A flavonoid with diverse biological activities
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Glabrol

Item No. 37367

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-2,3-dihydro-7-hydroxy-2-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
CAS Number
59870-65-4
Molecular Formula
C25H28O4
Formula Weight
392.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
218, 286 nm
SMILES
C/C(C)=C\CC1=C2C(C(C[C@](C3=CC(C/C=C(C)\C)=C(C=C3)O)([H])O2)=O)=CC=C1O
InChi Code
InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3/t24-/m0/s1
InChi Key
CUFAXDWQDQQKFF-DEOSSOPVSA-N
Origin
Plant/Glycyrrhiza uralensis Fisch
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $130

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    5 mg

    $582

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    10 mg

    $1,033

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    Product Description

    Glabrol is a flavonoid that has been found in G. glabra and has diverse biological activities.1,2,3,4,5,6 It inhibits neuraminidase (NA) activity in oseltamivir-sensitive and -resistant H1N1 influenza strains (IC50s = 0.51 and 14.1 µM, respectively), as well as protein tyrosine phosphatase 1B (PTP1B), acyl-coenzyme A:cholesterol acyltransferase (ACAT), and diacylglycerol acyltransferase (DGAT; IC50s = 0.31, 24.6, and 8 µM, respectively).1,2,3,4 Glabrol is cytotoxic to MCF-7 breast, SW480 colon, and HepG2 liver cancer cells (IC50s = 7.62, 5.15, and 2.83 µM, respectively) and is active against methicillin-resistant S. aureus (MRSA; MIC50 = 2 µg/ml).2,5 It binds to the benzodiazepine receptor (Ki = 1.63 µM) and increases pentobarbital-induced sleep duration in mice when administered at a dose of 50 mg/kg, an effect that can be reversed by the GABAA receptor antagonist flumazenil (Item No. 14252).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grienke, U., Braun, H., Seidel, N., et al. Computer-guided approach to access the anti-influenza activity of licorice constituents. J. Nat. Prod. 77(3), 563-570 (2014).

    2. Lin, Y., Kuang, Y., Li, K., et al. Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. Bioorg. Med. Chem. 25(14), 3706-3713 (2017).

    3. Choi, J.H., Rho, M.-C., Lee, S.W., et al. Glabrol, an acyl-coenzyme A: Cholesterol acyltransferase inhibitor from licorice roots. J. Ethnopharmacol. 110(3), 563-566 (2007).

    4. Choi, J.H., Choi, J.N., Lee, S.Y., et al. Inhibitory activity of diacylglycerol acyltransferase by glabrol isolated from the roots of licorice. Arch. Pharm. Res. 33(2), 237-242 (2010).

    5. Wu, S.-C., Yang, Z.-Q., Liu, F., et al. Antibacterial effect and mode of action of flavonoids from licorice against methicillin-resistant Staphylococcus aureus. Front. Microbiol. 10, 2489 (2019).

    6. Cho, S., Park, J.-H., Pae, A.N., et al. Hypnotic effects and GABAergic mechanism of licorice (Glycyrrhiza glabra) ethanol extract and its major flavonoid constituent glabrol. Bioorg. Med. Chem. 20(11), 3493-3501 (2012).