A lignan glucoside with diverse biological activities
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Liriodendrin

Item No. 40743

Product Insert (PDF)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(2,6-dimethoxy-4,1-phenylene) bis-β-D-glucopyranoside
CAS Number
573-44-4
Synonyms
  • Acanthoside D
  • (+)-Syringaresinol di-O-β-D-glucoside
  • (+)-Syringaresinol-4,4′-di-O-β-D-glucopyranoside
Molecular Formula
C34H46O18
Formula Weight
742.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly soluble: 0.1-1 mg/mlDMSO: Sparingly soluble: 1-10 mg/ml
SMILES
COC(C=C([C@H]1OC[C@@]2([H])[C@]1([H])CO[C@@H]2C(C=C3OC)=CC(OC)=C3O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]([C@H]4O)CO)C=C5OC)=C5O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]([C@H]6O)CO
InChi Code
InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21+,22+,23+,24+,25-,26-,27+,28+,29+,30+,33-,34-/m0/s1
InChi Key
FFDULTAFAQRACT-XKBSQSBASA-N
Origin
Plant/Sargentodoxae Caulis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $351

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    Product Description

    Liriodendrin is a lignan glucoside that has been found in B. diffusa and has diverse biological activities.1,2 It prevents LPS-induced increases in nitrite (NO), prostaglandin E2 (PGE2; Item No. 14010), TNF-α, inducible nitric oxide synthase (iNOS), and COX-2 levels in RAW 264.7 macrophages when used at a concentration of 120 µM.1 Liriodendrin (1, 10, or 100 µM) decreases calcium channel currents in a whole-cell patch-clamp assay using isolated frog atrial cells.2 It inhibits carrageenan-induced paw edema in rats when administered at a dose of 10 mg/kg.1 Liriodendrin increases the latency to paw withdrawal in the hot plate test in mice when administered at a dose of 10 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jung, H.J., Park, H.J., Kim, R.G., et al. In vivo anti-inflammatory and antinociceptive effects of liriodendrin isolated from the stem bark of Acanthopanax senticosus. Planta Med. 69(7), 610-616 (2003).

    2. Lami, N., Kadota, S., Kikuchi, T., et al. Constituents of the roots of Boerhaavia diffusa L. III. Identification of Ca2+ channel antagonistic compound from the methanol extract. Chem. Pharm. Bull. (Tokyo) 39(6), 1551-1555 (1991).