计算溶液所需的质量、体积或浓度。
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货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
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F126912-10mg |
10mg |
现货 ![]() |
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F126912-25mg |
25mg |
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F126912-50mg |
50mg |
现货 ![]() |
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F126912-100mg |
100mg |
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F126912-250mg |
250mg |
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别名 | 芬维A胺 |
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英文别名 | 4-HPR | Fenretinide [USAN:INN] | FENRETINIDE [MART.] | NCGC00090752-12 | Lopac0_000625 | NCGC00090752-07 | Retinoic acid p-hydroxyanilide | Fenretinida [Spanish] | FENRETINIDE [USAN] | SR-01000075917 | HMS1791G21 | N-(4-Hydroxyphenyl)retinamide | N-(4-hyd |
规格或纯度 | ≥98% |
英文名称 | Fenretinide |
生化机理 | 4-Hydroxyphenylretinamide (Fenretinide) 是一种全反式维甲酸的合成维甲酸类似物,对培养的人类乳腺癌细胞具有抗增殖作用。此外,4-羟基苯赖氨酰胺还是 RAR(视黄醇受体)的选择性激活剂。涉及淋巴和骨髓恶性细胞系的研究表明,4-羟基苯赖氨酰胺可诱导细胞凋亡并减少细胞生长。这些研究表明,4-羟基苯视黄酰胺和全反式视黄酸可能与两种不同的受体结合,从而诱导细胞凋亡。在体外和体内具有抗癌、凋亡和抗氧化活性。在体内具有较长的半衰期。 |
应用 | An agonist displaying activity at retinoid receptors |
储存温度 | -20°C储存,充氩 |
运输条件 | 超低温冰袋运输 |
备注 | 如果有可能,您尽量在使用的当天配置溶液,并在当天使用完它。但是,如果您需要预先配制储备溶液,我们建议您将溶液等份保存在-20°C的密封小瓶中。通常,它们最多可以使用一个月。在使用前和打开样品瓶之前,我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度,用法和处理的建议吗?请访问我们的常见问题(FAQ)页面以获取更多详细信息。 |
产品介绍 |
Fenretinide (4-HPR)是合成的维甲酸衍生物,能结合维甲酸受体(RAR)。An agonist displaying activity at retinoid receptors Fenretinide (4-HPR) is a synthetic retinoid deriverative. 4-HBR is shown to exhibit binding to the retinoic acid receptors (RAR) at concentrations necessary to induce cell death. |
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作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
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分子类型 | 小分子 |
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IUPAC Name | (2E,4E,6E,8E)-N-(4-hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide |
INCHI | InChI=1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+ |
InChi Key | AKJHMTWEGVYYSE-FXILSDISSA-N |
Canonical SMILES | CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)NC2=CC=C(C=C2)O)C)C |
Isomeric SMILES | CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C(=O)NC2=CC=C(C=C2)O)/C)/C |
WGK Germany | 3 |
RTECS | VH6420000 |
PubChem CID | 5288209 |
分子量 | 391.55 |
溶解性 | Soluble in DMSO (25 mg/ml), ethanol (25 mg/ml)), chloroform, and acetone (easily soluble). |
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敏感性 | 对热和空气敏感 |
熔点 | 172 °C |
分子量 | 391.500 g/mol |
XLogP3 | 7.300 |
氢键供体数Hydrogen Bond Donor Count | 2 |
氢键受体数Hydrogen Bond Acceptor Count | 2 |
可旋转键计数Rotatable Bond Count | 6 |
精确质量Exact Mass | 391.251 Da |
单同位素质量Monoisotopic Mass | 391.251 Da |
拓扑极表面积Topological Polar Surface Area | 49.300 Ų |
重原子数Heavy Atom Count | 29 |
形式电荷Formal Charge | 0 |
复杂度Complexity | 726.000 |
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 | 0 |
定义的键立体中心计数Defined Bond Stereocenter Count | 4 |
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 | 4 |
共价键合单元计数Covalently-Bonded Unit Count | 1 |
象形图 | GHS08, GHS07 |
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信号词 | Danger |
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 H302: 吞食有害 H312: 皮肤接触有害 H332: 吸入有害 H360: 可能损害生育力或未出生的孩子 |
预防措施声明 |
