A citrus-derived flavonoid
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Isomer(s)
40216Spinosin
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Diosmin

Item No. 19848

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
520-27-4
Synonyms
  • 3’,5,7-Trihydroxy-4’-methoxyflavone 7-rutinoside
Molecular Formula
C28H32O15
Formula Weight
608.5
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.11 mg/mLDMSO: 2 mg/mLDMSO:PBS(pH 7.2) (1:4): 0.20 mg/mL
λmax
257, 355 nm
SMILES
OC1=C(C(C=C(C2=CC=C(OC)C(O)=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/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
InChi Key
GZSOSUNBTXMUFQ-YFAPSIMESA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Product Description

    Diosmin is a flavonoid that has been found in citrus fruits and has diverse biological activities.1,2,3,4,5 It inhibits LPS-induced production of prostaglandin E2 (PGE2; Item No. 14010), nitric oxide (NO), IL-12, IL-6, and TNF-α in RAW 264.7 macrophages when used at concentrations ranging from 10 to 50 µM.1 Diosmin (100 mg/kg) reduces gastric ulcer area and leukocyte invasion in a rat model of ethanol-induced gastric injury.2 It decreases lung malondialdehyde (MDA) levels, increases lung glutathione (GSH) levels and catalase activity, and reduces fibrosis in a mouse model of paraquat-induced lung injury.3 Diosmin (50 and 100 mg/kg) increases the time spent in the goal quarter in a spatial memory test and reverses hippocampal dentate gyrus long term potentiation impairments in a rat model of scopolamine-induced cognitive impairment.4 It also reduces mechanical and thermal hyperalgesia in a rat model of neuropathic pain induced by chronic constriction injury.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berkoz, M. Diosmin suppresses the proinflammatory mediators in lipopolysaccharide-induced RAW264.7 macrophages via NF-κB and MAPKs signal pathways. Gen. Physiol. Biophys. 38(4), 315-324 (2019).

    2. Arab, H.H., Salama, S.A., Omar, H.A., et al. Diosmin protects against ethanol-induced gastric injury in rats: Novel anti-ulcer actions. PLoS One 10(3), e0122417 (2015).

    3. Mirzaee, S., Mansouri, E., Shirani, M., et al. Diosmin ameliorative effects on oxidative stress and fibrosis in paraquat-induced lung injury in mice. Environ. Sci. Pollut. Res. Int. 26(36), 36468-36477 (2019).

    4. Shabani, S., and Mirshekar, M.A. Diosmin is neuroprotective in a rat model of scopolamine-induced cognitive impairment. Biomed. Pharmacother. 108, 1376-1383 (2018).

    5. Carballo-Villalobos, A.I., González-Trujano, M.E., Pellicer, F., et al. Central and peripheral anti-hyperalgesic effects of diosmin in a neuropathic pain model in rats. Biomed. Pharmacother. 97, 310-320 (2018).