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    Glabridin

    Available from stock

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      Glabridin

      SKU
      G0194

      Category: Phytochemicals

      Synonyms
      (R)-4-(3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-3-yl)-1,3-benzenediol
      59870-68-7
      CAS-Number
      C20H20O4
      Molecular Formula
      324.37
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      White to light brown powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO, ethanol, DMF (all 20 mg/ml)

      Documentation

      Safety Data Sheet (SDS)
      CDX G0194 MSDS.pdf
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      RT
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at RT.
      Transportation
      Not dangerous goods
      Description
      Glabridin is a prenylated isoflavonoid found in licorice (Glycyrrhiza glabra L.) root extract that is reported to possess antiviral, antimicrobial, anti-inflammatory, antidiabetic, antiatherogenic, antioxidant, antitumor and estrogen-like properties. These diverse biological activities are largely related to the capacity of glabridin to down-regulate reactive oxygen species, bind to antioxidant effectors and act as a selective estrogen receptor modulator. On a molecular level it is, next to other targets, activating PPARgamma, inhibiting JNK1/2 and human carboxylesterase 2 (CES2A). Based on its antioxidant capacity it is also studied as an anti-aging cosmetic agent. Recently, it has been shown in docking experiments to have high binding affinity to the main protease of SARS-CoV-2.
      Smiles
      CC1(C)C=CC2=C(C=CC3=C2OC[C@@H](C4=C(O)C=C(O)C=C4)C3)O1
      InChi Key
      LBQIJVLKGVZRIW-ZDUSSCGKSA-N
      References
      (1) C. Simmler, et al., Fitoterapia 90, 160 (2013) , (2) L. Wang, et al., Acta. Pharmac. Sin. B 5, 310 (2015) , (3) K.J. Lee, et al., Evid.-Based Compl. Altern. Med. 2015, ID 165457 (2015) , (4) J.F. Rebhun, et al., Fitoterapia 106, 55 (2015) , (5) C.-T. Chen, et al., Environ. Toxicol. 33, 679 (2018) , (6) Y.-Q. Song, et al., Int. J. Biol. Macromol. 137, 261 (2019) , (7) P. Ciganovic, et al., Antioxidants 8, 445 (2019) , (8) Z.-F. Wang, et al., Curr. Med. Chem. 27, 1997 (2020) (Review) , (9) R. Islam, et al., J. Biomol. Struct. Dyn. (Epub ahead of Print) (2020) , (10) B. Goel, et al., Nat. Prod. Res. (Epub ahead of Print) (2020)
      InChi
      InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1

      Glabridin is a prenylated isoflavonoid found in licorice (Glycyrrhiza glabra L.) root extract that is reported to possess antiviral, antimicrobial, anti-inflammatory, antidiabetic, antiatherogenic, antioxidant, antitumor and estrogen-like properties. These diverse biological activities are largely related to the capacity of glabridin to down-regulate reactive oxygen species, bind to antioxidant effectors and act as a selective estrogen receptor modulator. On a molecular level it is, next to other targets, activating PPARgamma, inhibiting JNK1/2 and human carboxylesterase 2 (CES2A). Based on its antioxidant capacity it is also studied as an anti-aging cosmetic agent. Recently, it has been shown in docking experiments to have high binding affinity to the main protease of SARS-CoV-2.

      SKU: G0194 Category: Phytochemicals
      • Additional information

      Additional information

      Synonyms

      (R)-4-(3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-3-yl)-1,3-benzenediol

      Purity

      ≥98% (HPLC)

      Appearance

      White to light brown powder

      CAS-Number

      59870-68-7

      Molecular Formula

      C20H20O4

      Molecular Weight

      324.37

      Identity

      1H-NMR

      Solvents

      DMSO, ethanol, DMF (all 20 mg/ml)

      Smiles

      CC1(C)C=CC2=C(C=CC3=C2OC[C@@H](C4=C(O)C=C(O)C=C4)C3)O1

      InChi Key

      LBQIJVLKGVZRIW-ZDUSSCGKSA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      RT

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at RT.

      Transportation

      Not dangerous goods

      References

      (1) C. Simmler, et al., Fitoterapia 90, 160 (2013), (2) L. Wang, et al., Acta. Pharmac. Sin. B 5, 310 (2015), (3) K.J. Lee, et al., Evid.-Based Compl. Altern. Med. 2015, ID 165457 (2015), (4) J.F. Rebhun, et al., Fitoterapia 106, 55 (2015), (5) C.-T. Chen, et al., Environ. Toxicol. 33, 679 (2018), (6) Y.-Q. Song, et al., Int. J. Biol. Macromol. 137, 261 (2019), (7) P. Ciganovic, et al., Antioxidants 8, 445 (2019), (8) Z.-F. Wang, et al., Curr. Med. Chem. 27, 1997 (2020) (Review), (9) R. Islam, et al., J. Biomol. Struct. Dyn. (Epub ahead of Print) (2020), (10) B. Goel, et al., Nat. Prod. Res. (Epub ahead of Print) (2020)

      InChi

      InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1

      Quantity

      5 mg, 25 mg, Bulk

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