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植烷酸

    级别和纯度:
  • Moligand™
  • ≥96%
  • mixture of isomers
有货

库存信息

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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
P464170-5mg
5mg 期货 Stock Image
P464170-25mg
25mg 期货 Stock Image
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代谢物 (8911)

基本描述

别名 3,7,11,15-四甲基十六碳酸 | 植烷酸
英文别名 NSC 108698 | BDBM119875 | UNII-8OYE5TF5VL | HY-113067 | 3,7,11,15-tetramethyl-1-hexadecanoic acid | NSC 108698 | AS-82571 | J-008329 | SCHEMBL7888 | C01607 | 8OYE5TF5VL | 3,7,11,15-tetramethylhexadecoanoate | Phytanate | DTXSID80864526 | Phytanoic acid |
规格或纯度 Moligand™, ≥96%, mixture of isomers
英文名称 Phytanic acid
储存温度 2-8°C储存
运输条件 冰袋运输
纯度 ≥96%

关联靶点(人)

RXRA Tclin 视黄酸受体 RXR-alpha(Retinoic acid receptor RXR-alpha) (0 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

分子类型 未知
IIUPAC Name 3,7,11,15-tetramethylhexadecanoic acid
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)
InChi Key RLCKHJSFHOZMDR-UHFFFAOYSA-N
Smiles CC(C)CCCC(C)CCCC(C)CCCC(C)CC(=O)O
Isomeric SMILES CC(C)CCCC(C)CCCC(C)CCCC(C)CC(=O)O
PubChem CID 26840
分子量 312.53
Beilstein号 1789963

化学和物理性质

溶解性 0.15 M Tris-HCl pH 8.5: >1 mg/ml (from Oleic Acid),DMF: >100 mg/ml (from Oleic Acid),DMSO: >100 mg/ml (from Oleic Acid),Ethanol: >100 mg/ml (from Oleic Acid),PBS pH 7.2: <100 µ g/ml (from Oleic Acid)
折光率 n20D1.45 (Predicted)
沸点 78° C
分子量 312.500 g/mol
XLogP3 8.300
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 2
可旋转键计数Rotatable Bond Count 14
精确质量Exact Mass 312.303 Da
单同位素质量Monoisotopic Mass 312.303 Da
拓扑极表面积Topological Polar Surface Area 37.300 Ų
重原子数Heavy Atom Count 22
形式电荷Formal Charge 0
复杂度Complexity 273.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 3
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS07
信号词 警告
危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理(请参阅此标签上的...)。

