A C-glycoside flavonoid with diverse biological activities
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Isomer(s)
19848Diosmin
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Spinosin

Item No. 40216

Technical Information
Formal Name
6-(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
CAS Number
72063-39-9
Synonyms
  • Flavoayamenin
Molecular Formula
C28H32O15
Formula Weight
Purity
≥98%
A solid
DMSO: SolubleMethanol: Soluble
SMILES
OC[C@H]1O[C@@H](C2=C(OC)C=C3OC(C4=CC=C(O)C=C4)=CC(C3=C2O)=O)[C@H](O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)[C@@H](O)[C@@H]1O
InChi Code
InChI=1S/C28H32O15/c1-39-14-7-15-18(12(32)6-13(40-15)10-2-4-11(31)5-3-10)22(35)19(14)26-27(24(37)21(34)16(8-29)41-26)43-28-25(38)23(36)20(33)17(9-30)42-28/h2-7,16-17,20-21,23-31,33-38H,8-9H2,1H3/t16-,17-,20-,21-,23+,24+,25-,26+,27-,28+/m1/s1
InChi Key
VGGSULWDCMWZPO-ODEMIOGVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Spinosin is a C-glycoside flavonoid that has been found in Z. spinosa and has diverse biological activities.1,2,3,4 It reduces the production of reactive oxygen species (ROS) induced by hydrogen peroxide (H2O2) in Neuro2a cells when used at a concentration of 25 µM.2 It also reduces H2O2-induced activation of p38 MAPK, increases in amyloid-β (1-42) (Aβ42) levels, and phosphorylation of tau at serine 396 (Ser396), but not Ser199 or Ser202, in Neuro2a cells. Spinosin increases the percentage of time spent on the open arms of the elevated plus maze in mice when administered at doses of 2.5 and 5 mg/kg.3 It also reverses scopolamine-induced decreases in the time spent in the target quadrant of the Morris water maze in mice at 10 and 20 mg/kg.4 Spinosin prolongs pentobarbital-induced sleeping time in unstressed mice at 100 mg/kg and cold-stressed mice at 50 mg/kg.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kawashima, K., Miyako, D., Saito, K.-I., et alInteraction between 3,4,5,-trimethoxycinnamic acid and spinosin on pentobarbital-induced sleeping time in mice. J. Trad. Med. 20, 220 (2003).

    2. Xu, F., Zhang, X., Wang, J., et alSpinosin protects N2a cells from H2O2 -induced neurotoxicity through inactivation of p38MAPK. J. Pharm. Pharmacol. 72(11), 1607-1614 (2020).

    3. Liu, J., Zhai, W.M., Yang, Y.X., et alGABA and 5-HT systems are implicated in the anxiolytic-like effect of spinosin in mice. Pharmacol. Biochem. Behav. 128, 41-49 (2015).

    4. Jung, I.H., Lee, H.E., Park, S.J., et alAmeliorating effect of spinosin, a C-glycoside flavonoid, on scopolamine-induced memory impairment in mice. Pharmacol. Biochem. Behav. 120, 88-94 (2014).