A lignan with diverse biological activities
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Pinoresinol Diglucoside

Item No. 27708

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2-methoxy-4,1-phenylene) bis-β-D-glucopyranoside
CAS Number
63902-38-5
Synonyms
  • (+)-Pinoresinol di-O-β-D-glucopyranoside
Molecular Formula
C32H42O16
Formula Weight
682.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10mg/mLDMSO: 10mg/mLPBS (pH 7.2): 3mg/mL
λmax
274 nm
SMILES
COC1=C(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C=CC([C@@H]3[C@@]4([H])CO[C@H](C5=CC(OC)=C(O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)C=C5)[C@@]4([H])CO3)=C1
InChi Code
InChI=1S/C32H42O16/c1-41-19-7-13(3-5-17(19)45-31-27(39)25(37)23(35)21(9-33)47-31)29-15-11-44-30(16(15)12-43-29)14-4-6-18(20(8-14)42-2)46-32-28(40)26(38)24(36)22(10-34)48-32/h3-8,15-16,21-40H,9-12H2,1-2H3/t15-,16-,21+,22+,23+,24+,25-,26-,27+,28+,29+,30+,31+,32+/m0/s1
InChi Key
ZJSJQWDXAYNLNS-FUPWJLLWSA-N
Origin
Plant/Eucommia ulmoides Oliver
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $75

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    10 mg

    $134

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    25 mg

    $295

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    50 mg

    $516

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    Product Description

    Pinoresinol diglucoside is a lignan that has been found in E. ulmoides and has diverse biological activities.1,2,3 It inhibits peroxidation of a linoleic acid emulsion by 64.2% when used at a concentration of 20 μg/ml, scavenges hydrogen peroxide and 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805), ABTS (Item No. 27317), and superoxide anion free radicals, and has ferrous ion metal chelating activity in cell-free assays.1 In vivo, pinoresinol diglucoside (10, 20, and 40 mg/kg) inhibits increases in serum levels of inorganic phosphate, IL-6, and TNF-α and decreases in serum calcium levels and transverse diameter, weight, bone mineral content, and bone mineral density of the right femur in a rat model of osteoporosis induced by dexamethasone (Item No. 11015).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gülçin, İ., Elias, R., Gepdiremen, A., et al. Antioxidant activity of lignans from fringe tree (Chionanthus virginicus L.). Eur. Food Res. Technol. 223, 759 (2006).

    2. Deyama, T., Nishibe, S., Kitagawa, S., et al. Inhibition of adenosine 3',5'-cyclic monophosphate phosphodiesterase by lignan glucosides of Eucommia bark. Chem. Pharm. Bull. (Tokyo) 36(1), 435-439 (1988).

    3. Zhang, Z.-F., Min, J.-K., Wang, D., et al. Pinoresinol diglucoside exhibits protective effect on dexamethasone-induced osteoporosis in rats. Trop. J. Pharma. Res. 15(11), 2451-2457 (2016).