FA 14:1 (BioDeep_00000229652)

Main id: BioDeep_00000000627

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


Myristoleic acid (14:1(n-5))

化学式: C14H26O2 (226.1933)
中文名称: 肉豆蔻酸, 肉豆蔻油酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(/C=C\CCCC)CCCCCCC(=O)O
InChI: InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5-

描述信息

Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells[1].
Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells[1].

同义名列表

8 个代谢物同义名

Myristoleic acid (14:1(n-5)); cis-9-tetradecenoic acid; 9Z-tetradecenoic acid; Myristoleic acid; C14:1n-5; FA 14:1; Myristoleic acid; Myristoleic acid



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)

48 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 AIMP2, ATG7, CCNB1, CTNNB1, MAP1A, MTOR, NFATC1, PLA2G12A, SIRT1, SRC, TNFSF11, TNK1, VEGFA
Peripheral membrane protein 2 MTOR, TNK1
Endosome membrane 1 DCSTAMP
Endoplasmic reticulum membrane 3 DCSTAMP, MTOR, SCD
Nucleus 10 AIMP2, CCNB1, CTNNB1, FOS, MTOR, NFATC1, PPARGC1A, SIRT1, SRC, VEGFA
cytosol 12 AIMP2, ATG7, CCNB1, CTNNB1, FOS, LIPE, MAP1A, MTOR, NFATC1, PPARGC1A, SIRT1, SRC
dendrite 2 MAP1A, MTOR
nuclear body 1 NFATC1
phagocytic vesicle 1 MTOR
centrosome 2 CCNB1, CTNNB1
nucleoplasm 8 CCNB1, CTNNB1, FOS, MTOR, NFATC1, PPARGC1A, SIRT1, SRC
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 6 CTNNB1, DCSTAMP, ITGAM, LIPE, SRC, TNFSF11
Lipid-anchor 1 SRC
Cytoplasmic side 1 MTOR
lamellipodium 1 CTNNB1
ruffle membrane 1 SRC
Multi-pass membrane protein 2 DCSTAMP, SCD
Golgi apparatus membrane 1 MTOR
Synapse 2 CTNNB1, MAP1A
cell cortex 1 CTNNB1
cell junction 2 CTNNB1, SRC
cell surface 3 DCSTAMP, ITGAM, VEGFA
dendritic shaft 1 MAP1A
glutamatergic synapse 2 CTNNB1, SRC
Golgi apparatus 1 VEGFA
Golgi membrane 2 INS, MTOR
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 SRC
neuronal cell body 2 MAP1A, SRC
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 2 AIMP2, LIPE
Lysosome 2 MTOR, SRC
endosome 1 DCSTAMP
plasma membrane 6 CTNNB1, DCSTAMP, ITGAM, SRC, TNFSF11, TNK1
Membrane 11 AIMP2, CCNB1, CTNNB1, DCSTAMP, ITGAM, LIPE, MTOR, SCD, TNFSF11, TNK1, VEGFA
axon 1 MAP1A
basolateral plasma membrane 1 CTNNB1
caveola 2 LIPE, SRC
extracellular exosome 3 CTNNB1, ITGAM, SRC
Lysosome membrane 1 MTOR
endoplasmic reticulum 3 FOS, SCD, VEGFA
extracellular space 4 INS, ITGAM, TNFSF11, VEGFA
perinuclear region of cytoplasm 3 CTNNB1, NFATC1, SRC
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 2 CTNNB1, VEGFA
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
mitochondrion 2 SIRT1, SRC
protein-containing complex 1 CTNNB1
Microsome membrane 1 MTOR
chromatin silencing complex 1 SIRT1
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 ITGAM
Secreted 4 INS, PLA2G12A, TNFSF11, VEGFA
extracellular region 5 ATG7, INS, PLA2G12A, TNFSF11, VEGFA
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 1 MTOR
mitochondrial matrix 1 CCNB1
transcription regulator complex 2 CTNNB1, NFATC1
external side of plasma membrane 1 ITGAM
Secreted, extracellular space, extracellular matrix 1 VEGFA
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
nucleolus 2 SCD, SIRT1
Wnt signalosome 1 CTNNB1
axon cytoplasm 1 MAP1A
sarcoplasm 1 NFATC1
apical part of cell 1 CTNNB1
cell-cell junction 1 CTNNB1
Single-pass type II membrane protein 1 TNFSF11
postsynaptic membrane 1 CTNNB1
Cytoplasm, perinuclear region 1 SRC
Mitochondrion inner membrane 1 SRC
heterochromatin 1 SIRT1
Membrane raft 2 ITGAM, SRC
Cell junction, focal adhesion 1 SRC
Cytoplasm, cytoskeleton 3 CTNNB1, MAP1A, SRC
focal adhesion 2 CTNNB1, SRC
microtubule 1 MAP1A
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
extracellular matrix 1 VEGFA
Nucleus, PML body 3 MTOR, PPARGC1A, SIRT1
PML body 3 MTOR, PPARGC1A, SIRT1
secretory granule 1 VEGFA
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
axoneme 1 ATG7
nuclear inner membrane 1 SIRT1
Late endosome 1 SRC
neuron projection 1 MAP1A
chromatin 4 FOS, NFATC1, PPARGC1A, SIRT1
microtubule associated complex 1 MAP1A
cell periphery 1 CTNNB1
podosome 1 SRC
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
spindle pole 2 CCNB1, CTNNB1
actin filament 1 SRC
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
fibrillar center 1 SIRT1
nuclear envelope 2 MTOR, SIRT1
Endomembrane system 2 CTNNB1, MTOR
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
phagophore assembly site 1 ATG7
axon initial segment 1 MAP1A
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
euchromatin 2 CTNNB1, SIRT1
dendritic growth cone 1 SRC
synaptic membrane 1 SRC
plasma membrane raft 1 ITGAM
ficolin-1-rich granule lumen 1 ATG7
secretory granule lumen 2 ATG7, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
nuclear matrix 1 FOS
platelet alpha granule lumen 1 VEGFA
transport vesicle 1 INS
beta-catenin-TCF complex 1 CTNNB1
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 DCSTAMP, INS
outer kinetochore 1 CCNB1
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
presynaptic active zone cytoplasmic component 1 CTNNB1
[Isoform 1]: Nucleus 1 PPARGC1A
protein-DNA complex 2 CTNNB1, FOS
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
postsynaptic specialization, intracellular component 1 SRC
Cytoplasmic vesicle, phagosome 1 MTOR
catenin complex 1 CTNNB1
Preautophagosomal structure 1 ATG7
integrin complex 1 ITGAM
dendritic microtubule 1 MAP1A
transcription factor AP-1 complex 1 FOS
integrin alphaM-beta2 complex 1 ITGAM
cyclin B1-CDK1 complex 1 CCNB1
dendritic branch 1 MAP1A
dendritic filopodium 1 SRC
primary dendrite 1 MAP1A
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A


