6 APOB, APOE, CD1A, CLTB, FADS2, FASN
synaptic vesicle membrane 1 CLTB
Membrane 10 APOE, ASAH1, CAT, CD1A, CPT1A, ELOVL2, FADS2, FASN, LIPE, SCD
caveola 1 LIPE
extracellular exosome 5 APOB, APOE, ASAH1, CAT, FASN
endoplasmic reticulum 4 APOE, ELOVL2, SCD, SREBF1
extracellular space 8 APOB, APOE, ASAH1, CD1A, IL10, IL6, INS, LEP
lysosomal lumen 2 APOB, ASAH1
perinuclear region of cytoplasm 1 PPARG
mitochondrion 3 CAT, COQ10A, CPT1A
protein-containing complex 2 CAT, SREBF1
intracellular membrane-bounded organelle 4 APOB, CAT, CLTB, PPARG
Single-pass type I membrane protein 1 CD1A
Secreted 7 APOB, APOE, ASAH1, IL10, IL6, INS, LEP
extracellular region 8 APOB, APOE, ASAH1, CAT, IL10, IL6, INS, LEP
Mitochondrion outer membrane 1 CPT1A
mitochondrial outer membrane 1 CPT1A
mitochondrial matrix 1 CAT
ciliary membrane 1 CLTB
external side of plasma membrane 1 CD1A
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 2 APOB, APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 2 APOB, APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 2 APOB, APOE
nucleolus 1 SCD
Early endosome 2 APOB, APOE
Mitochondrion inner membrane 1 COQ10A
Matrix side 1 COQ10A
Membrane raft 1 CD1A
focal adhesion 1 CAT
extracellular matrix 1 APOE
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 APOE
receptor complex 1 PPARG
chromatin 3 PPARA, PPARG, SREBF1
Secreted, extracellular space 1 APOE
blood microparticle 1 APOE
nuclear envelope 1 SREBF1
endosome lumen 2 APOB, INS
Lipid droplet 2 APOB, LIPE
Membrane, caveola 1 LIPE
Cytoplasmic vesicle membrane 2 CLTB, SREBF1
Cell projection, dendrite 1 ELOVL2
Melanosome 2 APOE, FASN
ficolin-1-rich granule lumen 2 ASAH1, CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 APOB, APOE, IL6, INS
tertiary granule lumen 1 ASAH1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
endoplasmic reticulum exit site 1 APOB
clathrin-coated endocytic vesicle 1 CLTB
ER to Golgi transport vesicle membrane 1 SREBF1
clathrin-coated endocytic vesicle membrane 2 APOB, APOE
[Isoform 2]: Nucleus 1 ASAH1
synaptic cleft 1 APOE
clathrin coat of coated pit 1 CLTB
Membrane, coated pit 1 CLTB
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
clathrin vesicle coat 1 CLTB
discoidal high-density lipoprotein particle 1 APOE
clathrin coat of trans-Golgi network vesicle 1 CLTB
endocytic vesicle lumen 2 APOB, APOE
chylomicron remnant 2 APOB, APOE
intermediate-density lipoprotein particle 2 APOB, APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
catalase complex 1 CAT
mature chylomicron 1 APOB
interleukin-6 receptor complex 1 IL6
clathrin coat 1 CLTB
postsynaptic endocytic zone cytoplasmic component 1 CLTB
presynaptic endocytic zone membrane 1 CLTB
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
dendritic tree 1 ELOVL2
glycogen granule 1 FASN


文献列表

  • Jing Huang, Junmei Hao, Jintao Nie, Ruihua Qian, Haiying Li, Jiayuan Zhao, Yanan Wang. Possible Mechanism of Dysphania ambrosioides (L.) Mosyakin & Clemants Seed Extract Suppresses the Migration and Invasion of Human Hepatocellular Carcinoma Cells SMMC-7721. Chemistry & biodiversity. 2023 Jan; ?(?):e202200768. doi: 10.1002/cbdv.202200768. [PMID: 36694378]