P302+P352: 如皮肤沾染:用水充分清洗。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。

P319: 如果你感到不适,请寻求医疗帮助。

WGK Germany 3

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

此产品的引用文献

引用文献

1. B Molzer,M Kainz-Korschinsky,R Sundt-Heller,H Bernheimer.  (1989-05-01)  Phytanic acid and very long chain fatty acids in genetic peroxisomal disorders..  Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie,  27  ((5)): (309-314).  [PMID:2474624]
2. E L Berson.  (1982-01-01)  Nutrition and retinal degenerations. Vitamin A, taurine, ornithine, and phytanic acid..  Retina (Philadelphia, Pa.),  ((4)): (236-255).  [PMID:6101131]
3. K Pahan,I Singh.  (1993-10-25)  Intraorganellar localization of CoASH-independent phytanic acid oxidation in human liver peroxisomes..  FEBS letters,  333  ((1-2)): (154-158).  [PMID:8224157]
4. P A Watkins,W W Chen,C J Harris,G Hoefler,S Hoefler,D C Blake,A Balfe,R I Kelley,A B Moser,M E Beard.  (1989-03-01)  Peroxisomal bifunctional enzyme deficiency..  The Journal of clinical investigation,  83  ((3)): (771-777).  [PMID:2921319]
5. P Schönfeld,H Struy.  (1999-09-03)  Refsum disease diagnostic marker phytanic acid alters the physical state of membrane proteins of liver mitochondria..  FEBS letters,  457  ((2)): (179-183).  [PMID:10471774]
6. G Bernscherer,E Berényi,C Karabélyos,A László,Z Dávid,K Hollódy,E Z Tóth.  (2000-02-16)  [Refsum disease]..  Orvosi hetilap,  141  ((1)): (31-34).  [PMID:10673856]
7. S P Young,A W Johnson,D P Muller.  (2001-11-29)  Effects of phytanic acid on the vitamin E status, lipid composition and physical properties of retinal cell membranes: implications for adult Refsum disease..  Clinical science (London, England : 1979),  101  ((6)): (697-705).  [PMID:11724659]
8. Manuel Heim,James Johnson,Franziska Boess,Igor Bendik,Peter Weber,Willi Hunziker,Beat Fluhmann.  (2002-03-30)  Phytanic acid, a natural peroxisome proliferator-activated receptor (PPAR) agonist, regulates glucose metabolism in rat primary hepatocytes..  FASEB journal : official publication of the Federation of American Societies for Experimental Biology,  16  ((7)): (718-720).  [PMID:11923221]
9. Ronald J A Wanders,Gerbert A Jansen,Matthew D Lloyd.  (2003-03-14)  Phytanic acid alpha-oxidation, new insights into an old problem: a review..  Biochimica et biophysica acta,  1631  ((2)): (119-135).  [PMID:12633678]
10. J C Komen,M Duran,R J A Wanders.  (2005-06-28)  Characterization of phytanic acid omega-hydroxylation in human liver microsomes..  Molecular genetics and metabolism,  85  ((3)): (190-195).  [PMID:15979030]
11. Todd Thornburg,Aubrey R Turner,Yong Q Chen,Mara Vitolins,Baoli Chang,Jianfeng Xu.  (2006-03-28)  Phytanic acid, AMACR and prostate cancer risk..  Future oncology (London, England),  ((2)): (213-223).  [PMID:16563090]
12. A S Wierzbicki.  (2007-10-25)  Peroxisomal disorders affecting phytanic acid alpha-oxidation: a review..  Biochemical Society transactions,  35  ((Pt 5)): (881-886).  [PMID:17956237]
13. Paul P Van Veldhoven.  (2010-06-19)  Biochemistry and genetics of inherited disorders of peroxisomal fatty acid metabolism..  Journal of lipid research,  51  ((10)): (2863-2895).  [PMID:20558530]
14. Guilhian Leipnitz,Alexandre U Amaral,Angela Zanatta,Bianca Seminotti,Carolina G Fernandes,Lisiane A Knebel,Carmen R Vargas,Moacir Wajner.  (2010-07-14)  Neurochemical evidence that phytanic acid induces oxidative damage and reduces the antioxidant defenses in cerebellum and cerebral cortex of rats..  Life sciences,  87  ((9-10)): (275-280).  [PMID:20619275]
15. Estela Natacha Brandt Busanello,Carolina Maso Viegas,Alana Pimentel Moura,Anelise Miotti Tonin,Mateus Grings,Carmen R Vargas,Moacir Wajner.  (2010-07-14)  In vitro evidence that phytanic acid compromises Na(+),K(+)-ATPase activity and the electron flow through the respiratory chain in brain cortex from young rats..  Brain research,  1352  (231-238).  [PMID:20624373]
