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法呢醇, 甲羟戊酸激酶抑制剂

异戊二烯醇。凋亡。
9篇引用文献 COA COA
    级别和纯度:
  • Moligand™
    •
  • ≥95%
  • mixture of isomers
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货号 (SKU) 包装规格 是否现货 价格 数量
F113776-5ml
 5ml 现货 Stock Image
F113776-25ml
 25ml 现货 Stock Image
F113776-100ml
 100ml 现货 Stock Image
F113776-500ml
 500ml 期货 Stock Image
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Antibiotic (2632) Bacterial (5911) mevalonate kinase Inhibitor (6) 代谢物 (8911)
main product photo

基本描述

别名 合金欢醇 | 里哪醇 | 金合欢醇 | 法尼醇 | 3,7,11-三甲基十二烷基-2,6,10-三烯-1-醇
英文别名 (2E, 6E)-3,7,11-trimethyl2,6,10-dodecatrien-1-ol | C01126 | Cyclopropanecarboxylic acid, 3-(2-chloro-2-(4-chlorophenyl)ethenyl)-2,2-dimethyl-, cyano(4-fluoro-3-phenoxyphenyl)methyl ester, trans- | NCGC00255293-01 | 2E,6E-Farnesyl alcohol | 2-trans-S-6-tra
规格或纯度 Moligand™, ≥95%, mixture of isomers
英文名称 Farnesol
生化机理 一种在体内具有化学预防和抗肿瘤作用的类异戊二烯醇。凋亡诱导剂。
运输条件 常规运输
作用类型 抑制剂
作用机制 甲羟戊酸激酶抑制剂
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。
纯度 ≥95%

关联靶点（人）

MVK Tchem 甲羟戊酸激酶(Mevalonate kinase) (1 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)
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PANC-1 (6144 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点（其它种属）

NA Neuraminidase (1107 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Enterococcus durans (113 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Streptococcus sobrinus (228 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Pseudomonas aeruginosa (123386 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Klebsiella pneumoniae (43867 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Salmonella typhimurium (15756 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Shigella flexneri (1836 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Staphylococcus epidermidis (22802 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Acinetobacter baumannii (41033 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Proteus mirabilis (3894 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Serratia marcescens (3237 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Streptococcus mutans (2687 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Streptococcus agalactiae (1777 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Streptococcus pyogenes (16140 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mycobacterium tuberculosis (203094 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Enterococcus faecalis (29875 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Cutibacterium acnes (887 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Candida albicans (78123 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Candida parapsilosis (8521 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Myzus persicae (1112 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Stenotrophomonas maltophilia (1743 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Leptinotarsa decemlineata (1161 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mapt Microtubule-associated protein tau (6 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
FTL Ferritin light chain (43324 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Rhopalosiphum padi (121 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

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

PubChem SID 488189833
EC号 225-004-1
分子类型 小分子
IIUPAC Name (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
INCHI 1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+
InChi Key CRDAMVZIKSXKFV-YFVJMOTDSA-N
Smiles CC(=CCCC(=CCCC(=CCO)C)C)C
Isomeric SMILES CC(=CCC/C(=C/CC/C(=C/CO)/C)/C)C
分子量 222.37
Beilstein号 1763926
Reaxy-Rn 1763926
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1763926&ln=

化学和物理性质

溶解性 不溶于水；可溶于酒精
密度 0.886
敏感性 对光敏感
折光率 1.487-1.492
闪点(℉) 311 °F
闪点(℃) 96℃
沸点 149°C
分子量 222.370 g/mol
XLogP3 4.800
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 1
可旋转键计数Rotatable Bond Count 7
精确质量Exact Mass 222.198 Da
单同位素质量Monoisotopic Mass 222.198 Da
拓扑极表面积Topological Polar Surface Area 20.200 Ų
重原子数Heavy Atom Count 16
形式电荷Formal Charge 0
复杂度Complexity 265.000
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 2
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 2
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

H317: 可能引起皮肤过敏反应

H319: 引起严重眼睛刺激
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。

P272: 被污染的工作服不允许离开工作场所

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。

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。

P333+P313: 如发生皮肤刺激或皮疹：求医/就诊。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

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。
WGK Germany 2
RTECS JR4979000
Merck Index 3937
个人防护装备 Eyeshields,Gloves,half-mask respirator (EU),half-mask respirator (US),multi-purpose combination respirator cartridge (US)

质检证书（CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
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找到9个结果

批号(Lot Number) 证书类型 货号
G2521023 分析证书 F113776
G2522031 分析证书 F113776
L2412763 分析证书 F113776
L2412781 分析证书 F113776
A2220105 分析证书 F113776
A2220122 分析证书 F113776
A2220172 分析证书 F113776
A2220414 分析证书 F113776
D2415384 分析证书 F113776

此产品的引用文献

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引用文献

1. Forman BM, Goode E, Chen J, Oro AE, Bradley DJ, Perlmann T, Noonan DJ, Burka LT, McMorris T, Lamph WW, Evans RM, Weinberger C.  (1995)  Identification of a nuclear receptor that is activated by farnesol metabolites..  Cell,  81  (5): (687-93).  [PMID:7774010]
2. J B Roullet,H Xue,J Chapman,P McDougal,C M Roullet,D A McCarron.  (1996-05-15)  Farnesyl analogues inhibit vasoconstriction in animal and human arteries..  The Journal of clinical investigation,  97  ((10)): (2384-2390).  [PMID:8636420]
3. Y Saisho,A Morimoto,T Umeda.  (1997-11-05)  Determination of farnesyl pyrophosphate in dog and human plasma by high-performance liquid chromatography with fluorescence detection..  Analytical biochemistry,  252  ((1)): (89-95).  [PMID:9324945]
4. D A Andres,D C Crick,B S Finlin,C J Waechter.  (1999-07-10)  Rapid identification of cysteine-linked isoprenyl groups by metabolic labeling with [3H]farnesol and [3H]geranylgeraniol..  Methods in molecular biology (Clifton, N.J.),  116  (107-123).  [PMID:10399149]
5. K Hanley,L G Kömüves,D C Ng,K Schoonjans,S S He,P Lau,D D Bikle,M L Williams,P M Elias,J Auwerx,K R Feingold.  (2001-02-07)  Farnesol stimulates differentiation in epidermal keratinocytes via PPARalpha..  The Journal of biological chemistry,  275  ((15)): (11484-11491).  [PMID:10753967]
6. K Hanley,L Wood,D C Ng,S S He,P Lau,A Moser,P M Elias,D D Bikle,M L Williams,K R Feingold.  (2001-03-20)  Cholesterol sulfate stimulates involucrin transcription in keratinocytes by increasing Fra-1, Fra-2, and Jun D..  Journal of lipid research,  42  ((3)): (390-398).  [PMID:11254751]
7. E Fayard,K Schoonjans,J Auwerx.  (2001-03-27)  Xol INXS: role of the liver X and the farnesol X receptors..  Current opinion in lipidology,  12  ((2)): (113-120).  [PMID:11264982]
8. Andrea E DeBarber,Lisa A Bleyle,Jean-Baptiste O Roullet,Dennis R Koop.  (2004-05-26)  Omega-hydroxylation of farnesol by mammalian cytochromes p450..  Biochimica et biophysica acta,  1682  ((1-3)): (18-27).  [PMID:15158752]
9. Thomas L Horn,Lina Long,Michael J Cwik,Robert L Morrissey,Izet M Kapetanovic,David L McCormick.  (2005-04-21)  Modulation of hepatic and renal drug metabolizing enzyme activities in rats by subchronic administration of farnesol..  Chemico-biological interactions,  152  ((2-3)): (79-99).  [PMID:15840382]
10. Tristan Rossignol,Mary E Logue,Kieran Reynolds,Muriel Grenon,Noel F Lowndes,Geraldine Butler.  (2007-08-09)  Transcriptional response of Candida parapsilosis following exposure to farnesol..  Antimicrobial agents and chemotherapy,  51  ((7)): (2304-2312).  [PMID:17684006]
