FA 19:1 (BioDeep_00000009579)

   


代谢物信息卡片


cis-9,10-methylene-octadecanoic acid

  化学式: C19H36O2 (296.2715)
中文名称: 顺式9,10-亚甲基十八烷酸
  谱图信息: 最多检出来源 Viridiplantae(plant) 21.59%

分子结构信息

SMILES: C(C)CCCCCC(CCCCCCC)/C=C(\C)/C(=O)O
InChI: InChI=1S/C19H36O2/c1-3-4-5-6-9-12-15-18(2)16-13-10-7-8-11-14-17-19(20)21/h2-17H2,1H3,(H,20,21)

描述信息

An 11,12-methyleneoctadecanoic acid having (11R,12S)-configuration.

同义名列表

72 个代谢物同义名

17-methyl-6Z-octadecenoic acid; 17-Methyl-6Z-octadecenoate; FA 19:1; 11R,12S-methylene-octadecanoic acid; Lactobacillic acid; Phytomonic acid; 8-(2-octylcyclopropyl)octanoic acid; 2-octyl-cyclopropaneoctanoic acid; 2-Nonylcyclopropaneheptanoic acid; 8,9-Methylene-octadecanoic acid; cis-9,10-methylene-octadecanoic acid; cis-9,10-Methyleneoctadecanoic Acid; 9S,10R-methylene-octadecanoic acid; Dihydrosterculic acid; 13-Cyclohexyltridecanoic acid; 11E-nonadecenoic acid; 8Z-nonadecenoic acid; 5-Nonadecenoic acid, (5Z)-; Z-5-Nonadecenoic acid; Nonadec-5c-enoic acid; 5Z-Nonadecenoic acid; 16Z-nonadecenoic acid; 19:1(16Z); C19:1n-3; 13Z-nonadecenoic acid; 19:1(13Z); C19:1n-6; 11Z-nonadecenoic acid; 19:1(11Z); C19:1n-12; 9Z-nonadecenoic acid; C19:1n-10; 19:1(9Z); 6Z-nonadecenoic acid; C19:1n-13; 19:1(6Z); 12Z-nonadecenoic acid; 19:1(12Z); C19:1n-7; 7Z-nonadecenoic acid; 7E-nonadecenoic acid; 10Z-nonadecenoic acid; C19:1n-9; 10E-nonadecenoic acid; 2-nonadecenoic acid; C19:1n-17; 10-methyl-9Z-octadecenoic acid; 11-methyl-12Z-octadecenoic acid; 17-methyl-7Z-octadecenoic acid; 18:1(7Z)(17Me); 11-methyl-12E-octadecenoic acid; 18:1(12E)(11Me); 17-methyl-13Z-octadecenoic acid; 18:1(13Z)(17Me); Octadecanoic acid, 10-methylene-; 10-methylene-octadecanoic acid; 10-Undecenoic acid, 10-octyl-; 10-Methylenestearic acid; 2,5-dimethyl-2-heptadecenoic acid; 4-heptyl-2-methyl-2-undecenoic acid; 17-methyloctadec-6-enoic acid; 10-(2-Hexylcyclopropyl)decanoic acid; 10-(2-Hexylcyclopropyl)decanoic acid #; 11,12-methyleneoctadecanoic acid; 11,12-Methylenoctadecansaeure; 2-Hexyl-cyclopropanedecanoic acid; acide methylene-11,12-octadecanoique; cis-11,12-methyleneoctadecanoic acid; Cyclopropanedecanoic acid, 2-hexyl-; Decanoic acid, 10-(2-hexylcyclopropyl); IJKRDVKGCQRKBI-UHFFFAOYSA-N; phytomonic acid, (cis-(1R))-isomer



数据库引用编号

87 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome()

BioCyc()

PlantCyc()

代谢反应

个相关的代谢反应过程信息。

Reactome()

BioCyc()

WikiPathways()