16. Louise B Werner,Lars I Hellgren,Marianne Raff,Søren K Jensen,Rikke A Petersen,Tue Drachmann,Tine Tholstrup.  (2011-06-15)  Effect of dairy fat on plasma phytanic acid in healthy volunteers - a randomized controlled study..  Lipids in health and disease,  10  (95-95).  [PMID:21663648]
17. Wagner L Araújo,Kimitsune Ishizaki,Adriano Nunes-Nesi,Takayuki Tohge,Tony R Larson,Ina Krahnert,Ilse Balbo,Sandra Witt,Peter Dörmann,Ian A Graham,Christopher J Leaver,Alisdair R Fernie.  (2011-07-27)  Analysis of a range of catabolic mutants provides evidence that phytanoyl-coenzyme A does not act as a substrate of the electron-transfer flavoprotein/electron-transfer flavoprotein:ubiquinone oxidoreductase complex in Arabidopsis during dark-induced senescence..  Plant physiology,  157  ((1)): (55-69).  [PMID:21788362]
18. Alfried Kohlschütter,René Santer,Zoltan Lukacs,Christiane Altenburg,Markus J Kemper,Klaus Rüther.  (2011-12-14)  A child with night blindness: preventing serious symptoms of Refsum disease..  Journal of child neurology,  27  ((5)): (654-656).  [PMID:22156782]
19. J Liska,D Macejova,S Ondkova,J Brtko.  (2012-02-15)  Morphology of 1-methyl-1-nitrosourea induced rat mammary tumours after treatment with precursor of phytanic acid or its combination with vitamin D analogue..  Endocrine regulations,  46  ((1)): (21-26).  [PMID:22329818]
20. Nicholas J Ollberding,Briseis Aschebrook-Kilfoy,Donne Bennett D Caces,Margaret E Wright,Dennis D Weisenburger,Sonali M Smith,Brian C-H Chiu.  (2012-10-09)  Phytanic acid and the risk of non-Hodgkin lymphoma..  Carcinogenesis,  34  ((1)): (170-175).  [PMID:23042099]
21. Hugh J McMillan,Thea Worthylake,Jeremy Schwartzentruber,Chloe C Gottlieb,Sarah E Lawrence,Alex Mackenzie,Chandree L Beaulieu,Petra A W Mooyer,Ronald J A Wanders,Jacek Majewski,Dennis E Bulman,Michael T Geraghty,Sacha Ferdinandusse,Kym M Boycott.  (2012-11-28)  Specific combination of compound heterozygous mutations in 17β-hydroxysteroid dehydrogenase type 4 (HSD17B4) defines a new subtype of D-bifunctional protein deficiency..  Orphanet journal of rare diseases,  (90-90).  [PMID:23181892]
22. Mohamed M Elmazar,Hanan S El-Abhar,Mona F Schaalan,Nahla A Farag.  (2013-01-10)  Phytol/Phytanic acid and insulin resistance: potential role of phytanic acid proven by docking simulation and modulation of biochemical alterations..  PloS one,  ((1)): (e45638-e45638).  [PMID:23300941]
23. Ann B Moser,Jody Hey,Patricia K Dranchak,Mazen W Karaman,Junsong Zhao,Laura A Cox,Oliver A Ryder,Joseph G Hacia.  (2013-02-06)  Diverse captive non-human primates with phytanic acid-deficient diets rich in plant products have substantial phytanic acid levels in their red blood cells..  Lipids in health and disease,  12  (10-10).  [PMID:23379307]
24. Tõnu Püssa.  (2013-05-11)  Toxicological issues associated with production and processing of meat..  Meat science,  95  ((4)): (844-853).  [PMID:23660174]
25. Gregory G Martin,Avery L McIntosh,Huan Huang,Shipra Gupta,Barbara P Atshaves,Kerstin K Landrock,Danilo Landrock,Ann B Kier,Friedhelm Schroeder.  (2013-12-05)  The human liver fatty acid binding protein T94A variant alters the structure, stability, and interaction with fibrates..  Biochemistry,  52  ((51)): (9347-9357).  [PMID:24299557]
26. Kaoru Nagai.  (2015-01-27)  Phytanic acid induces Neuro2a cell death via histone deacetylase activation and mitochondrial dysfunction..  Neurotoxicology and teratology,  48  (33-39).  [PMID:25619426]
27. Chieko Iwao,Yoshihiro Shidoji.  (2015-07-18)  Polyunsaturated Branched-Chain Fatty Acid Geranylgeranoic Acid Induces Unfolded Protein Response in Human Hepatoma Cells..  PloS one,  10  ((7)): (e0132761-e0132761).  [PMID:26186544]
28. Hazel M Girvan,Harshwardhan Poddar,Kirsty J McLean,David R Nelson,Katherine A Hollywood,Colin W Levy,David Leys,Andrew W Munro.  (2018-08-18)  Structural and catalytic properties of the peroxygenase P450 enzyme CYP152K6 from Bacillus methanolicus..  Journal of inorganic biochemistry,  188  (18-28).  [PMID:30119014]
