Hypericin 金丝桃素

CAS 548-04-9 MFCD00016683

化学结构图

548-04-9
SMILES: Cc1cc(=O)c2c(O)c3c(O)cc(O)c4c5c(O)cc(O)c6c(O)c7c(=O)cc(C)c8c1c2c(c34)c(c65)c78

化学属性

Mol. FormulaC30
Mol. Weight504
Melting Pointca 320° dec.
TSCANo
Density1.915
Stability对光敏感

别名和识别编码

Chemical NameHypericin
Synonym 1,3,4,6,8,13-Hexahydroxy-10,11-di-methylphenanthro(1,10,9,8,opqra)perylene-7,14-dione; 4,5,7,4',5',7'-Hexahydroxy-2,2'-dimethylnaphthodianthrone 4,4',5,5',7,7'-Hexahydroxy-2,2'-dimethylnaphthodianthrone 金丝桃素 来源于贯叶连翘 4,5,7,4,5,7--2,2- 4,4',5,5',7,7'-Hexahydroxy-2,2'-dimethylnaphthodianthroneHypericum red 4,5,7,4′,5′,7′-六羟基-2,2′-二甲基萘并二蒽酮 Cyclo werrol Hypericum red 4,5,7,4′,5′,7′-六羟基-2,2′-二甲基萘并二蒽酮
MDL NumberMFCD00016683
Beilstein Registry Number1917913
CAS Number548-04-9
EC Number208-941-0
Merck Number14,4863
PubChem Substance ID3663
Chemical Name Translation金丝桃素
InChIInChI=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
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分类

  • {SNA} Alphabetical, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Cell Biology, Chromatography, E - H, H, HU - HZ, Hypericum, Hypericum perforatum (St John's wort), Life Sciences Standards, Nutrition Research, Phyto Primary Pharmaceutical Reference Standards, Phytochemicals by Plant (Food/Spice/Herb), Phytopharma Standards, Quinones, Standards by Plant Genus, Substance Classification
  • {SNA} Glycosides, Including Glucosinolates, Hypericum perforatum (St John's wort), Other Biochemical, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb),
  • {SNA} Glycosides, Inclu

产品应用

  • 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药物。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。
  • 医学上金丝桃素具有抗病毒、抗癌、抗抑郁等功能，已用于治疗抑郁，爱滋病，肝炎，癌症等，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，这使它有可能作为一种新的光敏物质应用于癌症的光化学治疗，同时也可初步解释其抗病毒机制。金丝桃素能抑制HIV及其它一些反转录病毒，它通过影响HIV复制循环的装配与释放过程抑制HIV活性，丰富了抗AIDS药物的机制。

相关文献及参考

  • Inhibitor of protein kinase C: Biochem Biophys. Res. Commun., 165, 1207 (1989); Photochem. Photobiol., 82, 720 (2006). Antiviral and antitumour photosensitizer: Photochem. Photobiol., 54, 95 (1991); Curr. Drug Targets, 3, 55 (2002).
  • Merck:14,4863 Beilstein: 8,IV,3761
  • Inhibitor of protein kinase C: Biochem Biophys. Res. Commun., 165, 1207 (1989); Photochem. Photobiol., 82, 720 (2006). Antiviral and antitumour photosensitizer: Photochem. Photobiol., 54, 95 (1991); Curr. Drug Targets, 3, 55 (2002).
  • Merck:14,4863

安全信息

GHS Symbol
Precautionary statements
  • P301+P310
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
Hazard statements
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H301 Toxic if swallowed 吞食有毒
  • H302 Harmful if swallowed 吞食有害
WGK Germany3
Signal word Danger
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xn
Storage condition 密封2-8°C避光保存

其他信息

  • 金丝桃素是贯叶连翘的主要活性成分。

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. H - Bioactive Small Molecules
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Phytochemicals by Chemical Classification - Nutrition Research
  4. Glycosides, Including Glucosinolates - Phytochemicals by Chemical Classification
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Phytochemicals by Plant (Food/Spice/Herb) - Nutrition Research
  4. Hypericum perforatum (St John′s wort) - Phytochemicals by Plant (Food/Spice/Herb)
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Life Sciences Standards - Chromatography
  5. Phytopharma Standards - Life Sciences Standards
  6. Standards by Plant Genus - Phytopharma Standards
  7. Hypericum - Standards by Plant Genus
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Life Sciences Standards - Chromatography
  5. Phytopharma Standards - Life Sciences Standards
  6. Alphabetical - Phytopharma Standards
  7. E - H - Alphabetical
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Life Sciences Standards - Chromatography
  5. Phytopharma Standards - Life Sciences Standards
  6. Phytopharma Primary Standards - Phytopharma Standards
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. P to Q - Enzyme Inhibitors by Enzyme
  7. Protein kinase C - P to Q

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