CAS Number1180-71-8
SynonymsLimonoic acid di-δ-lactone; Limonoic acid 3,19:16,17 dilactone; LiMone; DICTAMNOLACTONE; CITROLIMONIN; Limonin; Evodine; Limonoic Acid Di-d-lactone; LIMONINE; EVODIN; OBACULACTONE
Molecular FormulaC26H30O8
Molecular Weight470.51
Purity>90 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point668.4±55.0 °C at 760 mmHg
Melting Point298ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1180-71-8 |
| Catalog No. | 2A-9011187 |
| Chinese Name | 柠檬苦素 |
| Synonyms | Limonoic acid di-δ-lactone; Limonoic acid 3,19:16,17 dilactone; LiMone; DICTAMNOLACTONE; CITROLIMONIN; Limonin; Evodine; Limonoic Acid Di-d-lactone; LIMONINE; EVODIN; OBACULACTONE |
| Molecular Formula | C26H30O8 |
| Molecular Weight | 470.51 |
| Purity | >90 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 668.4±55.0 °C at 760 mmHg |
| Melting Point | 298ºC |
| Appearance | powder |
| Water Solubility | Water solubility: insoluble; soluble in: tetrahydr |
| Storage Condition | Keep the receptacle sealed, stored in a cool, dry |
| Application | Limonin is a triterpenoid compound rich in citrus fruits, which has antiviral and antitumor activities. |
| PubChem ID | 24896458 |
| MDL Number | MFCD00075922 |
| SMILES | CC1(C)O[C@H]2CC(=O)OC[C@]23[C@H]4CC[C@@]5(C)[C@@H](OC(=O)[C@H]6O[C@@]56[C@]4(C)C(=O)C[C@@H]13)c7ccoc7 |
| InChI | 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 |
| InChI Key | KBDSLGBFQAGHBE-MSGMIQHVSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | Transport |
| MSDS | msds/11187_1_1180_71_8.pdf |
| Bioactivity | Limonin is a triterpenoid enriched in citrus fruits, which has antivirus and antitumor ability.IC50 Value: Target: HIV; anticancerLimonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. Limonin is chemically induced carcinogenesis inhibitor and HIV-1 replication inhibitor. Limonin has anti-proliferative, proapoptotic activity on several cancer cell lines and inhibits azoxymethane-induced colon cancer in rats. Limonin also inhibits HIV-1 replication in culturedf monocytes, macrophages, and mononuclear cells, perhaps by inhibition of HIV-1 protease activity. Related Catalog Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Natural Products >> Terpenoids and Glycosides References [1]. Han YL, Yu HL, Li D, et al. Inhibitory effects of limonin on six human cytochrome P450 enzymes and P-glycoprotein in vitro. Toxicol In Vitro. 2011 Dec;25(8):1828-33. [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. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 668.4±55.0 °C at 760 mmHg Melting Point 298ºC Molecular Formula C26H30O8 Molecular Weight 470.512 Flash Point 358.0±31.5 °C Exact Mass 470.194061 PSA 104.57000 LogP 1.66 Vapour Pressure 0.0±2.0 mmHg at 25°C Index of Refraction 1.602 InChIKey KBDSLGBFQAGHBE-MSGMIQHVSA-N SMILES CC1(C)OC2CC(=O)OCC23C1CC(=O)C1(C)C3CCC2(C)C(c3ccoc3)OC(=O)C3OC321 |
| Use of | Limonin is a triterpenoid enriched in citrus fruits, which has antivirus and antitumor ability.IC50 Value: Target: HIV; anticancerLimonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. Limonin is chemically induced carcinogenesis inhibitor and HIV-1 replication inhibitor. Limonin has anti-proliferative, proapoptotic activity on several cancer cell lines and inhibits azoxymethane-induced colon cancer in rats. Limonin also inhibits HIV-1 replication in culturedf monocytes, macrophages, and mononuclear cells, perhaps by inhibition of HIV-1 protease activity. Properties Articles31 Name limonin Synonym More Synonyms Limonin Biological Activity Description Limonin is a triterpenoid enriched in citrus fruits, which has antivirus and antitumor ability.IC50 Value: Target: HIV; anticancerLimonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. Limonin is chemically induced carcinogenesis inhibitor and HIV-1 replication inhibitor. Limonin has anti-proliferative, proapoptotic activity on several cancer cell lines and inhibits azoxymethane-induced colon cancer in rats. Limonin also inhibits HIV-1 replication in culturedf monocytes, macrophages, and mononuclear cells, perhaps by inhibition of HIV-1 protease activity. Related Catalog Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Natural Products >> Terpenoids and Glycosides References [1]. Han YL, Yu HL, Li D, et al. Inhibitory effects of limonin on six human cytochrome P450 enzymes and P-glycoprotein in vitro. Toxicol In Vitro. 2011 Dec;25(8):1828-33. [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. Chemical & Physical Properties Molecular Formula C26H30O8 Exact Mass 470.194061 PSA 104.57000 Index of Refraction 1.602 InChIKey KBDSLGBFQAGHBE-MSGMIQHVSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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