3D,7D,11D-Phytanic acid (BioDeep_00000871729)

Main id: BioDeep_00000019509

 

human metabolite Endogenous


代谢物信息卡片


3,7,11,15-Tetramethyl-[3R-(3R*,7R*,11R*)]-hexadecanoic acid

化学式: C20H40O2 (312.3028)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CCCC(C)CCCC(C)CCCC(C)CC(=O)O
InChI: InChI=1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)/t17-,18-,19-/m1/s1

描述信息

3D,7D,11D-Phytanic acid is an isomer of Phytanic acid, an unusual 20-carbon branched-chain fatty acid; Phytanic acid accumulates in blood and tissues of patients with Refsum disease (RD, an inborn error of lipid metabolism inherited as an autosomal recessive trait (OMIM 266500)), and is a reliable identifier of RD from a large number of other neurological disorders. Phytanic acid also accumulates in a number of other disorders with a very different clinical course: disorders of peroxisome biogenesis (Zellweger syndrome (OMIM 214100), neonatal adrenoleukodystrophy (OMIM 202370), infantile Refsum disease (OMIM 266510)) and rhizomelic chondrodysplasia punctata, type 1 (OMIM 215100). Phytanic acid is a 3-methyl fatty acid that cannot be beta-oxidized directly, and first undergoes an alpha-oxidation a reaction catalyzed by the enzyme phytanoyl-CoA hydroxylase, which is deficient in RD, the only true disorder of phytanic acid alpha-oxidation. (The Metabolic and Molecular Bases of Inherited Disease).
Constituent of butter

同义名列表

14 个代谢物同义名

3,7,11,15-Tetramethyl-[3R-(3R*,7R*,11R*)]-hexadecanoic acid; 3,7,11,15-Tetramethyl-[3R-(3R*,7R*,11R*)]-hexadecanoate; ((3R,7R,11R)-)3,7,11,15-Tetramethylhexadecanoic acid; (3R,7R,11R)-3,7,11,15-tetramethylhexadecanoic acid; ((3R,7R,11R)-)3,7,11,15-Tetramethylhexadecanoate; 3,7,11,15-Tetramethyl-D,D,D-hexadecanoic acid; 3,7,11,15-Tetramethyl-D,D,D-hexadecanoate; (3R,7R,11R)-1-Phytanoic acid; (3R,7R,11R)-1-Phytanoate; 3D,7D,11D-Phytanic acid; D,D,D-Phytanic acid; 3D,7D,11D-Phytanate; D,D,D-Phytanate; Phytanoic acid



数据库引用编号

6 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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代谢反应

0 个相关的代谢反应过程信息。

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WikiPathways(0)

Plant Reactome(0)

INOH(0)

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1 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


