Limonin 吴茱萸内酯

CAS 1180-71-8 MFCD00075922

化学结构图

1180-71-8
SMILES: CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1CC(=O)[C@]1(C)[C@@H]3CC[C@@]2(C)[C@H](c3ccoc3)OC(=O)[C@H]3O[C@]321

化学属性

Mol. FormulaC26 H30 O8
Mol. Weight470.51
Density1.39
Melting Point298
Boiling Point

别名和识别编码

Chemical NameLimonin
Synonym 11H,13H-Oxireno[d]pyrano[4',3':3,3a]isobenzofuro[5,4-f][2]benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR,4aR,4bR,5aS,8S,8aS,10aR,10bR,14aS)- 11H,13H-Oxireno[d]pyrano[4',3':3,3a]isobenzofuro[5,4-f][2]benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, [2aR-(2aα,4aβ,4bR*,5aα,8α,8aα,10aα,10bR*,14aα)]- 11H,13H-Oxireno[d]pyrano[4',3':3,3a]isobenzofuro[5,4-f][2]benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furyl)decahydro-2,2,4a,8a-tetramethyl- 7,16-dioxo-7,16-dideoxylimondiol Limonin {} {} {PubChem} obaculactone {} {} {} {PubChem} limonin {} {} {} {} {} {} {PubChem} obaculactone {} {} {} {} {} {} {} {PubChem} limonin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} obaculactone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00075922
PubChem Substance ID179651
CAS Number1180-71-8
Chemical Name Translation吴茱萸内酯
Reaxys-RN1695716
Merck Number5494
Beilstein Registry Number1695716
LabNetwork Molecule IDLN02184134
InChIInChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1
EC Number
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分类

  • {SNA} Alphabetical, Analytical Standards, Citrus, I - M, Phytochemicals Standards, Standards by Plant Genus, 分析/色
  • {SNA} Anti-proliferative Agents, Application Index, Biochemicals and Reagents, Cancer Research, Cell Signaling Enzymes, Chemopreventive Agents, Enzymes, Inhibitors, and Substrates, HIV Protease Inhibitor, HIV Protease Reagents & Envelope Proteins, Nutrition Research, Phytochemicals by Chemical Classi
  • {SNA} Analytical Standards, Analytical/Chromatography, Chromatography, Citrus, Life Sciences Standards, Phytopharma Standards, Standards by Plant Genus

产品应用

  • 对几个肿瘤细胞系具有抗增殖、抗凋亡活性，并抑制氧化偶氮甲烷（azoxymethane）诱发的大鼠结肠癌。依靠抑制HIV - 1蛋白酶活性，抑制HIV - 1病毒在单核细胞，巨噬细胞和单核细胞的复制，

相关文献及参考

  • [2]. Kotamballi N. Chidambara Murthy, Jayaprakasha, Vinod Kumar, et al. Citrus Limonin and Its Glucoside Inhibit Colon Adenocarcinoma Cell Proliferation through Apoptosis. J. Agric. Food Chem., 2011, 59 (6):2314-2323.
  • [3]. Mahmoud Zaki El-Readi, Dalia Hamdana, Nawal Farrag, et al. Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines. European Journal of Pharmacology. 2010,626 (2-3): 139-145.
  • [4]. Battinelli L, Mengoni F, Lichtner M, et al. Effect of limonin and nomilin on HIV-1 replication on infected human mononuclear cells. Planta Med. 2003 Oct;69(10):910-3.
  • [5]. Tanaka T, Kohno H, Tsukio Y, et al. Citrus limonoids obacunone and limonin inhibit azoxymethane-induced colon carcinogenesis in rats. Biofactors. 2000;13(1-4):213-8.
  • Battinelli, L., et al., Effect of limonin and nomilin on HIV-1 replication on infected human mononuclear cells. Planta Med. 69

安全信息

WGK Germany3
GHS Symbol
Safety Statements
Precautionary statements
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • 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。
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P332+P313
  • P332+P317
  • P337+P313
  • P337+P317
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P362+P364
Storage condition -20°C -20℃ 0-10°C 储存温度2-8°C
RTECSRR1122000
Signal word
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
UN Number
Hazard Codes
Risk Statements
Packing Group

其他信息

  • 柠檬苦素是一种三萜苷元(triterpenoid aglycone),来自于柑桔类水果.

系列性分类

  1. Life Science 生命科学
  2. Cancer Research
  3. Chemopreventive Agents - Cancer Research
  4. Anti-proliferative Agents - Chemopreventive Agents
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Application Index - Enzymes, Inhibitors, and Substrates
  5. Cell Signaling Enzymes - Application Index
  6. HIV Protease Reagents & Envelope Proteins - Cell Signaling Enzymes
  7. HIV Protease Inhibitor - HIV Protease Reagents & Envelope Proteins
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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