11. Roman Shchepin,Dhammika H M L P Navarathna,Raluca Dumitru,Shane Lippold,Kenneth W Nickerson,Patrick H Dussault.  (2007-11-27)  Influence of heterocyclic and oxime-containing farnesol analogs on quorum sensing and pathogenicity in Candida albicans..  Bioorganic & medicinal chemistry,  16  ((4)): (1842-1848).  [PMID:18037299]
12. Nobuwa Aoki,Mai Muko,Emi Ohta,Shinji Ohta.  (2008-06-19)  C-geranylated chalcones from the stems of Angelica keiskei with superoxide-scavenging activity..  Journal of natural products,  71  ((7)): (1308-1310).  [PMID:18558745]
13. A Lapczynski,S P Bhatia,C S Letizia,A M Api.  (2008-07-22)  Fragrance material review on farnesol..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  46 Suppl 11  (S149-S156).  [PMID:18640198]
14. Jiaxi Ding,Dechen Jiang,Michael Kurczy,Jennifer Nalepka,Brian Dudley,Erin I Merkel,Forbes D Porter,Andrew G Ewing,Nicholas Winograd,James Burgess,Kathleen Molyneaux.  (2009-01-02)  Inhibition of HMG CoA reductase reveals an unexpected role for cholesterol during PGC migration in the mouse..  BMC developmental biology,  8  (120-120).  [PMID:19117526]
15. Louise A Knight,Christian M Kurbacher,Sharon Glaysher,Augusta Fernando,Ralf Reichelt,Susanne Dexel,Uwe Reinhold,Ian A Cree.  (2009-01-30)  Activity of mevalonate pathway inhibitors against breast and ovarian cancers in the ATP-based tumour chemosensitivity assay..  BMC cancer,  9  (38-38).  [PMID:19175937]
16. Mark E Shirtliff,Bastiaan P Krom,Roelien A M Meijering,Brian M Peters,Jingsong Zhu,Mark A Scheper,Megan L Harris,Mary Ann Jabra-Rizk.  (2009-04-15)  Farnesol-induced apoptosis in Candida albicans..  Antimicrobial agents and chemotherapy,  53  ((6)): (2392-2401).  [PMID:19364863]
17. Fu Chen,Xin-Ming Liu,Kelly C Rice,Xue Li,Fang Yu,Richard A Reinhardt,Kenneth W Bayles,Dong Wang.  (2009-08-26)  Tooth-binding micelles for dental caries prevention..  Antimicrobial agents and chemotherapy,  53  ((11)): (4898-4902).  [PMID:19704121]
18. Melanie L Langford,Sahar Hasim,Kenneth W Nickerson,Audrey L Atkin.  (2009-11-26)  Activity and toxicity of farnesol towards Candida albicans are dependent on growth conditions..  Antimicrobial agents and chemotherapy,  54  ((2)): (940-942).  [PMID:19933803]
19. Melanie L Langford,Audrey L Atkin,Kenneth W Nickerson.  (2009-12-10)  Cellular interactions of farnesol, a quorum-sensing molecule produced by Candida albicans..  Future microbiology,  4  ((10)): (1353-1362).  [PMID:19995193]
20. Ulrike Grienke,Michaela Schmidtke,Johannes Kirchmair,Kathrin Pfarr,Peter Wutzler,Ralf Dürrwald,Gerhard Wolber,Klaus R Liedl,Hermann Stuppner,Judith M Rollinger.  (2009-12-18)  Antiviral potential and molecular insight into neuraminidase inhibiting diarylheptanoids from Alpinia katsumadai..  Journal of medicinal chemistry,  53  ((2)): (778-786).  [PMID:20014777]
21. Sarah Gilpin,Howard Maibach.  (2010-09-23)  Allergic contact dermatitis caused by farnesol: clinical relevance..  Cutaneous and ocular toxicology,  29  ((4)): (278-287).  [PMID:20858058]
22. Gérald E Piérard,Trinh Hermanns-Lê,Philippe Delvenne,Claudine Piérard-Franchimont.  (2012-05-10)  Miconazole, a pharmacological barrier to skin fungal infections..  Expert opinion on pharmacotherapy,  13  ((8)): (1187-1194).  [PMID:22568580]