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 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。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P302+P352: 如皮肤沾染:用水充分清洗。 P321: 特殊处理(请参阅此标签上的...)。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 P264: 处理后要彻底洗手。 P271: 仅在室外或通风良好的地方使用。 P270: 使用本产品时,请勿进食、饮水或吸烟。 P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。 P403+P233: 存放在通风良好的地方。保持容器密闭。 P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。 P330: 漱口 P203: 使用前,获取、阅读并遵守所有安全说明。 P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。 P301+P317: 如果被吞咽:请寻求医疗帮助。 P318: 如果暴露或担心,请就医。 P317: 寻求紧急医疗救助。 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 |
RTECS | VH6420000 |
Merck Index | 3998 |
个人防护装备 | Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
Nitrogen by Elemental Analysis | 3.4-3.8(%) |
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Melting point | 170-174(℃) |
Purity(HPLC) | 98-100(%) |
Appearance(F126912) | Yellow to Yellow-Orange Powder |
Proton NMR spectrum | Conforms to Structure |
Solubility in EtOH,Yellow to Orange Clear(25 mg/ml) | pass |
1. Yutong Wang,Yanfang Ding,Changyuan Wang,Meng Gao,Youwei Xu,Xiaodong Ma,Xinyi Ma,Hongxia Cui,Lei Li. (2020-05-06) Fenretinide-polyethylene glycol (PEG) conjugate with improved solubility enhanced cytotoxicity to cancer cell and potent in\xa0vivo efficacy.. Pharmaceutical development and technology, 25 ((8)): (962-970). [PMID:32366203] |
1. D Delia,A Aiello,L Lombardi,P G Pelicci,F Grignani,F Grignani,F Formelli,S Menard,A Costa,U Veronesi. (1993-12-15) N-(4-hydroxyphenyl)retinamide induces apoptosis of malignant hemopoietic cell lines including those unresponsive to retinoic acid.. Cancer research, 53 ((24)): (6036-6041). [PMID:8261419] |
2. Aintzane Apraiz,Jolanta Idkowiak-Baldys,Naiara Nieto-Rementería,María Dolores Boyano,Yusuf A Hannun,Aintzane Asumendi. (2012-03-21) Dihydroceramide accumulation and reactive oxygen species are distinct and nonessential events in 4-HPR-mediated leukemia cell death.. Biochemistry and cell biology = Biochimie et biologie cellulaire, 90 ((2)): (209-223). [PMID:22428532] |
3. S Bruno,F Ghiotto,C Tenca,A N Mazzarello,M Bono,P Luzzi,S Casciaro,A Recchia,A Decensi,F Morabito,F Fais. (2012-04-06) N-(4-hydroxyphenyl)retinamide promotes apoptosis of resting and proliferating B-cell chronic lymphocytic leukemia cells and potentiates fludarabine and ABT-737 cytotoxicity.. Leukemia, 26 ((10)): (2260-2268). [PMID:22475870] |
4. Hyereen Kang,Minjae Lee,Kyung-Chul Choi,Dong-Myoung Shin,Jesang Ko,Sung-Wuk Jang. (2012-04-11) N-(4-hydroxyphenyl)retinamide inhibits breast cancer cell invasion through suppressing NF-KB activation and inhibiting matrix metalloproteinase-9 expression.. Journal of cellular biochemistry, 113 ((9)): (2845-2855). [PMID:22488409] |
5. Mrinmay Chakrabarti,Mehrab Khandkar,Naren L Banik,Swapan K Ray. (2012-04-14) Alterations in expression of specific microRNAs by combination of 4-HPR and EGCG inhibited growth of human malignant neuroblastoma cells.. Brain research, 1454 (1-13). [PMID:22498172] |
6. Adriana Albini,Francesca Tosetti,Vincent W Li,Douglas M Noonan,William W Li. (2012-08-02) Cancer prevention by targeting angiogenesis.. Nature reviews. Clinical oncology, 9 ((9)): (498-509). [PMID:22850752] |
7. Gábor Barna,Anna Sebestyén,Zsuzsanna A Dunai,Balázs Csernus,Rudolf Mihalik. (2012-09-08) Heparin can liberate high molecular weight DNA from secondary necrotic cells.. Cell biology international, 36 ((12)): (1281-1286). [PMID:22953972] |
8. Hong Yu,Michael Valerio,Jacek Bielawski. (2012-11-10) Fenretinide inhibited de novo ceramide synthesis and proinflammatory cytokines induced by Aggregatibacter actinomycetemcomitans.. Journal of lipid research, 54 ((1)): (189-201). [PMID:23139430] |
9. George D Mcilroy,Mirela Delibegovic,Carl Owen,Patrick N Stoney,Kirsty D Shearer,Peter J McCaffery,Nimesh Mody. (2012-11-30) Fenretinide treatment prevents diet-induced obesity in association with major alterations in retinoid homeostatic gene expression in adipose, liver, and hypothalamus.. Diabetes, 62 ((3)): (825-836). [PMID:23193184] |
