An aryl glycoside with ice recrystallization inhibitory activity
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Isomer(s)
42365Orcinol Glucoside
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4-Methoxyphenyl-β-D-Glucopyranoside

Item No. 35818

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
6032-32-2
Synonyms
  • Methylarbutin
Molecular Formula
C13H18O7
Formula Weight
286.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
224, 246 252, 280 nm
SMILES
OC[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OC2=CC=C(C=C2)OC
InChi Code
InChI=1S/C13H18O7/c1-18-7-2-4-8(5-3-7)19-13-12(17)11(16)10(15)9(6-14)20-13/h2-5,9-17H,6H2,1H3/t9-,10-,11+,12-,13-/m1/s1
InChi Key
SIXFVXJMCGPTRB-UJPOAAIJSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $80

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    5 g

    $293

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    10 g

    $468

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    25 g

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    Product Description

    4-Methoxyphenyl-β-D-glucopyranoside is an aryl glycoside that has been found in Pterospermum heterophyllum roots and has ice recrystallization inhibitory activity.1,2 It reduces mean grain size in a cell-free ice recrystallization assay and increases the percentage of intact isolated red blood cells (RBCs) in PBS post-freeze-thaw when used at a concentration of 100 mM.2 4-Methoxyphenyl-β-D-glucopyranoside has also been used as an intermediate in the synthesis of glucan oligosaccharides.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, M.-M., Li, S., Luo, G.-M., et al. Chemical constituents from roots of Pterospermum heterophyllum. Zhongcaoyao 43(9), 1699-1703 (2012).

    2. Briard, J.G., Poisson, J.S., Turner, T.R., et al. Small molecule ice recrystallization inhibitors mitigate red blood cell lysis during freezing, transient warming and thawing. Sci. Rep. 6(1), 23619 (2016).

    3. Montel, E., Hrmova, M., Fincher, G.B., et al. A chemoenzymatic route to conjugatable β(1→3)-glucan oligosaccharides. Aus. J. Chem. 62(6), 575-584 (2009).