Ricinic acid (BioDeep_00000593926)

Main id: BioDeep_00000000961

 

PANOMIX_OTCML-2023


代谢物信息卡片


9-Octadecenoic acid, 12-hydroxy-, [R-(Z)]-

化学式: C18H34O3 (298.2508)
中文名称: 蓖麻油酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCC(CC=CCCCCCCCC(=O)O)O
InChI: InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1



数据库引用编号

13 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)

20 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 CDS1, NMT1, PLA2G12A
Peripheral membrane protein 2 NMT1, PRTN3
Endoplasmic reticulum membrane 6 CDS1, DGAT2, FA2H, FADS2, HSP90B1, KTN1
Nucleus 3 CDS1, HSP90B1, TGM2
cytosol 7 DGAT2, EPHA3, HSP90B1, LIPE, NMT1, PRTN3, TGM2
dendrite 1 EPHA3
nucleoplasm 2 CDS1, EPHA3
Cell membrane 4 EPHA3, LIPE, PRTN3, TGM2
Cytoplasmic granule 1 PRTN3
Multi-pass membrane protein 6 CDS1, DGAT2, FA2H, FADS2, PEX10, TMEM245
Synapse 1 TAC1
Golgi apparatus 1 CDS1
neuronal cell body 1 TAC1
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 3 LIPE, NMT1, TGM2
plasma membrane 7 EPHA3, FADS2, KTN1, NMT1, PRTN3, TGM2, TPSG1
Membrane 10 CDS1, DGAT2, FA2H, FADS2, HSP90B1, KTN1, LIPE, NMT1, TMEM245, TPSG1
axon 2 CCK, TAC1
caveola 1 LIPE
extracellular exosome 5 CXCL12, HSP90B1, PRTN3, SERPING1, TGM2
endoplasmic reticulum 6 CDS1, DGAT2, FA2H, HSP90B1, KTN1, TGM2
extracellular space 6 CCK, PNLIP, PRTN3, SERPING1, TAC1, TPSG1
perinuclear region of cytoplasm 3 DGAT2, HSP90B1, TGM2
mitochondrion 2 DGAT2, TGM2
protein-containing complex 1 HSP90B1
intracellular membrane-bounded organelle 2 DGAT2, PRTN3
Microsome membrane 1 FA2H
Single-pass type I membrane protein 1 EPHA3
Secreted 4 CCK, PLA2G12A, PNLIP, PRTN3
extracellular region 9 CCK, CXCL12, EPHA3, HSP90B1, PLA2G12A, PNLIP, PRTN3, SERPING1, TAC1
Single-pass membrane protein 2 KTN1, TPSG1
[Isoform 2]: Secreted 1 EPHA3
Extracellular side 1 PRTN3
nuclear membrane 1 EPHA3
external side of plasma membrane 1 CXCL12
Secreted, extracellular space, extracellular matrix 1 TGM2
actin cytoskeleton 1 EPHA3
midbody 1 HSP90B1
Early endosome 1 EPHA3
Cytoplasm, perinuclear region 1 DGAT2
Membrane raft 1 PRTN3
focal adhesion 2 HSP90B1, TGM2
perinuclear endoplasmic reticulum membrane 1 DGAT2
extracellular matrix 1 TGM2
Peroxisome 1 PEX10
peroxisomal membrane 1 PEX10
PML body 1 CDS1
collagen-containing extracellular matrix 4 CXCL12, HSP90B1, SERPING1, TGM2
chromatin 1 TGM2
Chromosome 1 TGM2
blood microparticle 1 SERPING1
Lipid droplet 2 DGAT2, LIPE
Membrane, caveola 1 LIPE
Melanosome 1 HSP90B1
sperm plasma membrane 1 HSP90B1
Peroxisome membrane 1 PEX10
plasma membrane raft 1 PRTN3
endoplasmic reticulum lumen 3 HSP90B1, KTN1, SERPING1
platelet alpha granule lumen 1 SERPING1
azurophil granule lumen 1 PRTN3
Sarcoplasmic reticulum lumen 1 HSP90B1
[Isoform 1]: Cell membrane 1 EPHA3
nucleosome 1 TGM2
endocytic vesicle lumen 1 HSP90B1
endoplasmic reticulum chaperone complex 1 HSP90B1
[Isoform 2]: Cytoplasm, perinuclear region 1 TGM2


