A lignan with diverse biological activities
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Gomisin D

Item No. 30697

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5S,6S,7S,13aR,16R,17R)-5,6,7,8-tetrahydro-6,17-dihydroxy-1,2,3-trimethoxy-6,7,16,17-tetramethyl-5,13-(epoxybutanoxy)benzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-18-one
CAS Number
60546-10-3
Molecular Formula
C28H34O10
Formula Weight
530.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
λmax
217 nm
SMILES
COC(C(OC)=C1OC)=CC2=C1C(C(OC[C@H]3C)=C(OCO4)C4=C5)=C5C[C@H](C)[C@](C)(O)[C@@]2([H])OC([C@]3(C)O)=O
InChi Code
InChI=1S/C28H34O10/c1-13-8-15-9-18-22(37-12-36-18)24-19(15)20-16(10-17(32-5)21(33-6)23(20)34-7)25(27(13,3)30)38-26(29)28(4,31)14(2)11-35-24/h9-10,13-14,25,30-31H,8,11-12H2,1-7H3/t13-,14+,25-,27-,28+/m0/s1
InChi Key
VLLFEMVDMFTBHG-KMIFWYFFSA-N
Origin
Plant/Schisandra chinensis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $148

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    5 mg

    $692

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    10 mg

    $948

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    Product Description

    Gomisin D is a lignan that has been found in S. chinensis and has diverse biological activities, including enzyme inhibitory and antioxidant properties.1,2,3 It inhibits acetylcholinesterase (AChE) with an IC50 value of 7.84 µM.1 Gomisin D scavenges ABTS (Item No. 27317) and 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals (IC50s = 24.5 and 203 µM, respectively).3 It inhibits the UDP-glucuronosyltransferase (UGT) isoforms UGT1A1 and UGT1A3 by 89.9 and 83.1%, respectively, when used at a concentration of 100 µM.2 It is selective for UGT1A1 and UGT1A3 over other UGT isoforms at 100 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hung, T.M., Na, M., Min, B.S., et al. Acetylcholinesterase inhibitory effect of lignans isolated from Schizandra chinensis. Arch. Pharm. Res. 30(6), 685-690 (2007).

    2. Song, J.-H., Cui, L., An, L.-B., et al. Inhibition of UDP-glucuronosyltransferases (UGTs) activity by constituents of Schisandra chinensis. Phytother. Res. 29(10), 1658-1664 (2015).

    3. Poornima, B., Kumar, D.A., Siva, B., et al. Advanced glycation end-products inhibitors isolated from Schisandra grandiflora. Nat. Prod. Res. 30(4), 493-496 (2016).