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Documenti fondamentali

L9647

Sigma-Aldrich

Limonin

from citrus seeds, >90% (HPLC)

Sinonimo/i:

Citrolimonin, Dictamnolactone, Evodin, Limonoic acid 3,19:16,17 dilactone, Obaculactone

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5 MG
CHF 225.00

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Spedizione prevista il29 maggio 2025


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CHF 225.00

About This Item

Formula empirica (notazione di Hill):
C26H30O8
Numero CAS:
Peso molecolare:
470.51
Numero MDL:
Codice UNSPSC:
12352205
ID PubChem:
NACRES:
NA.25

CHF 225.00


Spedizione prevista il29 maggio 2025


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Origine biologica

citrus seeds

Livello qualitativo

Saggio

>90% (HPLC)

Stato

powder

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

2-8°C

Stringa SMILE

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
KBDSLGBFQAGHBE-MSGMIQHVSA-N

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Descrizione generale

Limonin also known as citrolimonin and evodin, is a secondary plant metabolite present in citrus seeds at high concentrations.[1] It is a derivative of limonoids.[2]
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.

Applicazioni

Limonin has been used:
  • to treat human peripheral blood mononuclear cells (PBMCs) to test its effect on human immunodeficiency virus (HIV) replication[3]
  • to test its effects as an anti-osteoporosis agent in osteoblastogenesis activity in MC3T3-E1 cells and ovariectomized (OVX) rat model[4]
  • as a reference standard in high-performance liquid chromatography (HPLC) system[5]

Azioni biochim/fisiol

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.[6] It is an anti-carcinogenic agent, involved in the down-regulation Wingless-related integration site (Wnt) signaling pathway component in in vitro studies.[2]
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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Mahmoud Zaki El-Readi et al.
European journal of pharmacology, 626(2-3), 139-145 (2009-09-29)
P-glycoprotein (P-gp), a membrane transporter encoded by the MDR1 gene in human cells, mediates drug efflux from cells and plays a major role in causing multidrug resistance; which is one of the most accepted mechanisms for failure of chemotherapy in
Wooki Kim et al.
The Journal of nutrition, 139(5), 1042-1048 (2009-03-27)
Phytochemicals may reduce chronic inflammation and cancer risk in part by modulating T-cell nuclear factor-kappaB (NF-kappaB) activation. Therefore, we examined the effects of curcumin (Cur) and limonin (Lim) feeding on NF-kappaB-dependent CD4(+) T-cell proliferation. DO11.10 transgenic mice (n = 5-7)
Anne M Slisz et al.
Journal of proteome research, 11(8), 4223-4230 (2012-06-16)
Huanglongbing (HLB), considered the most serious citrus disease in the world, is associated with the nonculturable bacterium 'Candidatus Liberibacter asiaticus' (Las). Infection of citrus by this pathogen leads to reduced plant vigor and productivity, ultimately resulting in death of the
Limonin enhances osteoblastogenesis and prevents ovariectomy-induced bone loss
Lee DH, et al.,
Journal of functional foods, 105-114 (2016)
Raju Lal Bhardwaj et al.
Critical reviews in food science and nutrition, 51(6), 563-570 (2011-09-21)
The post-harvest shelf life of maximum of fruits and vegetables is very limited due to their perishable nature. In India more then 20-25 percent of fruits and vegetables are spoiled before utilization. Despite being the world's second largest producer of

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