文献列表

  • Bo Tian, Meijuan Sun, Kethmi Jayawardana, Ding Wu, Guanqun Chen. Characterization of a PLDζ2 Homology Gene from Developing Castor Bean Endosperm. Lipids. 2020 09; 55(5):537-548. doi: 10.1002/lipd.12231. [PMID: 32115716]
  • Lijun Wang, Xiaoling Jiang, Lei Wang, Wei Wang, Chunling Fu, Xingchu Yan, Xinxin Geng. A survey of transcriptome complexity using PacBio single-molecule real-time analysis combined with Illumina RNA sequencing for a better understanding of ricinoleic acid biosynthesis in Ricinus communis. BMC genomics. 2019 Jun; 20(1):456. doi: 10.1186/s12864-019-5832-9. [PMID: 31170917]
  • Jay Shockey, Ida Lager, Sten Stymne, Hari Kiran Kotapati, Jennifer Sheffield, Catherine Mason, Philip D Bates. Specialized lysophosphatidic acid acyltransferases contribute to unusual fatty acid accumulation in exotic Euphorbiaceae seed oils. Planta. 2019 May; 249(5):1285-1299. doi: 10.1007/s00425-018-03086-y. [PMID: 30610363]
  • Chinnaperumal Kamaraj, Pachiyappan Rajiv Gandhi, Gandhi Elango, Sengodan Karthi, Ill-Min Chung, Govindasamy Rajakumar. Novel and environmental friendly approach; Impact of Neem (Azadirachta indica) gum nano formulation (NGNF) on Helicoverpa armigera (Hub.) and Spodoptera litura (Fab.). International journal of biological macromolecules. 2018 Feb; 107(Pt A):59-69. doi: 10.1016/j.ijbiomac.2017.08.145. [PMID: 28860055]
  • Daniel Lunn, James G Wallis, John Browse. Overexpression of Seipin1 Increases Oil in Hydroxy Fatty Acid-Accumulating Seeds. Plant & cell physiology. 2018 Jan; 59(1):205-214. doi: 10.1093/pcp/pcx177. [PMID: 29149288]
  • Claudia Oellig. Screening for Ricinoleic Acid as a Chemical Marker for Secale cornutum in Rye by High-Performance Thin-Layer Chromatography with Fluorescence Detection. Journal of agricultural and food chemistry. 2016 Nov; 64(43):8246-8253. doi: 10.1021/acs.jafc.6b03841. [PMID: 27700105]
  • Karla Rejane de Andrade Porto, Priscilla Rezende Motti, Alexandre Alves Machado, Antonia Railda Roel. In vitro evaluation of the effect of botanical formulations used in the control of Aedes aegypti L. (Diptera: Culicidae) on liver enzymes. Revista da Sociedade Brasileira de Medicina Tropical. 2016 Nov; 49(6):693-697. doi: 10.1590/0037-8682-0117-2016. [PMID: 28001215]
  • Y Mohini, R B N Prasad, M S L Karuna, Y Poornachandra, C Ganesh Kumar. Synthesis and biological evaluation of ricinoleic acid-based lipoamino acid derivatives. Bioorganic & medicinal chemistry letters. 2016 11; 26(21):5198-5202. doi: 10.1016/j.bmcl.2016.09.063. [PMID: 27707604]
  • Ping Wang, Shangde Sun. Enhanced Enzymatic Preparation of Biodiesel Using Ricinoleic Acid as Acyl Donor: Optimization Using Response Surface Methodology. Journal of oleo science. 2016 Sep; 65(9):785-95. doi: 10.5650/jos.ess16052. [PMID: 27477073]
  • Hashem Alsaab, Rami M Alzhrani, Sai H S Boddu. Evaluation of the percutaneous absorption of chlorpromazine from PLO gels across porcine ear and human abdominal skin. Drug development and industrial pharmacy. 2016 Aug; 42(8):1258-66. doi: 10.3109/03639045.2015.1122610. [PMID: 26599694]