  • Carlene Sarvas, Debbie Puttick, Li Forseille, Dustin Cram, Mark A Smith. Ectopic expression of cDNAs from larkspur (Consolida ajacis) for increased synthesis of gondoic acid (cis-11 eicosenoic acid) and its positional redistribution in seed triacylglycerol of Camelina sativa. Planta. 2021 Jul; 254(2):32. doi: 10.1007/s00425-021-03682-5. [PMID: 34287699]
  • Huiling Gao, Yu Gao, Fei Zhang, Baoling Liu, Chunli Ji, Jinai Xue, Lixia Yuan, Runzhi Li. Functional characterization of an novel acyl-CoA:diacylglycerol acyltransferase 3-3 (CsDGAT3-3) gene from Camelina sativa. Plant science : an international journal of experimental plant biology. 2021 Feb; 303(?):110752. doi: 10.1016/j.plantsci.2020.110752. [PMID: 33487340]
  • Xiao-Qin Luo, Jia-Xi Duan, Hui-Hui Yang, Chen-Yu Zhang, Chen-Chen Sun, Xin-Xin Guan, Jian-Bing Xiong, Cheng Zu, Jia-Hao Tao, Yong Zhou, Cha-Xiang Guan. Epoxyeicosatrienoic acids inhibit the activation of NLRP3 inflammasome in murine macrophages. Journal of cellular physiology. 2020 12; 235(12):9910-9921. doi: 10.1002/jcp.29806. [PMID: 32452554]
  • Olivier Varennes, Romuald Mentaverri, Thomas Duflot, Gilles Kauffenstein, Thibaut Objois, Gaëlle Lenglet, Carine Avondo, Christophe Morisseau, Michel Brazier, Saïd Kamel, Isabelle Six, Jeremy Bellien. The Metabolism of Epoxyeicosatrienoic Acids by Soluble Epoxide Hydrolase Is Protective against the Development of Vascular Calcification. International journal of molecular sciences. 2020 Jun; 21(12):. doi: 10.3390/ijms21124313. [PMID: 32560362]
  • Mohammad Vatanparast, Dong-Hee Lee, Yonggyun Kim. Biosynthesis and immunity of epoxyeicosatrienoic acids in a lepidopteran insect, Spodoptera exigua. Developmental and comparative immunology. 2020 06; 107(?):103643. doi: 10.1016/j.dci.2020.103643. [PMID: 32067998]
  • Hans Albert Pedersen, Chi Ndi, Susan J Semple, Bevan Buirchell, Birger Lindberg Møller, Dan Staerk. PTP1B-Inhibiting Branched-Chain Fatty Acid Dimers from Eremophila oppositifolia subsp. angustifolia Identified by High-Resolution PTP1B Inhibition Profiling and HPLC-PDA-HRMS-SPE-NMR Analysis. Journal of natural products. 2020 05; 83(5):1598-1610. doi: 10.1021/acs.jnatprod.0c00070. [PMID: 32255628]
  • Ting Zhang, Yinyin Xia, Ting-Li Han, Hua Zhang, Philip N Baker. Five serum fatty acids are associated with subclinical hypothyroidism in a Chinese pregnant population. Scientific reports. 2020 04; 10(1):6743. doi: 10.1038/s41598-020-63513-7. [PMID: 32317737]
  • Takahiko Mitsui, Satoru Kira, Tatsuya Ihara, Norifumi Sawada, Hiroshi Nakagomi, Tatsuya Miyamoto, Hiroshi Shimura, Sachiko Tsuchiya, Mie Kanda, Masayuki Takeda. Metabolism of fatty acids and bile acids in plasma is associated with overactive bladder in males: potential biomarkers and targets for novel treatments in a metabolomics analysis. International urology and nephrology. 2020 Feb; 52(2):233-238. doi: 10.1007/s11255-019-02299-8. [PMID: 31587188]
