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金丝桃素

选择性PKC抑制剂。抗病毒剂。
有货

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货号 (SKU) 包装规格 是否现货 价格 数量
H110188-5mg
5mg 现货 Stock Image
H110188-25mg
25mg 现货 Stock Image
H110188-50mg
50mg 现货 Stock Image
H110188-100mg
100mg 现货 Stock Image

基本描述

英文别名 CCG-36081 | 1:6:8:10:11:13-hexahydroxy-3:4-dimethyl-meso-naphthodianthrene-7:14-dione | 4,5,7,4',5',7'-Hexahydroxy-2,2'-dimethylnaphthodianthrone | hypericin | DTXSID40203270 | Hypericin & Visible light | LMPK13040001 | NCI60_006799 | M01850 | MFCD0001668
规格或纯度 Moligand™, ≥96%
英文名称 Hypericin
生化机理 选择性PKC抑制剂(IC 50 = 3.3μM)。抗病毒剂。强大的酪氨酸激酶抑制剂(IC 50 = 7.5μM)。强大的CKII抑制剂(IC 50 = 6 nM)。使包括HIV在内的包膜病毒失活。促进VEGF和TGF-β的产生。
应用 金丝桃素是贯叶连翘光反应的色素,在590-600纳米被光激活,呈现高度毒性(Amax = 592纳米)。在体外和体内它均诱导癌细胞凋亡,是一种强力的抗病毒试剂。它激活化合物,抑制蛋白激酶C,不可逆转的损害sarco/内质网和其他细胞膜,降低细胞的pH值,抑制线粒体的功能。 金丝桃素具有抗病毒、抗癌、抗抑郁等功能,近年来的研究表明还可高效作用于禽流感H5N1型病毒;金丝桃素具有光敏活性和光动作用;金丝桃素能抑制HIV及其它一些反转录病毒。
储存温度 2-8°C储存,避光
运输条件 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

金丝桃素是贯叶连翘的主要活性成分。金丝桃素是贯叶连翘光反应的色素,在590-600纳米被光激活,呈现高度毒性(Amax = 592纳米)。在体外和体内它均诱导癌细胞凋亡,是一种强力的抗病毒试剂。它激活化合物,抑制蛋白激酶C,不可逆转的损害sarco/内质网和其他细胞膜,降低细胞的pH值,抑制线粒体的功能。 金丝桃素具有抗病毒、抗癌、抗抑郁等功能,近年来的研究表明还可高效作用于禽流感H5N1型病毒;金丝桃素具有光敏活性和光动作用;金丝桃素能抑制HIV及其它一些反转录病毒。


纯度 ≥96%

名称和识别符

PubChem SID 504750693
EC号 208-941-0
IIUPAC Name 9,11,13,16,18,20-hexahydroxy-5,24-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione
INCHI 1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,33-38H,1-2H3
InChi Key YDOIFHVUBCIUHF-UHFFFAOYSA-N
Smiles CC1=CC(=O)C2=C(C3=C(C=C(C4=C3C5=C2C1=C6C(=CC(=O)C7=C(C8=C(C=C(C4=C8C5=C67)O)O)O)C)O)O)O
Isomeric SMILES CC1=CC(=O)C2=C(C3=C(C=C(C4=C3C5=C2C1=C6C(=CC(=O)C7=C(C8=C(C=C(C4=C8C5=C67)O)O)O)C)O)O)O
关联CAS 1372719-41-9,548-04-9
NSC Number 407313
MeSH Entry Terms 1,3,4,6,8,13-hexahydroxy-10,11-dimethylphenanthro(1,10,9,8-opqra)perylene-7,14-dione;hipericin;hypericin;hypericum red;mono-(123I)iodohypericin;SGX-301;SGX301
分子量 504.44
Beilstein号 1917913
Reaxy-Rn 35831525
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=35831525&ln=

化学和物理性质

密度 1.915
敏感性 对光敏感
分子量 504.400 g/mol
XLogP3 5.700
氢键供体数Hydrogen Bond Donor Count 6
氢键受体数Hydrogen Bond Acceptor Count 8
可旋转键计数Rotatable Bond Count 0
精确质量Exact Mass 504.085 Da
单同位素质量Monoisotopic Mass 504.085 Da
拓扑极表面积Topological Polar Surface Area 156.000 Ų
重原子数Heavy Atom Count 38
形式电荷Formal Charge 0
复杂度Complexity 1090.000
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 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 GHS06,   GHS07
信号词 危险
危险声明