29. Leonard Blum,Nadja Tafferner,Ilknur Spring,Jennifer Kurz,Natasja deBruin,Gerd Geisslinger,Michael J Parnham,Susanne Schiffmann.  (2018-08-29)  Dietary phytol reduces clinical symptoms in experimental autoimmune encephalomyelitis (EAE) at least partially by modulating NOX2 expression..  Journal of molecular medicine (Berlin, Germany),  96  ((10)): (1131-1144).  [PMID:30151738]
30. Hanning Wang,Xueying Mao,Min Du.  (2019-04-06)  Phytanic acid activates PPARα to promote beige adipogenic differentiation of preadipocytes..  The Journal of nutritional biochemistry,  67  (201-211).  [PMID:30951974]
31. Wojciech Krężel,Ralph Rühl,Angel R de Lera.  (2019-04-27)  Alternative retinoid X receptor (RXR) ligands..  Molecular and cellular endocrinology,  491  (110436-110436).  [PMID:31026478]
32. Dong-Hee Kang,Fiona Louis,Hao Liu,Hiroshi Shimoda,Yasutaka Nishiyama,Hajime Nozawa,Makoto Kakitani,Daisuke Takagi,Daijiro Kasa,Eiji Nagamori,Shinji Irie,Shiro Kitano,Michiya Matsusaki.  (2021-08-26)  Engineered whole cut meat-like tissue by the assembly of cell fibers using tendon-gel integrated bioprinting..  Nature communications,  12  ((1)): (5059-5059).  [PMID:34429413]
33. P P Van Veldhoven,G P Mannaerts,M Casteels,K Croes.  (2000-03-10)  Hepatic alpha-oxidation of phytanic acid. A revised pathway..  Advances in experimental medicine and biology,  466  (273-281).  [PMID:10709654]
34. Sinan Cakirer,Mahmut R Savas.  (2004-10-14)  Infantile Refsum disease: serial evaluation with MRI..  Pediatric radiology,  35  ((2)): (212-215).  [PMID:15480616]
35. Jianfeng Xu,Todd Thornburg,Aubrey R Turner,Mara Vitolins,Doug Case,John Shadle,Lisa Hinson,Jielin Sun,Wennuan Liu,Baoli Chang,Tamara S Adams,S Lilly Zheng,Frank M Torti.  (2005-02-16)  Serum levels of phytanic acid are associated with prostate cancer risk..  The Prostate,  63  ((3)): (209-214).  [PMID:15712232]
36. D M van den Brink,R J A Wanders.  (2006-06-27)  Phytanic acid: production from phytol, its breakdown and role in human disease..  Cellular and molecular life sciences : CMLS,  63  ((15)): (1752-1765).  [PMID:16799769]
37. Eleanor J Baldwin,F Brian Gibberd,Claire Harley,Margaret C Sidey,Michael D Feher,Anthony S Wierzbicki.  (2010-06-16)  The effectiveness of long-term dietary therapy in the treatment of adult Refsum disease..  Journal of neurology, neurosurgery, and psychiatry,  81  ((9)): (954-957).  [PMID:20547622]
38. Nicol Kruska,Georg Reiser.  (2011-05-17)  Phytanic acid and pristanic acid, branched-chain fatty acids associated with Refsum disease and other inherited peroxisomal disorders, mediate intracellular Ca2+ signaling through activation of free fatty acid receptor GPR40..  Neurobiology of disease,  43  ((2)): (465-472).  [PMID:21570468]
39. Wafaa Ghoneim,Hala T El-Bassyouni,Soheir A Abdel Maksoud.  (2011-09-06)  Peroxisomal biogenesis disorder biomarkers..  Clinical laboratory,  57  ((7-8)): (469-480).  [PMID:21888010]
40. Emily Waltz.  (2012-03-09)  Tiptoeing around transgenics..  Nature biotechnology,  30  ((3)): (215-217).  [PMID:22398610]
41. Shigeo Takashima,Kayoko Toyoshi,Takahiro Itoh,Naomi Kajiwara,Ayako Honda,Akiko Ohba,Shoko Takemoto,Satoshi Yoshida,Nobuyuki Shimozawa.  (2017-01-17)  Detection of unusual very-long-chain fatty acid and ether lipid derivatives in the fibroblasts and plasma of patients with peroxisomal diseases using liquid chromatography-mass spectrometry..  Molecular genetics and metabolism,  120  ((3)): (255-268).  [PMID:28089346]
42. Jiyan Li, Guoyu Xing, Min Qiao, Silu Du, Tao Zhou, Shuo Gao, Hanxue Sun, Rui Jiao, An Li.  (2024)  Composite porous 3D foam for solar-driven atmospheric water harvesting in low humidity natural environment.  CHEMICAL ENGINEERING JOURNAL,  490  (151543).  [10.1016/j.cej.2024.151543]
43. Yingting Yin, Wei Li, Mao Feng, Xiaodong Hu, Jiarong Niu, Jinbo Yao.  (2025)  Fabrication of Flame-Retardant and Anti-dripping Waterborne Polyurethane Containing Phosphorus/Silicon via a Green and Feasible Strategy.  ACS Sustainable Chemistry & Engineering,  13  (9): (3522-3533).  [10.1021/acssuschemeng.4c09232]

溶液计算器