文献列表

  • Mateus Grings, Anelise Miotti Tonin, Lisiane Aurélio Knebel, Angela Zanatta, Alana Pimentel Moura, Carlos Severo Dutra Filho, Moacir Wajner, Guilhian Leipnitz. Phytanic acid disturbs mitochondrial homeostasis in heart of young rats: a possible pathomechanism of cardiomyopathy in Refsum disease. Molecular and cellular biochemistry. 2012 Jul; 366(1-2):335-43. doi: 10.1007/s11010-012-1311-1. [PMID: 22527938]
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  • Jianqiu Kou, Gabor G Kovacs, Romana Höftberger, Willem Kulik, Alexander Brodde, Sonja Forss-Petter, Selma Hönigschnabl, Andreas Gleiss, Britta Brügger, Ronald Wanders, Wilhelm Just, Herbert Budka, Susanne Jungwirth, Peter Fischer, Johannes Berger. Peroxisomal alterations in Alzheimer's disease. Acta neuropathologica. 2011 Sep; 122(3):271-83. doi: 10.1007/s00401-011-0836-9. [PMID: 21594711]
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  • Gisella Terre'Blanche, Mietha M van der Walt, Jacobus J Bergh, Lodewyk J Mienie. Treatment of an adrenomyeloneuropathy patient with Lorenzo's oil and supplementation with docosahexaenoic acid--a case report. Lipids in health and disease. 2011 Aug; 10(?):152. doi: 10.1186/1476-511x-10-152. [PMID: 21871076]
  • Christian Degen, Alfred Lochner, Sylvia Keller, Katrin Kuhnt, Sven Dänicke, Gerhard Jahreis. Influence of in vitro supplementation with lipids from conventional and Alpine milk on fatty acid distribution and cell growth of HT-29 cells. Lipids in health and disease. 2011 Aug; 10(?):131. doi: 10.1186/1476-511x-10-131. [PMID: 21816049]
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  • Pedro Brites, Ana Sofia Ferreira, Tiago Ferreira da Silva, Vera F Sousa, Ana R Malheiro, Marinus Duran, Hans R Waterham, Myriam Baes, Ronald J A Wanders. Alkyl-glycerol rescues plasmalogen levels and pathology of ether-phospholipid deficient mice. PloS one. 2011; 6(12):e28539. doi: 10.1371/journal.pone.0028539. [PMID: 22163031]
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  • Minoru Nakayama, Hiroyasu Sato, Takayuki Okuda, Nao Fujisawa, Nozomu Kono, Hiroyuki Arai, Emiko Suzuki, Masato Umeda, Hiroyuki O Ishikawa, Kenji Matsuno. Drosophila carrying pex3 or pex16 mutations are models of Zellweger syndrome that reflect its symptoms associated with the absence of peroxisomes. PloS one. 2011; 6(8):e22984. doi: 10.1371/journal.pone.0022984. [PMID: 21826223]
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  • Klaus Rüether, Eleanor Baldwin, Minne Casteels, Michael D Feher, Morten Horn, Susan Kuranoff, Bart P Leroy, Ronald J Wanders, Anthony S Wierzbicki. Adult Refsum disease: a form of tapetoretinal dystrophy accessible to therapy. Survey of ophthalmology. 2010 Nov; 55(6):531-8. doi: 10.1016/j.survophthal.2010.03.007. [PMID: 20850855]
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  • Mikhail M Moisenovich, Valentina A Ol'shevskaya, Tatyana I Rokitskaya, Alla A Ramonova, Roza G Nikitina, Arina N Savchenko, Victor V Tatarskiy, Mikhail A Kaplan, Valery N Kalinin, Elena A Kotova, Oleg V Uvarov, Igor I Agapov, Yuri N Antonenko, Alexander A Shtil. Novel photosensitizers trigger rapid death of malignant human cells and rodent tumor transplants via lipid photodamage and membrane permeabilization. PloS one. 2010 Sep; 5(9):e12717. doi: 10.1371/journal.pone.0012717. [PMID: 20856679]
  • Manuela Martinez, Natalia Ichaso, Fernando Setien, Nuria Durany, Xiao Qiu, William Roesler. The Δ4-desaturation pathway for DHA biosynthesis is operative in the human species: differences between normal controls and children with the Zellweger syndrome. Lipids in health and disease. 2010 Sep; 9(?):98. doi: 10.1186/1476-511x-9-98. [PMID: 20828389]
  • Eleanor J Baldwin, F Brian Gibberd, Claire Harley, Margaret C Sidey, Michael D Feher, Anthony S Wierzbicki. The effectiveness of long-term dietary therapy in the treatment of adult Refsum disease. Journal of neurology, neurosurgery, and psychiatry. 2010 Sep; 81(9):954-7. doi: 10.1136/jnnp.2008.161059. [PMID: 20547622]
  • Guilhian Leipnitz, Alexandre U Amaral, Angela Zanatta, Bianca Seminotti, Carolina G Fernandes, Lisiane A Knebel, Carmen R Vargas, Moacir Wajner. Neurochemical evidence that phytanic acid induces oxidative damage and reduces the antioxidant defenses in cerebellum and cerebral cortex of rats. Life sciences. 2010 Aug; 87(9-10):275-80. doi: 10.1016/j.lfs.2010.06.015. [PMID: 20619275]
  • Hitoshi Kotani, Hiroki Tanabe, Hajime Mizukami, Makoto Makishima, Makoto Inoue. Identification of a naturally occurring rexinoid, honokiol, that activates the retinoid X receptor. Journal of natural products. 2010 Aug; 73(8):1332-6. doi: 10.1021/np100120c. [PMID: 20695472]
  • Alison J Price, Naomi E Allen, Paul N Appleby, Francesca L Crowe, Mazda Jenab, Sabina Rinaldi, Nadia Slimani, Rudolf Kaaks, Sabine Rohrmann, Heiner Boeing, Tobias Pischon, Vassiliki Benetou, Androniki Naska, Antonia Trichopoulou, Domenico Palli, Sabina Sieri, Rosario Tumino, Paolo Vineis, H Bas Bueno-de-Mesquita, Ignacio Donate, Carlos A González, Maria-José Sánchez, Maria-Dolores Chirlaque, Eva Ardanaz, Nerea Larrañaga, Kay-Tee Khaw, Sheila Rodwell, Valentina Gallo, Dominique S Michaud, Elio Riboli, Timothy J Key. Plasma phytanic acid concentration and risk of prostate cancer: results from the European Prospective Investigation into Cancer and Nutrition. The American journal of clinical nutrition. 2010 Jun; 91(6):1769-76. doi: 10.3945/ajcn.2009.28831. [PMID: 20427733]
  • Maiko Mitake, Hiroko Ogawa, Kazuo Uebaba, Yoshihiro Shidoji. Increase in plasma concentrations of geranylgeranoic Acid after turmeric tablet intake by healthy volunteers. Journal of clinical biochemistry and nutrition. 2010 May; 46(3):252-8. doi: 10.3164/jcbn.09-109. [PMID: 20490321]
  • Lars I Hellgren. Phytanic acid--an overlooked bioactive fatty acid in dairy fat?. Annals of the New York Academy of Sciences. 2010 Mar; 1190(?):42-9. doi: 10.1111/j.1749-6632.2009.05254.x. [PMID: 20388135]
  • Manisha Sathe, Mariliza Derveni, Marjorie Allen, David C Cullen. Use of polystyrene-supported 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline for the preparation of a hapten-protein conjugate for antibody development. Bioorganic & medicinal chemistry letters. 2010 Mar; 20(5):1792-5. doi: 10.1016/j.bmcl.2009.12.078. [PMID: 20129781]
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  • Tsuyoshi Goto, Nobuyuki Takahashi, Shizuka Hirai, Teruo Kawada. Various Terpenoids Derived from Herbal and Dietary Plants Function as PPAR Modulators and Regulate Carbohydrate and Lipid Metabolism. PPAR research. 2010; 2010(?):483958. doi: 10.1155/2010/483958. [PMID: 20613991]
  • Cindy Krause, Hendrik Rosewich, Jutta Gärtner. Rational diagnostic strategy for Zellweger syndrome spectrum patients. European journal of human genetics : EJHG. 2009 Jun; 17(6):741-8. doi: 10.1038/ejhg.2008.252. [PMID: 19142205]
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