A furanolactone with anticancer activity
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Limonin 17-β-D-Glucopyranoside

Item No. 39147

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2aR,3′S,4aS,5R,6S,8aR,8bR,12aS)-6-[(S)-3-furanyl(β-D-glucopyranosyloxy)methyl]decahydro-2,2,4a,6-tetramethyl-4,11-dioxo-spiro[9H,11H-naphtho[1′,2′:3,4]furo[3,2-c]pyran-5(2H),2′-oxirane]-3′-carboxylic acid
CAS Number
123564-61-4
Synonyms
  • Limonin Glucoside
Molecular Formula
C32H42O14
Formula Weight
650.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: SolubleWater: Soluble
SMILES
O=C([C@H]1O[C@@]12[C@](C)([C@@H](O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=COC=C4)CC[C@@]5([C@@]67COC(C[C@@]6(OC(C)([C@](CC([C@]52C)=O)7[H])C)[H])=O)[H])O
InChi Code
InChI=1S/C32H42O14/c1-28(2)17-9-18(34)30(4)16(31(17)13-42-20(35)10-19(31)45-28)5-7-29(3,32(30)25(46-32)26(39)40)24(14-6-8-41-12-14)44-27-23(38)22(37)21(36)15(11-33)43-27/h6,8,12,15-17,19,21-25,27,33,36-38H,5,7,9-11,13H2,1-4H3,(H,39,40)/t15-,16+,17+,19+,21-,22+,23-,24+,25-,27+,29+,30+,31-,32-/m1/s1
InChi Key
FYIKIBQJAJRKQM-WNCNYDOCSA-N
Origin
Natural/Source unknown
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $224

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    5 mg

    $783

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    Cayman Chemical
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    Product Description

    Limonin 17-β-D-glucopyranoside is a furanolactone that has been found in C. reticulata and has anticancer activity.1,2 It induces apoptosis and disrupts the mitochondrial membrane potential in SW480 colon adenocarcinoma cells when used at a concentration of 100 µM.1 Limonin 17-β-D-glucopyranoside inhibits the proliferation of MDA-Panc-28 pancreatic adenocarcinoma cells (IC50 = 20.49 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Murthy, K.N.C., Jayaprakash, G.K., Kumar, V., et al. Citrus limonin and its glucoside inhibit colon adenocarcinoma cell proliferation through apoptosis. J. Agric. Food Chem 59(6), 2314-2323 (2011).

    2. Patil, J.R., Jayaprakasha, G.K., Murthy, K.N.C., et al. Characterization of Citrus aurantifolia bioactive compounds and their inhibition of human pancreatic cancer cells through apoptosis. Microchem. J. 94(2), 108-117 (2010).