H301: 吞咽会中毒

H302: 吞食有害

H317: 可能引起皮肤过敏反应

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。

P270: 使用本产品时,请勿进食、饮水或吸烟。

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...)。

P330: 漱口

P302+P352: 如皮肤沾染:用水充分清洗。

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。

P405: 密闭存放

P501: 将内容物/容器处理到。。。

P301+P316: 如果吞咽:立即寻求紧急医疗救助。

P301+P317: 如果被吞咽:请寻求医疗帮助。

WGK Germany 3

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找到7个结果

批号(Lot Number) 证书类型 货号
B2527125 分析证书 H110188
H2427432 分析证书 H110188
H2427439 分析证书 H110188
A2402115 分析证书 H110188
G2215445 分析证书 H110188
G2215446 分析证书 H110188
G2215447 分析证书 H110188

此产品的引用文献

引用文献

1. I Takahashi,S Nakanishi,E Kobayashi,H Nakano,K Suzuki,T Tamaoki.  (1989-12-29)  Hypericin and pseudohypericin specifically inhibit protein kinase C: possible relation to their antiretroviral activity..  Biochemical and biophysical research communications,  165  ((3)): (1207-1212).  [PMID:2558652]
2. P Agostinis,Z Assefa,A Vantieghem,J R Vandenheede,W Merlevede,P De Witte.  (2000-06-01)  Apoptotic and anti-apoptotic signaling pathways induced by photodynamic therapy with hypericin..  Advances in enzyme regulation,  40  (157-182).  [PMID:10828351]
3. Patrizia Agostinis,Annelies Vantieghem,Wilfried Merlevede,Peter A M de Witte.  (2002-02-19)  Hypericin in cancer treatment: more light on the way..  The international journal of biochemistry & cell biology,  34  ((3)): (221-241).  [PMID:11849990]
4. A Kubin,F Wierrani,U Burner,G Alth,W Grünberger.  (2005-01-11)  Hypericin--the facts about a controversial agent..  Current pharmaceutical design,  11  ((2)): (233-253).  [PMID:15638760]
5. Tobias Kiesslich,Barbara Krammer,Kristjan Plaetzer.  (2006-08-22)  Cellular mechanisms and prospective applications of hypericin in photodynamic therapy..  Current medicinal chemistry,  13  ((18)): (2189-2204).  [PMID:16918348]
6. Kurt Putnik,Peter Stadler,Christof Schäfer,Oliver Koelbl.  (2006-09-05)  Enhanced radiation sensitivity and radiation recall dermatitis (RRD) after hypericin therapy -- case report and review of literature..  Radiation oncology (London, England),  (32-32).  [PMID:16948841]
7. Tom Coenye,Kris Honraet,Petra Rigole,Pol Nadal Jimenez,Hans J Nelis.  (2007-01-16)  In vitro inhibition of Streptococcus mutans biofilm formation on hydroxyapatite by subinhibitory concentrations of anthraquinones..  Antimicrobial agents and chemotherapy,  51  ((4)): (1541-1544).  [PMID:17220400]
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9. Constance Lay Lay Saw,Paul Wan Sia Heng,Malini Olivo.  (2008-06-17)  Potentiation of the photodynamic action of hypericin..  Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer,  27  ((1)): (23-33).  [PMID:18551893]
10. Francesca Sorrentino,Anastasia Karioti,Paola Gratteri,Maria Pia Rigobello,Guido Scutari,Luigi Messori,Alberto Bindoli,Matteo Chioccioli,Chiara Gabbiani,Maria Camilla Bergonzi,Anna Rita Bilia.  (2010-11-26)  Hypericins and thioredoxin reductase: Biochemical and docking studies disclose the molecular basis for effective inhibition by naphthodianthrones..  Bioorganic & medicinal chemistry,  19  ((1)): (631-641).  [PMID:21106380]
11. Malini Olivo,Chit Yaw Fu,Vijaya Raghavan,Weber Kam On Lau.  (2011-11-30)  New frontier in hypericin-mediated diagnosis of cancer with current optical technologies..  Annals of biomedical engineering,  40  ((2)): (460-473).  [PMID:22124793]
12. Necdet Camas,Jolita Radusiene,Zydrunas Stanius,Omer Caliskan,Cuneyt Cirak.  (2012-06-01)  Secondary metabolites of Hypericum leptophyllum Hochst., an endemic Turkish species..  TheScientificWorldJournal,  2012  (501027-501027).  [PMID:22649295]