  • Grace Q Chen, Harrie van Erp, Jose Martin-Moreno, Kumiko Johnson, Eva Morales, John Browse, Peter J Eastmond, Jiann-Tsyh Lin. Expression of Castor LPAT2 Enhances Ricinoleic Acid Content at the sn-2 Position of Triacylglycerols in Lesquerella Seed. International journal of molecular sciences. 2016 Apr; 17(4):507. doi: 10.3390/ijms17040507. [PMID: 27058535]
  • Pedro Fong, Henry H Y Tong, Kin H Ng, Cheng K Lao, Chon I Chong, Chi M Chao. In silico prediction of prostaglandin D2 synthase inhibitors from herbal constituents for the treatment of hair loss. Journal of ethnopharmacology. 2015 Dec; 175(?):470-80. doi: 10.1016/j.jep.2015.10.005. [PMID: 26456343]
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  • Shen Bayon, Guanqun Chen, Randall J Weselake, John Browse. A small phospholipase A2-α from castor catalyzes the removal of hydroxy fatty acids from phosphatidylcholine in transgenic Arabidopsis seeds. Plant physiology. 2015 Apr; 167(4):1259-70. doi: 10.1104/pp.114.253641. [PMID: 25667315]
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  • Hisashi Yazawa, Hiromichi Kumagai, Hiroshi Uemura. Secretory production of ricinoleic acid in fission yeast Schizosaccharomyces pombe. Applied microbiology and biotechnology. 2013 Oct; 97(19):8663-71. doi: 10.1007/s00253-013-5060-1. [PMID: 23820557]
  • Petra Kocbek, Slavko Kralj, Mateja Erdani Kreft, Julijana Kristl. Targeting intracellular compartments by magnetic polymeric nanoparticles. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2013 Sep; 50(1):130-8. doi: 10.1016/j.ejps.2013.04.004. [PMID: 23603023]
  • Hisashi Yazawa, Roman Holic, Hiromichi Kumagai, Hiroshi Uemura. Toxicity of ricinoleic acid production in fission yeast Schizosaccharomyces pombe is suppressed by the overexpression of plg7, a phospholipase A2 of a platelet-activating factor (PAF) family homolog. Applied microbiology and biotechnology. 2013 Sep; 97(18):8193-203. doi: 10.1007/s00253-013-4987-6. [PMID: 23700240]
  • Xue-Rong Zhou, Surinder P Singh, Allan G Green. Characterisation of the FAD2 gene family from Hiptage benghalensis: a ricinoleic acid accumulating plant. Phytochemistry. 2013 Aug; 92(?):42-8. doi: 10.1016/j.phytochem.2013.05.006. [PMID: 23747094]
  • Brenna A Black, Chenxing Sun, Yuan Yuan Zhao, Michael G Gänzle, Jonathan M Curtis. Antifungal lipids produced by lactobacilli and their structural identification by normal phase LC/atmospheric pressure photoionization−MS/MS. Journal of agricultural and food chemistry. 2013 Jun; 61(22):5338-46. doi: 10.1021/jf400932g. [PMID: 23706022]
  • José María Arroyo-Caro, Tarik Chileh, Michael Kazachkov, Jitao Zou, Diego López Alonso, Federico García-Maroto. The multigene family of lysophosphatidate acyltransferase (LPAT)-related enzymes in Ricinus communis: cloning and molecular characterization of two LPAT genes that are expressed in castor seeds. Plant science : an international journal of experimental plant biology. 2013 Feb; 199-200(?):29-40. doi: 10.1016/j.plantsci.2012.09.015. [PMID: 23265316]