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

5 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 3 AIMP2, CAT, PPARG
Endosome membrane 1 FFAR4
Nucleus 3 AIMP2, EMX2, PPARG
cytosol 3 AIMP2, CAT, PPARG
nucleoplasm 2 ATP2B1, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 3 ATP2B1, FFAR4, TNF
Cell projection, axon 1 EMX2
Multi-pass membrane protein 3 ATP2B1, ATP4A, FFAR4
Synapse 1 ATP2B1
cell surface 1 TNF
glutamatergic synapse 1 ATP2B1
Golgi membrane 1 INS
lysosomal membrane 1 FFAR4
neuronal cell body 1 TNF
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 AIMP2
plasma membrane 4 ATP2B1, ATP4A, FFAR4, TNF
synaptic vesicle membrane 1 ATP2B1
Membrane 4 AIMP2, ATP2B1, ATP4A, CAT
apical plasma membrane 1 ATP4A
axon 1 EMX2
basolateral plasma membrane 1 ATP2B1
extracellular exosome 3 ATP2B1, CAT, LYZ
Lysosome membrane 1 FFAR4
extracellular space 5 ATP4A, INS, LCN1, LYZ, TNF
perinuclear region of cytoplasm 1 PPARG
mitochondrion 1 CAT
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 3 ATP2B1, CAT, PPARG
Secreted 1 INS
extracellular region 5 CAT, INS, LCN1, LYZ, TNF
mitochondrial matrix 1 CAT
ciliary membrane 1 FFAR4
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 1 TNF
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ATP4A
Membrane raft 1 TNF
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
lateral plasma membrane 1 ATP2B1
receptor complex 1 PPARG
cilium 1 FFAR4
chromatin 2 EMX2, PPARG
cell projection 1 ATP2B1
phagocytic cup 1 TNF
Basolateral cell membrane 1 ATP2B1
[Isoform 2]: Cell membrane 1 FFAR4
endosome lumen 1 INS
Presynaptic cell membrane 1 ATP2B1
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
endocytic vesicle 1 FFAR4
transport vesicle 1 INS
azurophil granule lumen 1 LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ATP2B1
[Isoform 1]: Cell membrane 1 FFAR4
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Cell projection, cilium membrane 1 FFAR4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
photoreceptor ribbon synapse 1 ATP2B1
potassium:proton exchanging ATPase complex 1 ATP4A
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Chad M Paton, Roger A Vaughan, Ebru S Selen Alpergin, Fariba Assadi-Porter, Michael K Dowd. Dihydrosterculic acid from cottonseed oil suppresses desaturase activity and improves liver metabolomic profiles of high-fat-fed mice. Nutrition research (New York, N.Y.). 2017 Sep; 45(?):52-62. doi: 10.1016/j.nutres.2017.06.008. [PMID: 29037332]
  • Vudhgiri Srikanth, R B N Prasad, Y Poornachandra, V S Phani Babu, C Ganesh Kumar, B Jagadeesh, Ram Chandra Reddy Jala. Synthesis of dihydrosterculic acid-based monoglucosyl diacylglycerol and its analogues and their biological evaluation. European journal of medicinal chemistry. 2016 Feb; 109(?):134-45. doi: 10.1016/j.ejmech.2015.12.048. [PMID: 26774921]
  • Olivier Berdeaux, Stéphane Gregoire, Cindie Fournier, William W Christie, Pierre Lambelet, Jean-Louis Sébédio. Detection of lactobacillic acid in low erucic rapeseed oil--A note of caution when quantifying cyclic fatty acid monomers in vegetable oils. Chemistry and physics of lipids. 2010 Sep; 163(7):698-702. doi: 10.1016/j.chemphyslip.2010.07.002. [PMID: 20654602]
  • Wenying Zhao, Hua Li, Ailian Wang, Zhongchao Li, Hua Wang. [Influence of culture medium on the viability and membrane fatty acid composition of Oenococcus oeni SD-2a]. Wei sheng wu xue bao = Acta microbiologica Sinica. 2008 Oct; 48(10):1319-23. doi: ". [PMID: 19160811]