13. Regina Cencic,Gabriela Galicia-Vázquez,Jerry Pelletier.  (2012-06-21)  Inhibitors of translation targeting eukaryotic translation initiation factor 4A..  Methods in enzymology,  511  (437-461).  [PMID:22713332]
14. Kathleen Barrette,Nele Zutterman,Sofie Van Kelst,Charlotte Proby,Marjan Garmyn.  (2012-06-23)  Pattern of sensitivity of progressive cutaneous squamous cell carcinoma cells to UVB and oxidative stress-induced cell death..  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology,  12  ((1)): (104-110).  [PMID:22722579]
15. Veronika Huntosova,Zuzana Nadova,Lenka Dzurova,Viera Jakusova,Franck Sureau,Pavol Miskovsky.  (2012-06-26)  Cell death response of U87 glioma cells on hypericin photoactivation is mediated by dynamics of hypericin subcellular distribution and its aggregation in cellular organelles..  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology,  11  ((9)): (1428-1436).  [PMID:22729350]
16. Veronika Huntosova,Diana Buzova,Dana Petrovajova,Peter Kasak,Zuzana Nadova,Daniel Jancura,Franck Sureau,Pavol Miskovsky.  (2012-07-21)  Development of a new LDL-based transport system for hydrophobic/amphiphilic drug delivery to cancer cells..  International journal of pharmaceutics,  436  ((1-2)): (463-471).  [PMID:22814227]
17. Noemí Rubio,Isabelle Coupienne,Emmanuel Di Valentin,Ingeborg Heirman,Johan Grooten,Jacques Piette,Patrizia Agostinis.  (2012-08-15)  Spatiotemporal autophagic degradation of oxidatively damaged organelles after photodynamic stress is amplified by mitochondrial reactive oxygen species..  Autophagy,  ((9)): (1312-1324).  [PMID:22889744]
18. Emma S E Eriksson,Leif A Eriksson.  (2012-08-16)  Identifying the sarco(endo)plasmic reticulum Ca2+ ATPase (SERCA) as a potential target for hypericin--a theoretical study..  Physical chemistry chemical physics : PCCP,  14  ((36)): (12637-12646).  [PMID:22892582]
19. F Javier Gutiérrez Mañero,Elena Algar,María Soledad Martín Gómez,María Dolores Saco Sierra,Beatriz Ramos Solano.  (2012-08-21)  Elicitation of secondary metabolism in Hypericum perforatum by rhizosphere bacteria and derived elicitors in seedlings and shoot cultures..  Pharmaceutical biology,  50  ((10)): (1201-1209).  [PMID:22900596]
20. Krishna V Sharma,Lester M Davids.  (2012-09-26)  Hypericin-PDT-induced rapid necrotic death in human squamous cell carcinoma cultures after multiple treatment..  Cell biology international,  36  ((12)): (1261-1266).  [PMID:23005701]
21. Martina Šemeláková,Jaromír Mikeš,Rastislav Jendželovský,Peter Fedoročko.  (2012-10-27)  The pro-apoptotic and anti-invasive effects of hypericin-mediated photodynamic therapy are enhanced by hyperforin or aristoforin in HT-29 colon adenocarcinoma cells..  Journal of photochemistry and photobiology. B, Biology,  117  (115-125).  [PMID:23099482]
22. Jie Qian,Junyu Wu,Bingbo Yao,Yanhua Lu.  (2012-11-20)  Preparation of a polyclonal antibody against hypericin synthase and localization of the enzyme in red-pigmented Hypericum perforatum L. plantlets..  Acta biochimica Polonica,  59  ((4)): (639-645).  [PMID:23162805]
23. Emina Besic Gyenge,Patrick Forny,Daniel Lüscher,Andrea Laass,Heinrich Walt,Caroline Maake.  (2012-12-04)  Effects of hypericin and a chlorin based photosensitizer alone or in combination in squamous cell carcinoma cells in the dark..  Photodiagnosis and photodynamic therapy,  ((4)): (321-331).  [PMID:23200013]
24. Bořivoj Klejdus,Jozef Kováčik,Petr Babula.  (2012-12-21)  PAL inhibitor evokes different responses in two Hypericum species..  Plant physiology and biochemistry : PPB,  63  (82-88).  [PMID:23254282]