10. Masanori Yasuo,Shiro Mizuno,Jeremy Allegood,Donatas Kraskauskas,Harm J Bogaard,Sarah Spiegel,Norbert F Voelkel. (2013-01-18) Fenretinide causes emphysema, which is prevented by sphingosine 1-phoshate.. PloS one, 8 ((1)): (e53927-e53927). [PMID:23326540] |
11. David Herrero Martín,Aleksandar Boro,Beat W Schäfer. (2013-02-02) Cell-based small-molecule compound screen identifies fenretinide as potential therapeutic for translocation-positive rhabdomyosarcoma.. PloS one, 8 ((1)): (e55072-e55072). [PMID:23372815] |
12. Ying Hu,Hui-Xin Liu,Yuqi He,Yaping Fang,Jianwen Fang,Yu-Jui Yvonne Wan. (2013-02-12) Transcriptome profiling and genome-wide DNA binding define the differential role of fenretinide and all-trans RA in regulating the death and survival of human hepatocellular carcinoma Huh7 cells.. Biochemical pharmacology, 85 ((7)): (1007-1017). [PMID:23396089] |
13. Hui Zhang,Jian-Qing Mi,Hai Fang,Zhao Wang,Chun Wang,Lin Wu,Bin Zhang,Mark Minden,Wen-Tao Yang,Huan-Wei Wang,Jun-Min Li,Xiao-Dong Xi,Sai-Juan Chen,Ji Zhang,Zhu Chen,Kan-Kan Wang. (2013-03-21) Preferential eradication of acute myelogenous leukemia stem cells by fenretinide.. Proceedings of the National Academy of Sciences of the United States of America, 110 ((14)): (5606-5611). [PMID:23513221] |
14. Daniela Di Paolo,Fabio Pastorino,Guendalina Zuccari,Irene Caffa,Monica Loi,Danilo Marimpietri,Chiara Brignole,Patrizia Perri,Michele Cilli,Beatrice Nico,Domenico Ribatti,Vito Pistoia,Mirco Ponzoni,Gabriella Pagnan. (2013-06-25) Enhanced anti-tumor and anti-angiogenic efficacy of a novel liposomal fenretinide on human neuroblastoma.. Journal of controlled release : official journal of the Controlled Release Society, 170 ((3)): (445-451). [PMID:23792118] |
15. Claude Lachance,Mariela Segura,Maria C Dominguez-Punaro,Gabriella Wojewodka,Juan B De Sanctis,Danuta Radzioch,Marcelo Gottschalk. (2014-02-20) Deregulated balance of omega-6 and omega-3 polyunsaturated fatty acids following infection by the zoonotic pathogen Streptococcus suis.. Infection and immunity, 82 ((5)): (1778-1785). [PMID:24549326] |
16. Engin Ulukaya,Mehmet Sarimahmut,Buse Cevatemre,Ferda Ari,Azmi Yerlikaya,Konstantinos Dimas. (2014-04-24) Additive enhancement of apoptosis by TRAIL and fenretinide in metastatic breast cancer cells in vitro.. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 68 ((4)): (477-482). [PMID:24755119] |
17. Shaun Martin,Penny E Lovat,Chris P F Redfern. (2014-10-23) Cell-type variation in stress responses as a consequence of manipulating GRP78 expression in neuroectodermal cells.. Journal of cellular biochemistry, 116 ((3)): (438-449). [PMID:25336069] |
18. Navdha Mittal,Saurabh Malpani,Matthew Dyson,Masanori Ono,John S Coon,Julie J Kim,Julian C Schink,Serdar E Bulun,Mary Ellen Pavone. (2014-10-24) Fenretinide: a novel treatment for endometrial cancer.. PloS one, 9 ((10)): (e110410-e110410). [PMID:25340777] |
19. Samy A F Morad,Su-Fern Tan,David J Feith,Mark Kester,David F Claxton,Thomas P Loughran,Brian M Barth,Todd E Fox,Myles C Cabot. (2015-03-15) Modification of sphingolipid metabolism by tamoxifen and N-desmethyltamoxifen in acute myelogenous leukemia--Impact on enzyme activity and response to cytotoxics.. Biochimica et biophysica acta, 1851 ((7)): (919-928). [PMID:25769964] |
20. Katharina Seidensaal,Andre Nollert,Agnes Hiou Feige,Marie Muller,Thomas Fleming,Nikolas Gunkel,Karim Zaoui,Niels Grabe,Wilko Weichert,Klaus-Josef Weber,Peter Plinkert,Christian Simon,Jochen Hess. (2015-12-05) Impaired aldehyde dehydrogenase 1 subfamily member 2A-dependent retinoic acid signaling is related with a mesenchymal-like phenotype and an unfavorable prognosis of head and neck squamous cell carcinoma.. Molecular cancer, 14 (204-204). [PMID:26634247] |
