Limonin

Limonin, is a limonoid, and a bitter, white, crystalline substance found in citrus and other plants. It is also known as limonoate D-ring-lactone and limonoic acid di-delta-lactone. Chemically, it is a member of the class of compounds known as furanolactones. Ongoing research programs are examining the effects of limonin in human diseases. Citrus seed extracts reportedly have antiviral properties, inhibiting replication of retroviruses like HIV-1 and HTLV-I. Neuroprotective effects of limonin have also been described. Limonin reduces proliferation of colon cancer cells and has been tested as an anti-obesity agent in mice.

Product information

CAS Number: 1180-71-8

Molecular Weight: 470.51

Formula: C26H30O8

Synonym:

Citro

Dictamnolactone

Evodin

Limonine

NSC 36508

Obaculactone

Chemical Name: (4aS, 6aR, 8aR, 8bR, 9aS, 12S, 12aS, 14aR, 14bR)-12-(furan-3-yl)-6, 6, 8a, 12a-tetramethyldecahydro-1H, 3H-oxireno[2, 3-d]pyrano[4', 3':3, 3a]isobenzofuro[5, 4-f]isochromene-3, 8, 10(6H, 9aH)-trione

Smiles: CC1(C)O[C@H]2CC(=O)OC[C@]32[C@H]1CC(=O)[C@]1(C)[C@@H]3CC[C@@]2(C)[C@@H](OC(=O)[C@H]3O[C@]213)C1=COC=C1

InChiKey: KBDSLGBFQAGHBE-MSGMIQHVSA-N

InChi: 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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO 44 mg/mL (93.52 mM)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Limonin is a furanolactone enriched in citrus fruits, which has antivirus and antitumor ability. Limonin inhibits the replication of human immunodeficiency virus-1 (HIV-1) in culture of human peripheral blood mononuclear cells (PBMC) with an EC50 of 60 μM. Limonin also shows antinociceptive and anti-inflammatory effects in vivo. Limonin is a potent anti proliferative agent against human hepatoma HepG2 cells via regulation of apoptosis and Wnt signallings.

References:

1. Langeswaran K, et al. J Nat Sci Biol Med, 2013, 4(1), 126-133.
2. Matsuda H, et al. Planta Med, 1998, 64(4), 339-342.
3. Battinelli L, et al. Planta Med, 2003, 69(10), 910-913.

Products are for research use only. Not for human use.