25. Alena Strejčková,Jana Staničová,Daniel Jancura,Pavol Miškovský,Gregor Bánó.  (2013-01-05)  Spatial orientation and electric-field-driven transport of hypericin inside of bilayer lipid membranes..  The journal of physical chemistry. B,  117  ((5)): (1280-1286).  [PMID:23286583]
26. Rozhin Penjweini,Hans G Loew,Maria Eisenbauer,Karl W Kratky.  (2013-02-05)  Modifying excitation light dose of novel photosensitizer PVP-Hypericin for photodynamic diagnosis and therapy..  Journal of photochemistry and photobiology. B, Biology,  120  (120-129).  [PMID:23375215]
27. Márcia I Souza,Ygor M Jaques,Gislaine P de Andrade,Anderson O Ribeiro,Emerson R da Silva,Eudes E Fileti,Érick de Souza Ávilla,Maurício V B Pinheiro,Klaus Krambrock,Wendel A Alves.  (2013-02-14)  Structural and photophysical properties of peptide micro/nanotubes functionalized with hypericin..  The journal of physical chemistry. B,  117  ((9)): (2605-2614).  [PMID:23402475]
28. Junjie Li,Marlein Miranda Cona,Feng Chen,Yuanbo Feng,Lin Zhou,Guozhi Zhang,Johan Nuyts,Peter de Witte,Jian Zhang,Jie Yu,Raymond Oyen,Alfons Verbruggen,Yicheng Ni.  (2013-02-21)  Sequential systemic administrations of combretastatin A4 Phosphate and radioiodinated hypericin exert synergistic targeted theranostic effects with prolonged survival on SCID mice carrying bifocal tumor xenografts..  Theranostics,  ((2)): (127-137).  [PMID:23423247]
29. Lucia Balogová,Mária Maslaňáková,Lenka Dzurová,Pavol Miškovský,Katarína Stroffeková.  (2013-03-13)  Bcl-2 proapoptotic proteins distribution in U-87 MG glioma cells before and after hypericin photodynamic action..  General physiology and biophysics,  32  ((2)): (179-187).  [PMID:23479448]
30. Z Ocak,M Acar,E Gunduz,M Gunduz,K Demircan,U Uyeturk,T Ozlü.  (2013-05-22)  Effect of hypericin on the ADAMTS-9 and ADAMTS-8 gene expression in MCF7 breast cancer cells..  European review for medical and pharmacological sciences,  17  ((9)): (1185-1190).  [PMID:23690187]
31. Noha Nafee,Alaa Youssef,Hanan El-Gowelli,Heba Asem,Sherif Kandil.  (2013-07-10)  Antibiotic-free nanotherapeutics: hypericin nanoparticles thereof for improved in vitro and in vivo antimicrobial photodynamic therapy and wound healing..  International journal of pharmaceutics,  454  ((1)): (249-258).  [PMID:23834835]
32. Marlein Miranda Cona,Yuanbo Feng,Alfons Verbruggen,Raymond Oyen,Yicheng Ni.  (2013-10-23)  Improved clearance of radioiodinated hypericin as a targeted anticancer agent by using a duodenal drainage catheter in rats..  Experimental biology and medicine (Maywood, N.J.),  238  ((12)): (1437-1449).  [PMID:24146264]
33. Rozhin Penjweini,Nick Smisdom,Sarah Deville,Marcel Ameloot.  (2014-02-01)  Transport and accumulation of PVP-Hypericin in cancer and normal cells characterized by image correlation spectroscopy techniques..  Biochimica et biophysica acta,  1843  ((5)): (855-865).  [PMID:24480461]
34. Aysun Kılıç Süloğlu,Güldeniz Selmanoğlu,M Turan Akay.  (2014-02-11)  Alterations in dysadherin expression and F-actin reorganization: a possible mechanism of hypericin-mediated photodynamic therapy in colon adenocarcinoma cells..  Cytotechnology,  67  ((2)): (311-330).  [PMID:24510318]
35. Zhengxiao Ouyang,Zanjing Zhai,Haowei Li,Xuqiang Liu,Xinhua Qu,Xianan Li,Qiming Fan,Tingting Tang,An Qin,Kerong Dai.  (2014-06-21)  Hypericin suppresses osteoclast formation and wear particle-induced osteolysis via modulating ERK signalling pathway..  Biochemical pharmacology,  90  ((3)): (276-287).  [PMID:24950468]
36. Manuel Pablo Paz-Cristobal,Yolanda Gilaberte,Carmen Alejandre,Julián Pardo,M José Revillo,Antonio Rezusta.  (2014-08-19)  In vitro fungicidal photodynamic effect of hypericin on Trichophyton spp..  Mycopathologia,  178  ((3-4)): (221-225).  [PMID:25129421]
