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Limonin

analytical standard

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Synonym(s):
Citrolimonin, Dictamnolactone, Evodin, Limonoic acid 3,19:16,17 dilactone, Obaculactone
Empirical Formula (Hill Notation):
C26H30O8
CAS Number:
1180-71-8
Molecular Weight:
470.51
MDL number:
MFCD00075922
UNSPSC Code:
85151701
PubChem Substance ID:
329759923
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water (Karl Fischer)

application(s)

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

InChI key

KBDSLGBFQAGHBE-MSGMIQHVSA-N

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General description

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.

Application

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 Actions

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Apimook Kunchitwaranont et al.
Journal of food science, 84(12), 3674-3681 (2019-11-27)
Feasibility of using nanocellulosic fiber (NF) from lime residues as a stabilizer for oil-in-water emulsion was investigated. One-step process to simultaneously prepare an emulsion and NF is proposed. NF could spontaneously form by adding appropriately prepared fiber powder into the
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
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