Andrographolide 穿心莲内酯

CAS 5508-58-7 MFCD07778082

化学结构图

5508-58-7
SMILES: C=C1CC[C@H]2[C@@](C)(CC[C@@H](O)[C@@]2(C)CO)[C@@H]1C/C=C1/C(=O)OC[C@H]1O

化学属性

Mol. FormulaC20H30O5
Mol. Weight350
Melting Point229-233
Density1.21

别名和识别编码

Chemical NameAndrographolide
CAS Number5508-58-7
Alfabeta NameANDROGRAPHOLIDE
MDL NumberMFCD07778082
Synonym 穿心莲内酯 Andrographolide (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone ent-(3β,12E,14R)-3,14,19-Trihydroxy-8(17),12-labdadien-16,15-olide Andrographis Andrographis ent-(3β,12E,14R)-3,14,19-Trihydroxy-8(17),12-labdadien-16,15-olide ######## (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone 穿心莲
EC Number226-852-5
Beilstein Registry Number5609598
PubChem Substance ID5318517
Chemical Name Translation穿心莲内酯
Reaxys-RN5609598
Merck Number633
InChIInChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1
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分类

  • A - D, Alphabetical, Analytical Standards, Analytical/Chromatography, Andrographis, Chromatography, Isoprenoids, Life Sciences Standards, Phytopharma Standards, Standards by Plant Genus, Substance Classification
  • {SNA} A - D, Alphabetical, Analytical Standards, Andrographis, Isoprenoids, Phytochemical Standards, Standards by Plant Genus, Substance Classification, 分析/色谱
  • {SNA} A - D, Alphabetical Index of Phytochemical Standards, Analytical Standards,
  • {SNA} Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Complex Molecules

产品应用

  • 植物抗菌制剂。具有抗炎特性的二萜内酯。它阻止T细胞对异体刺激带来的增殖和巨噬细胞趋化补体迁移。阻止几种癌症细胞在体外的增殖。异体刺激

相关文献及参考

  • Merck: 14,633
  • Merck: 14,633 Beilstein: 18,IV,2357
  • Chander, R. et al.: Int. J. Pharmacog., 33, 135 (1995); Chen, H.-W. et al.: J. Nat. Prod., 74, 2408 (2011); J. Agric. Food Chem., 59, 5263 (2011);

安全信息

Warnings IRRITANT
RTECSLU3490750
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
GHS Symbol
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 11460 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IJMRAQ Indian Journal of Medical Research.  (Indian Council of Medical
   Research, Ansari Nagar, New Delhi 110 029, India)  V.1-    1913-
   Volume(issue)/page/year: 92,276,1990

系列性分类

  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Complex Molecules - Chiral Building Blocks
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Complex Molecules - Chiral Building Blocks
  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. A - D - 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. Standards by Plant Genus - Phytopharma Standards
  7. Andrographis - Standards by Plant Genus

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