  • Guillaume N Menard, Fiona M Bryant, Amélie A Kelly, Christian P Craddock, Irene Lavagi, Keywan Hassani-Pak, Smita Kurup, Peter J Eastmond. Natural variation in acyl editing is a determinant of seed storage oil composition. Scientific reports. 2018 11; 8(1):17346. doi: 10.1038/s41598-018-35136-6. [PMID: 30478395]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • William B Campbell, John D Imig, James M Schmitz, John R Falck. Orally Active Epoxyeicosatrienoic Acid Analogs. Journal of cardiovascular pharmacology. 2017 Oct; 70(4):211-224. doi: 10.1097/fjc.0000000000000523. [PMID: 28937442]
  • Yijun Huang, Jun Qin, Dong Sun, Houli Jiang, Lei Zheng, Yue He, Liang Gui, Binbin Qian, Chihao Zhang, Meng Luo. Inhibition of soluble epoxide hydrolase reduces portal pressure by protecting mesenteric artery myogenic responses in cirrhotic rats. Prostaglandins & other lipid mediators. 2017 07; 131(?):17-24. doi: 10.1016/j.prostaglandins.2017.03.007. [PMID: 28473204]
  • Mike Pollard, Tina M Martin, Yair Shachar-Hill. Lipid analysis of developing Camelina sativa seeds and cultured embryos. Phytochemistry. 2015 Oct; 118(?):23-32. doi: 10.1016/j.phytochem.2015.07.022. [PMID: 26262674]
  • Luděk Červenka, Vojtěch Melenovský, Zuzana Husková, Petra Škaroupková, Akira Nishiyama, Janusz Sadowski. Inhibition of soluble epoxide hydrolase counteracts the development of renal dysfunction and progression of congestive heart failure in Ren-2 transgenic hypertensive rats with aorto-caval fistula. Clinical and experimental pharmacology & physiology. 2015 Jul; 42(7):795-807. doi: 10.1111/1440-1681.12419. [PMID: 25969338]
  • H Kikukawa, E Sakuradani, Y Nishibaba, T Okuda, A Ando, J Shima, S Shimizu, J Ogawa. Production of cis-11-eicosenoic acid by Mortierella fungi. Journal of applied microbiology. 2015 Mar; 118(3):641-7. doi: 10.1111/jam.12725. [PMID: 25495454]
  • Seong Kwon Ma, Yinqiu Wang, Jianchun Chen, Ming-Zhi Zhang, Raymond C Harris, Jian-Kang Chen. Overexpression of G-protein-coupled receptor 40 enhances the mitogenic response to epoxyeicosatrienoic acids. PloS one. 2015; 10(2):e0113130. doi: 10.1371/journal.pone.0113130. [PMID: 25679385]
  • Suman Kundu, Talat Roome, Ashish Bhattacharjee, Kevin A Carnevale, Valentin P Yakubenko, Renliang Zhang, Sung Hee Hwang, Bruce D Hammock, Martha K Cathcart. Metabolic products of soluble epoxide hydrolase are essential for monocyte chemotaxis to MCP-1 in vitro and in vivo. Journal of lipid research. 2013 Feb; 54(2):436-47. doi: 10.1194/jlr.m031914. [PMID: 23160182]
  • J Yang, T Chen, L Sun, Z Zhao, X Qi, K Zhou, Y Cao, X Wang, Y Qiu, M Su, A Zhao, P Wang, P Yang, J Wu, G Feng, L He, W Jia, C Wan. Potential metabolite markers of schizophrenia. Molecular psychiatry. 2013 Jan; 18(1):67-78. doi: 10.1038/mp.2011.131. [PMID: 22024767]
  • Rémi Lasserre, Xiao-Jun Guo, Fabien Conchonaud, Yannick Hamon, Omar Hawchar, Anne-Marie Bernard, Saïdi M'Homa Soudja, Pierre-François Lenne, Hervé Rigneault, Daniel Olive, Georges Bismuth, Jacques A Nunès, Bernard Payrastre, Didier Marguet, Hai-Tao He. Raft nanodomains contribute to Akt/PKB plasma membrane recruitment and activation. Nature chemical biology. 2008 Sep; 4(9):538-47. doi: 10.1038/nchembio.103. [PMID: 18641634]
  • S F YANG, P K STUMPF. FAT METABOLISM IN HIGHER PLANTS. XXII. ENZYMIC SYNTHESIS OF 14-HYDROXY-11-EICOSENOIC ACID BY PARTICULATE PREPARATIONS OF AVOCADO MESOCARP. Biochimica et biophysica acta. 1965 Feb; 98(?):27-35. doi: ". [PMID: 14290834]