A polyketide glucoside with diverse biological activities
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Aloenin

Item No. 35859

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-[2-(β-D-glucopyranosyloxy)-4-hydroxy-6-methylphenyl]-4-methoxy-2H-pyran-2-one
CAS Number
38412-46-3
Synonyms
  • Aloearbonaside
  • Aloenin A
Molecular Formula
C19H22O10
Formula Weight
410.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetone: SolubleChloroform: SolubleDichloromethane: SolubleDMSO: SolubleEthyl Acetate: Soluble
SMILES
CC1=CC(O)=CC(O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)=C1C3=CC(OC)=CC(O3)=O
InChi Code
InChI=1S/C19H22O10/c1-8-3-9(21)4-11(15(8)12-5-10(26-2)6-14(22)27-12)28-19-18(25)17(24)16(23)13(7-20)29-19/h3-6,13,16-21,23-25H,7H2,1-2H3/t13-,16-,17+,18-,19-/m1/s1
InChi Key
KFJNVVJUICKJEQ-LQDZTQBFSA-N
Origin
Plant/Aloe sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Aloenin is a polyketide synthase-derived glucoside that has been found in Aloe and has diverse biological activities.1,2,3,4,5,6 It is an inhibitor of pancreatic lipase (IC50 = 14.95 µg/ml) and β-secretase (BACE).3,4 Aloenin is also an inhibitor of alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH; IC50s = 33.1 and 27 µM, respectively, for the rat enzymes).2 It is active against antimony-sensitive L. donovani promastigotes (IC50 = 26 µM).5 Aloenin (100 mg/kg) inhibits the secretion of gastric juice in rats by 23%.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mizuuchi, Y., Shi, S.-P., Wanibuchi, K., et al. Novel type III polyketide synthases from Aloe arborescens. FEBS J. 276(8), 2391-2401 (2009).

    2. Shin, K.H., Woo, W.S., Chung, H.S., et al. Isolation of ethanol metabolizing enzyme inhibitors from Aloe spp. Nat. Prod. Sci. 1(1), 55-60 (1995).

    3. Deora, N., and Venkatraman, K. Lipase activity inhibited by aloenin A: Glycoside from Aloe vera (L.) Burm. f.-In vitro and molecular docking studies. J. Mol. Recognit. 36(2), e3002 (2023).

    4. Gao, B., Yao, C.-S., Zhou, J.-Y., et al. Active constituents from Aloe arborescens as BACE inhibitors. Yao Xue Xue Bao 41(10), 1000-1003 (2006).

    5. Andima, M., Ndakala, A., Derese, S., et al. Antileishmanial and cytotoxic activity of secondary metabolites from Taberneamontana ventricosa and two aloe species. Nat. Prod. Res. 36(5), 1365-1369 (2022).

    6. Hirata, T., and Suga, T. Structure of aloenin, a new biologically-active bitter glucoside from Aloe arborescens var. natalensis. B. Chem. Soc. Jpn. 51(3), 842-849 (1978).