A flavonoid glycoside with diverse biological activities
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Linarin

Item No. 26900

Technical Information
Formal Name
7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
480-36-4
Synonyms
  • Acaciin
  • Acacetin 7-O-rutinoside
  • Buddleoflavonoloside
  • Buddleoside
  • Linarigenin glycoside
Molecular Formula
C28H32O14
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: slightly solubleDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: slightly soluble
λmax
269, 327 nm
SMILES
OC1=C(C(C=C(C2=CC=C(OC)C=C2)O3)=O)C3=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)O4)=C1
InChi Code
InChI=1S/C28H32O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-14-7-15(29)20-16(30)9-17(41-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-9,11,19,21-29,31-36H,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
InChi Key
YFVGIJBUXMQFOF-PJOVQGMDSA-N
Origin
Plant/Chrysanthemum sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Linarin is a flavonoid glycoside that has been found in various fruits and vegetables and has diverse biological activities.1,2,3 It potentiates cytotoxicity and apoptosis induced by tumor necrosis factor-related apoptosis-induced ligand (TRAIL) in U87MG human glioma cells.1 In vivo, linarin potentiates TRAIL-induced tumor cell apoptosis and reduction of tumor growth in a U87MG mouse xenograft model. Linarin (12.5-50 mg/kg) reduces pulmonary platelet count, edema, and macrophage, polymorphonuclear leukocyte, and lymphocyte infiltration, as well as inhibits TXNIP/NLRP3, MAPK, and NF-κB signaling in a mouse model of LPS-induced acute lung injury.2 It also inhibits acetylcholinesterase (AChE) and induces dyskinesia recovery by 74.5 and 88%, respectively, in a zebrafish model of Alzheimer's disease when administered in tank water at a concentration of 50 μg/ml.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xu, Z.-F., Sun, X.-K., Lan, Y., et alLinarin sensitizes tumor necrosis factor-related apoptosis (TRAIL)-induced ligand-triggered apoptosis in human glioma cells and in xenograft nude mice. Biomed. Pharmacother. 95, 1607-1618 (2017).

    2. Han, X., Wu, Y.-C., Meng, M., et alLinarin prevents LPS‑induced acute lung injury by suppressing oxidative stress and inflammation via inhibition of TXNIP/NLRP3 and NF‑κB pathways. Int. J. Mol. Med. 42(3), 1460-1472 (2018).

    3. Pan, H., Zhang, J., Wang, Y., et alLinarin improves the dyskinesia recovery in Alzheimer’s disease zebrafish by inhibiting the acetylcholinesterase activity. Life Sci. 222, 112-116 (2019).