Limonin
Empirical Formula (Hill Notation): | C26H30O8 |
CAS Number: | 1180-71-8 |
Molecular Weight: | 470.51 |
MDL number: | MFCD00075922 |
PubChem Substance ID: | 24896458 |
NACRES: | NA.25 |
Кат. номер |
L9647-5MG-PW |
L9647-5MG |
L9647-2MG |
Limonin also known as citrolimonin and evodin, is a secondary plant metabolite present in citrus seeds at high concentrations. It is a derivative of limonoids.
Limonin may be used in assays to quantify limonin in citrus products. It may also be used in other assays as a control, standard, or competitor or in studies on the physiology, metabolism, and biosynthesis of limonin.
Limonin has been used:
- to treat human peripheral blood mononuclear cells (PBMCs) to test its effect on human immunodeficiency virus (HIV) replication
- to test its effects as an anti-osteoporosis agent in osteoblastogenesis activity in MC3T3-E1 cells and ovariectomized (OVX) rat model
- as a reference standard in high-performance liquid chromatography (HPLC) system
Limonin exerts its anti-inflammatory activity by downregulating signal transducer and activator of transcription 3/ microRNA-214 (STAT3/miR-214) signaling pathway in Ulcerative colitis (UC) condition. It is an anti-carcinogenic agent, involved in the down-regulation Wingless-related integration site (Wnt) signaling pathway component in
in vitro studies.
Limonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. It has anti-proliferative, proapoptotic activity on several cancer cell lines and inhibits azoxymethane-induced colon cancer in rats. It also inhibits HIV-1 replication in culturedf monocytes, macrophages, and mononuclear cells, perhaps by inhibition of HIV-1 protease activity.
biological source | citrus seeds |
Quality Level | 200, |
assay | >90% (HPLC) |
form | powder |
storage temp. | 2-8°C |
SMILES string | 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 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point F | Not applicable |
Flash Point C | Not applicable |