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Merck

64081

Supelco

Limonin

analytical standard

Synonym(e):

Citrolimonin, Dictamnolakton, Evodin, Obaculakton

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About This Item

Empirische Formel (Hill-System):
C26H30O8
CAS-Nummer:
Molekulargewicht:
470.51
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Assay

≥95.0% (HPLC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Verunreinigungen

≤5.0% water (Karl Fischer)

Anwendung(en)

food and beverages

Format

neat

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

InChIKey

KBDSLGBFQAGHBE-MSGMIQHVSA-N

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Allgemeine Beschreibung

Limonin is a limonoid glycoside with cancer chemo-preventive activity.
Limonin is a limonoid glycoside with cancer chemo-preventive activity.
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.

Anwendung

Limonin may be used as a reference standard in the determination of limonin in orange juice concentrates using high-performance liquid chromatography (HPLC).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Quantitation of limonin in Iranian orange juice concentrates using high-performance liquid chromatography and spectrophotometric methods.
Abbasi S, et al.
European Food Research and Technology, 221(1-2), 202-207 (2005)
Inhibition of hamster buccal pouch carcinogenesis by limonin 17-beta-D-glucopyranoside.
Miller GE, et al.
Nutrition and Cancer, 17(1) (1992)
Inhibition of hamster buccal pouch carcinogenesis by limonin 17-beta-D-glucopyranoside.
Miller GE, et al.
Nutrition and Cancer, 17(1) (1992)
Feng-Quan Tan et al.
BMC plant biology, 15, 89-89 (2015-04-08)
Polyploidy has often been considered to confer plants a better adaptation to environmental stresses. Tetraploid citrus rootstocks are expected to have stronger stress tolerance than diploid. Plenty of doubled diploid citrus plants were exploited from diploid species for citrus rootstock
Cuihua Liu et al.
Journal of the science of food and agriculture, 95(1), 111-119 (2014-04-12)
Terpenoids are major components of carotenoids, limonoids and aromas in citrus fruits, resulting in fruit coloration, bitterness and aroma. In this study the carotenoid, limonoid and volatile profiles of red-flesh Chuhong pummelo (CH) and pale green-flesh Feicui pummelo (FC) were

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