  • Kunduru Konda Reddy, Thumu Ravinder, Sanjit Kanjilal. Synthesis and evaluation of antioxidant and antifungal activities of novel ricinoleate-based lipoconjugates of phenolic acids. Food chemistry. 2012 Oct; 134(4):2201-7. doi: 10.1016/j.foodchem.2012.04.046. [PMID: 23442675]
  • Aswani Dutt Vadlapudi, Ramya Krishna Vadlapatla, Deep Kwatra, Ravinder Earla, Swapan K Samanta, Dhananjay Pal, Ashim K Mitra. Targeted lipid based drug conjugates: a novel strategy for drug delivery. International journal of pharmaceutics. 2012 Sep; 434(1-2):315-24. doi: 10.1016/j.ijpharm.2012.05.033. [PMID: 22692074]
  • Roman Holic, Hisashi Yazawa, Hiromichi Kumagai, Hiroshi Uemura. Engineered high content of ricinoleic acid in fission yeast Schizosaccharomyces pombe. Applied microbiology and biotechnology. 2012 Jul; 95(1):179-87. doi: 10.1007/s00253-012-3959-6. [PMID: 22370951]
  • Adrian P Brown, Johan T M Kroon, David Swarbreck, Melanie Febrer, Tony R Larson, Ian A Graham, Mario Caccamo, Antoni R Slabas. Tissue-specific whole transcriptome sequencing in castor, directed at understanding triacylglycerol lipid biosynthetic pathways. PloS one. 2012; 7(2):e30100. doi: 10.1371/journal.pone.0030100. [PMID: 22319559]
  • Ming Li Wang, J Bradley Morris, Brandon Tonnis, David Pinnow, Jerry Davis, Paul Raymer, Gary A Pederson. Screening of the entire USDA castor germplasm collection for oil content and fatty acid composition for optimum biodiesel production. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9250-6. doi: 10.1021/jf202949v. [PMID: 21838261]
  • Megan L Robertson, Jessica M Paxton, Marc A Hillmyer. Tough blends of polylactide and castor oil. ACS applied materials & interfaces. 2011 Sep; 3(9):3402-10. doi: 10.1021/am2006367. [PMID: 21823623]
  • Hyun Uk Kim, Kyeong-Ryeol Lee, Young Sam Go, Jin Hee Jung, Mi-Chung Suh, Jong Bum Kim. Endoplasmic reticulum-located PDAT1-2 from castor bean enhances hydroxy fatty acid accumulation in transgenic plants. Plant & cell physiology. 2011 Jun; 52(6):983-93. doi: 10.1093/pcp/pcr051. [PMID: 21659329]
  • Gollapalle Lakshminaraya Shastry Viswanatha, Shylaja Hanumanthappa, Nandakumar Krishnadas, Srinath Rangappa. Antidiarrheal effect of fractions from stem bark of Thespesia populnea in rodents: Possible antimotility and antisecretory mechanisms. Asian Pacific journal of tropical medicine. 2011 Jun; 4(6):451-6. doi: 10.1016/s1995-7645(11)60124-7. [PMID: 21771697]
  • Ioannis Mavraganis, Dauenpen Meesapyodsuk, Patricia Vrinten, Mark Smith, Xiao Qiu. Type II diacylglycerol acyltransferase from Claviceps purpurea with ricinoleic acid, a hydroxyl fatty acid of industrial importance, as preferred substrate. Applied and environmental microbiology. 2010 Feb; 76(4):1135-42. doi: 10.1128/aem.02297-09. [PMID: 20023082]
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  • Yonghua Li, Fred Beisson. The biosynthesis of cutin and suberin as an alternative source of enzymes for the production of bio-based chemicals and materials. Biochimie. 2009 Jun; 91(6):685-91. doi: 10.1016/j.biochi.2009.03.016. [PMID: 19344744]
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