23. Rossana de Aguiar Cordeiro,George Cândido Nogueira,Raimunda Sâmia Nogueira Brilhante,Carlos Eduardo Cordeiro Teixeira,Charles Ielpo Mourão,Débora de Souza Collares Maia Castelo-Branco,Manoel de Araújo Neto Paiva,Joyce Fonteles Ribeiro,André Jalles Monteiro,José Júlio Costa Sidrim,Marcos Fábio Gadelha Rocha.  (2012-05-15)  Farnesol inhibits in vitro growth of the Cryptococcus neoformans species complex with no significant changes in virulence-related exoenzymes..  Veterinary microbiology,  159  ((3-4)): (375-380).  [PMID:22580194]
24. Nuno Cerca,Fernanda Gomes,Sofia Pereira,Pilar Teixeira,Rosário Oliveira.  (2012-05-18)  Confocal laser scanning microscopy analysis of S. epidermidis biofilms exposed to farnesol, vancomycin and rifampicin..  BMC research notes,  5  (244-244).  [PMID:22591918]
25. Marianna Agassandian,Bill B Chen,Roopa Pulijala,Leah Kaercher,Jennifer R Glasser,Rama K Mallampalli.  (2012-05-25)  Calcium-calmodulin kinase I cooperatively regulates nucleocytoplasmic shuttling of CCTα by accessing a nuclear export signal..  Molecular biology of the cell,  23  ((14)): (2755-2769).  [PMID:22621903]
26. Dirk Wartenberg,Martin Vödisch,Olaf Kniemeyer,Daniela Albrecht-Eckardt,Kirstin Scherlach,Robert Winkler,Mirko Weide,Axel A Brakhage.  (2012-05-29)  Proteome analysis of the farnesol-induced stress response in Aspergillus nidulans--The role of a putative dehydrin..  Journal of proteomics,  75  ((13)): (4038-4049).  [PMID:22634043]
27. Najla Nasr,Susan Maddocks,Stuart G Turville,Andrew N Harman,Natalie Woolger,Karla J Helbig,John Wilkinson,Chris R Bye,Thomas K Wright,Dharshini Rambukwelle,Heather Donaghy,Michael R Beard,Anthony L Cunningham.  (2012-06-09)  HIV-1 infection of human macrophages directly induces viperin which inhibits viral production..  Blood,  120  ((4)): (778-788).  [PMID:22677126]
28. Adam Mor,Elizabeta Aizman,Yoel Kloog.  (2012-06-13)  Celecoxib enhances the anti-inflammatory effects of farnesylthiosalicylic acid on T cells independent of prostaglandin E(2) production..  Inflammation,  35  ((5)): (1706-1714).  [PMID:22688643]
29. Yehua Jin,Fayang G Qiu.  (2012-06-20)  A convergent stereocontrolled total synthesis of (-)-terpestacin..  Organic & biomolecular chemistry,  10  ((28)): (5452-5455).  [PMID:22710980]
30. Rossana A Cordeiro,Carlos E C Teixeira,Raimunda S N Brilhante,Débora S C M Castelo-Branco,Manoel A N Paiva,João J Giffoni Leite,Daniel T Lima,André J Monteiro,José J C Sidrim,Marcos F G Rocha.  (2012-06-21)  Minimum inhibitory concentrations of amphotericin B, azoles and caspofungin against Candida species are reduced by farnesol..  Medical mycology,  51  ((1)): (53-59).  [PMID:22712455]
31. Efrat Mashiach-Farkash,Roni Rak,Galit Elad-Sfadia,Roni Haklai,Shmuel Carmeli,Yoel Kloog,Haim J Wolfson.  (2012-07-11)  Computer-based identification of a novel LIMK1/2 inhibitor that synergizes with salirasib to destabilize the actin cytoskeleton..  Oncotarget,  3  ((6)): (629-639).  [PMID:22776759]
32. Man-Shun Fu,Luisa De Sordi,Fritz A Mühlschlegel.  (2012-08-11)  Functional characterization of the small heat shock protein Hsp12p from Candida albicans..  PloS one,  7  ((8)): (e42894-e42894).  [PMID:22880130]
33. Allia K Lindsay,Aurélie Deveau,Amy E Piispanen,Deborah A Hogan.  (2012-08-14)  Farnesol and cyclic AMP signaling effects on the hypha-to-yeast transition in Candida albicans..  Eukaryotic cell,  11  ((10)): (1219-1225).  [PMID:22886999]
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