  • Karine Pedneault, Paul Angers, André Gosselin, Russell J Tweddell. Fatty acid composition of lipids from mushrooms belonging to the family Boletaceae. Mycological research. 2006 Oct; 110(Pt 10):1179-83. doi: 10.1016/j.mycres.2006.05.006. [PMID: 16959482]
  • Anna Rogowska-Kalisz, Marcin Tkaczyk, Wiesława Bilińska, Michał Nowicki. [The results of conservative treatment of oxalate urolithiasis in children]. Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego. 2003 Jul; 15(85):51-4. doi: NULL. [PMID: 14593960]
  • Dimitrios Tsikas, Masayuki Sawa, Gorig Brunner, Frank Mathias Gutzki, Hartmut H Meyer, Jürgen C Frölich. Gas chromatography-mass spectrometry of cis-9,10-epoxyoctadecanoic acid (cis-EODA). I. Direct evidence for cis-EODA formation from oleic acid oxidation by liver microsomes and isolated hepatocytes. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Feb; 784(2):351-65. doi: 10.1016/s1570-0232(02)00821-8. [PMID: 12505783]
  • H Teixeira, M G Gonçalves, N Rozès, A Ramos, M V San Romão. Lactobacillic acid accumulation in the plasma membrane of Oenococcus oeni: a response to ethanol stress?. Microbial ecology. 2002 Jan; 43(1):146-53. doi: 10.1007/s00248-001-0036-6. [PMID: 11984636]
  • W Beil, C Birkholz, S Wagner, K F Sewing. Interaction of Helicobacter pylori and its fatty acids with parietal cells and gastric H+/K(+)-ATPase. Gut. 1994 Sep; 35(9):1176-80. doi: 10.1136/gut.35.9.1176. [PMID: 7959221]
  • G In 't Veld, A J Driessen, J A Op den Kamp, W N Konings. Hydrophobic membrane thickness and lipid-protein interactions of the leucine transport system of Lactococcus lactis. Biochimica et biophysica acta. 1991 Jun; 1065(2):203-12. doi: 10.1016/0005-2736(91)90231-v. [PMID: 1905573]
  • B Perly, I C Smith, H C Jarrell. Acyl chain dynamics of phosphatidylethanolamines containing oleic acid and dihydrosterculic acid: 2H NMR relaxation studies. Biochemistry. 1985 Aug; 24(17):4659-65. doi: 10.1021/bi00338a027. [PMID: 4063348]
  • E J Dufourc, I C Smith, H C Jarrell. A 2H-NMR analysis of dihydrosterculoyl-containing lipids in model membranes: structural effects of a cyclopropane ring. Chemistry and physics of lipids. 1983 Aug; 33(2):153-77. doi: 10.1016/0009-3084(83)90019-1. [PMID: 6627531]
  • C I Cosper, R G Ackman. Occurrence of cis-9,10-methylenehexadecanoic and cis-9, 10-methyleneoctadecanoic acids in the lipids of immature and mature Fundulus heteroclitus (L.), and in roe. Comparative biochemistry and physiology. B, Comparative biochemistry. 1983; 75(4):649-54. doi: 10.1016/0305-0491(83)90110-4. [PMID: 6617160]
  • J A CROOM, J J MCNEILL, S B TOVE. BIOTIN DEFICIENCY AND THE FATTY ACIDS OF CERTAIN BIOTIN-REQUIRING BACTERIA. Journal of bacteriology. 1964 Aug; 88(?):389-94. doi: 10.1128/jb.88.2.389-394.1964. [PMID: 14203355]
  • P MACLEOD, R G JENSEN, G W GANDER, J SAMPUGNA. Quantity and fatty acid composition of lipid extracted from cells of Streptococcus lactis. Journal of bacteriology. 1962 Apr; 83(?):806-10. doi: 10.1128/jb.83.4.806-810.1962. [PMID: 14468026]
  • K HOFMANN, T Y LIU. Lactobacillic acid biosynthesis. Biochimica et biophysica acta. 1960 Jan; 37(?):364-5. doi: 10.1016/0006-3002(60)90252-3. [PMID: 14402440]
  • K HOFMANN, F TAUSIG. On the identity of phytomonic and lactobacillic acids; a reinvestigation of the fatty acid spectrum of Agrobacterium (Phytomonas) tumefaciens. The Journal of biological chemistry. 1955 Mar; 213(1):425-32. doi: ". [PMID: 14353943]
  • K HOFMANN, C PANOS. The biotin-like activity of lactobacillic acid and related compounds. The Journal of biological chemistry. 1954 Oct; 210(2):687-93. doi: 10.1016/s0021-9258(18)65395-5. [PMID: 13211606]


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