64081

Limonin

analytical standard

• 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

Properties

• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable