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64081

Limonin

analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C26H30O8
CAS Number:
1180-71-8
Molecular Weight:
470.51
NACRES:
NA.24
PubChem Substance ID:
329759923
UNSPSC Code:
85151701
MDL number:
MFCD00075922
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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

General description

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.

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ6850
BCCG5919
BCCF6357
BCCF3373
BCCF0652

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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
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Global Trade Item Number

SKUGTIN
64081-10MG04061832728827