21. Nancy E Chen,N Vanessa Maldonado,Vazgen Khankaldyyan,Hiroyuki Shimada,Michael M Song,Barry J Maurer,C Patrick Reynolds. (2016-11-04) Reactive Oxygen Species Mediates the Synergistic Activity of Fenretinide Combined with the Microtubule Inhibitor ABT-751 against Multidrug-Resistant Recurrent Neuroblastoma Xenografts.. Molecular cancer therapeutics, 15 ((11)): (2653-2664). [PMID:27530131] |
22. Susan R Mallery,Daren Wang,Brian Santiago,Ping Pei,Steven P Schwendeman,Kari Nieto,Richard Spinney,Meng Tong,George Koutras,Brian Han,Andrew Holpuch,James Lang. (2016-10-30) Benefits of Multifaceted Chemopreventives in the Suppression of the Oral Squamous Cell Carcinoma (OSCC) Tumorigenic Phenotype.. Cancer prevention research (Philadelphia, Pa.), 10 ((1)): (76-88). [PMID:27756753] |
23. Wei-Hung Jung, Chung-Chih Liu, Yu-Lian Yu, Yu-Chin Chang, Wen-Yu Lien, Hsi-Chun Chao, Shu-Yi Huang, Ching-Hua Kuo, Han-Chen Ho, Chih-Chiang Chan,. (2017-05-17) Lipophagy prevents activity-dependent neurodegeneration due to dihydroceramide accumulation. EMBO reports, 18 ((7)): ( 1150-1165 ). [PMID:28507162] |
24. Chunxiao Wang,Sundy N Y Yang,Kate Smith,Jade K Forwood,David A Jans. (2017-10-11) Nuclear import inhibitor N-(4-hydroxyphenyl) retinamide targets Zika virus (ZIKV) nonstructural protein 5 to inhibit ZIKV infection.. Biochemical and biophysical research communications, 493 ((4)): (1555-1559). [PMID:28988109] |
25. Constance A Mitchell,Subham Dasgupta,Sharon Zhang,Heather M Stapleton,David C Volz. (2018-03-13) Disruption of Nuclear Receptor Signaling Alters Triphenyl Phosphate-Induced Cardiotoxicity in Zebrafish Embryos.. Toxicological sciences : an official journal of the Society of Toxicology, 163 ((1)): (307-318). [PMID:29529285] |
26. Nicolas J Pillon,Scott Frendo-Cumbo,Maya R Jacobson,Zhi Liu,Paul L Milligan,Hai Hoang Bui,Juleen R Zierath,Philip J Bilan,Joseph T Brozinick,Amira Klip. (2018-05-26) Sphingolipid changes do not underlie fatty acid-evoked GLUT4 insulin resistance nor inflammation signals in muscle cells.. Journal of lipid research, 59 ((7)): (1148-1163). [PMID:29794037] |
27. Lanlan Liu,Jiansheng Liu,Haiwei Wang,Hui Zhao,Yanzhi Du. (2018-09-27) Fenretinide targeting of human colon cancer sphere cells through cell cycle regulation and stress-responsive activities.. Oncology letters, 16 ((4)): (5339-5348). [PMID:30250604] |
28. Monish R Makena,Hwang Eui Cho,Thinh H Nguyen,Balakrishna Koneru,Dattesh U Verlekar,Ashly Hindle,Min H Kang,C Patrick Reynolds. (2018-09-27) Cytotoxic activity of difluoromethylornithine compared with fenretinide in neuroblastoma cell lines.. Pediatric blood & cancer, 65 ((12)): (e27447-e27447). [PMID:30251395] |
29. Matthew J Watt,Paula M Miotto,William De Nardo,Magdalene K Montgomery. (2019-05-18) The Liver as an Endocrine Organ-Linking NAFLD and Insulin Resistance.. Endocrine reviews, 40 ((5)): (1367-1393). [PMID:31098621] |
30. Ruta Dekeryte,Claire Hull,Kaja Plucińska,Shakil Khan,Sarah Kamli-Salino,Nimesh Mody,Nicola Morrice,Chris McLaughlin,Victor Gault,Bettina Platt,Mirela Delibegovic. (2019-05-20) Effects of Liraglutide and Fenretinide treatments on the diabetic phenotype of neuronal human BACE1 knock-in mice.. Biochemical pharmacology, 166 (222-230). [PMID:31103416] |
31. Aalekhya Reddam,Constance A Mitchell,Subham Dasgupta,Jay S Kirkwood,Alyssa Vollaro,Manhoi Hur,David C Volz. (2019-08-02) mRNA-Sequencing Identifies Liver as a Potential Target Organ for Triphenyl Phosphate in Embryonic Zebrafish.. Toxicological sciences : an official journal of the Society of Toxicology, [PMID:31368501] |
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