37. Shalini Singh,Shyamali Sarma,Shashank P Katiyar,Mousumi Das,Ruchika Bhardwaj,Durai Sundar,Vikash Kumar Dubey.  (2014-10-15)  Probing the molecular mechanism of hypericin-induced parasite death provides insight into the role of spermidine beyond redox metabolism in Leishmania donovani..  Antimicrobial agents and chemotherapy,  59  ((1)): (15-24).  [PMID:25313212]
38. Christian Zorzetto,Candelaria C Sánchez-Mateo,Rosa M Rabanal,Giulio Lupidi,Dezemona Petrelli,Luca A Vitali,Massimo Bramucci,Luana Quassinti,Giovanni Caprioli,Fabrizio Papa,Massimo Ricciutelli,Gianni Sagratini,Sauro Vittori,Filippo Maggi.  (2014-12-03)  Phytochemical analysis and in vitro biological activity of three Hypericum species from the Canary Islands (Hypericum reflexum, Hypericum canariense and Hypericum grandifolium)..  Fitoterapia,  100  (95-109).  [PMID:25464055]
39. Muriel Abbaci,Odile Casiraghi,Stephane Temam,Malek Ferchiou,Jacques Bosq,Peggy Dartigues,Frederic De Leeuw,Ingrid Breuskin,Corinne Laplace-Builhé.  (2015-03-18)  Red and far-red fluorescent dyes for the characterization of head and neck cancer at the cellular level..  Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology,  44  ((10)): (831-841).  [PMID:25779631]
40. Lubomir Vezenkov,Nicolette S Honson,Nag S Kumar,Damien Bosc,Suzana Kovacic,Thanh G Nguyen,Tom A Pfeifer,Robert N Young.  (2015-05-17)  Development of fluorescent peptide substrates and assays for the key autophagy-initiating cysteine protease enzyme, ATG4B..  Bioorganic & medicinal chemistry,  23  ((13)): (3237-3247).  [PMID:25979376]
41. Haibo Shao,Jian Zhang,Ziping Sun,Feng Chen,Xu Dai,Yaming Li,Yicheng Ni,Ke Xu.  (2015-06-04)  Necrosis targeted radiotherapy with iodine-131-labeled hypericin to improve anticancer efficacy of vascular disrupting treatment in rabbit VX2 tumor models..  Oncotarget,  ((16)): (14247-14259).  [PMID:26036625]
42. Andrés Montoya,Alejandro Daza,Diana Muñoz,Karina Ríos,Viviana Taylor,David Cedeño,Iván D Vélez,Fernando Echeverri,Sara M Robledo.  (2015-07-15)  Development of a novel formulation with hypericin to treat cutaneous leishmaniasis based on photodynamic therapy in in vitro and in vivo studies..  Antimicrobial agents and chemotherapy,  59  ((9)): (5804-5813).  [PMID:26169411]
43. Harald Unterweger,Daniel Subatzus,Rainer Tietze,Christina Janko,Marina Poettler,Alfons Stiegelschmitt,Matthias Schuster,Caroline Maake,Aldo R Boccaccini,Christoph Alexiou.  (2015-12-10)  Hypericin-bearing magnetic iron oxide nanoparticles for selective drug delivery in photodynamic therapy..  International journal of nanomedicine,  10  (6985-6996).  [PMID:26648714]
44. Shimaa Abdelhamid,Ali Sharaf,Tareq Youssef,Kawser Kassab,Taher A Salaheldin,Abdallah F Zedan.  (2020-08-17)  Spectroscopic and photostability study of water-soluble hypericin encapsulated with polyvinylpyrrolidone..  Biophysical chemistry,  266  (106454-106454).  [PMID:32795732]
45. Fleury Augustin Nsole Biteghe,Eden Padayachee,Lester M Davids,Nyangone Ekome Toung Chalomie,Jean De La Croix Ndong,Stefan Barth.  (2020-09-01)  Desensitization of metastatic melanoma cells to therapeutic treatment through repeated exposure to dacarbazine..  Journal of photochemistry and photobiology. B, Biology,  211  (111982-111982).  [PMID:32866820]
46. I Lopez-Bazzocchi,J B Hudson,G H Towers.  (1991-07-01)  Antiviral activity of the photoactive plant pigment hypericin..  Photochemistry and photobiology,  54  ((1)): (95-98).  [PMID:1658826]
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