文献列表

  • Alexander Y Starikov, Roman A Sidorov, Kirill S Mironov, Dmitry A Los. The Specificities of Lysophosphatidic Acid Acyltransferase and Fatty Acid Desaturase Determine the High Content of Myristic and Myristoleic Acids in Cyanobacterium sp. IPPAS B-1200. International journal of molecular sciences. 2024 Jan; 25(2):. doi: 10.3390/ijms25020774. [PMID: 38255848]
  • Shang-Zhen Li, Ning-Ning Zhang, Xing Yang, Tian-Qing Huang, Yang Lin, Zheng-Meng Jiang, Yongxiang Yi, E-Hu Liu. Nobiletin Ameliorates Nonalcoholic Fatty Liver Disease by Regulating Gut Microbiota and Myristoleic Acid Metabolism. Journal of agricultural and food chemistry. 2023 May; ?(?):. doi: 10.1021/acs.jafc.2c08637. [PMID: 37139957]
  • Sami Kazaz, Romane Miray, Sébastien Baud. Acyl-Acyl Carrier Protein Desaturases and Plant Biotic Interactions. Cells. 2021 03; 10(3):. doi: 10.3390/cells10030674. [PMID: 33803674]
  • Lin-Hu Quan, Chuanhai Zhang, Meng Dong, Jun Jiang, Hongde Xu, Chunlong Yan, Xiaomeng Liu, Huiqiao Zhou, Hanlin Zhang, Li Chen, Fei-Liang Zhong, Zhao-Bo Luo, Sin-Man Lam, Guanghou Shui, Donghao Li, Wanzhu Jin. Myristoleic acid produced by enterococci reduces obesity through brown adipose tissue activation. Gut. 2020 07; 69(7):1239-1247. doi: 10.1136/gutjnl-2019-319114. [PMID: 31744910]
  • Yanglin Ding, Jian Lv, Yiting Shi, Junping Gao, Jian Hua, Chunpeng Song, Zhizhong Gong, Shuhua Yang. EGR2 phosphatase regulates OST1 kinase activity and freezing tolerance in Arabidopsis. The EMBO journal. 2019 01; 38(1):. doi: 10.15252/embj.201899819. [PMID: 30429206]
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  • Lauren O'Neil, Kathryn Andenoro, Isabella Pagano, Laura Carroll, Leah Langer, Zachary Dell, Davina Perera, Bradley W Treece, Frank Heinrich, Mathias Lösche, John F Nagle, Stephanie Tristram-Nagle. HIV-1 matrix-31 membrane binding peptide interacts differently with membranes containing PS vs. PI(4,5)P2. Biochimica et biophysica acta. 2016 12; 1858(12):3071-3081. doi: 10.1016/j.bbamem.2016.09.010. [PMID: 27641491]
  • Jun-Oh Kwon, Won Jong Jin, Bongjun Kim, Hong-Hee Kim, Zang Hee Lee. Myristoleic acid inhibits osteoclast formation and bone resorption by suppressing the RANKL activation of Src and Pyk2. European journal of pharmacology. 2015 Dec; 768(?):189-98. doi: 10.1016/j.ejphar.2015.10.053. [PMID: 26528796]
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  • Hiroko Yamamoto, Daisuke Tachibana, Go Tajima, Yosuke Shigematsu, Takashi Hamasaki, Akemi Tanaka, Masayasu Koyama. Successful management of pregnancy with very-long-chain acyl-coenzyme A dehydrogenase deficiency. The journal of obstetrics and gynaecology research. 2015 Jul; 41(7):1126-8. doi: 10.1111/jog.12672. [PMID: 25655073]
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