An inhibitor of Glut1
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Lavendustin B

Item No. 27311

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[bis[(2-hydroxyphenyl)methyl]amino]-2-hydroxy-benzoic acid
CAS Number
125697-91-8
Molecular Formula
C21H19NO5
Formula Weight
365.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mLDMSO: 10 mg/mLEthanol: 10 mg/mL
λmax
274 nm
SMILES
OC1=CC=CC=C1CN(C2=CC(C(O)=O)=C(O)C=C2)CC3=CC=CC=C3O
InChi Code
InChI=1S/C21H19NO5/c23-18-7-3-1-5-14(18)12-22(13-15-6-2-4-8-19(15)24)16-9-10-20(25)17(11-16)21(26)27/h1-11,23-25H,12-13H2,(H,26,27)
InChi Key
RTYOLBQXFXYMKY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $109

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    10 mg

    $207

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    25 mg

    $491

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    50 mg

    $872

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    Product Description

    Lavendustin B is a competitive inhibitor of glucose transporter 1 (Glut1; Ki = 15 µM).1 It is also an inhibitor of the interaction between HIV-1 integrase and LEDGF/p75 (IC50 = 94.07 µM).2 Lavendustin B is a weak inhibitor of tyrosine kinases (IC50 = 0.49 µg/ml) and has been used as a negative control for the protein tyrosine kinase inhibitor lavendustin A (Item No. 10010268).3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vera, J.C., Reyes, A.M., Velásquez, F.V., et al. Direct inhibition of the hexose transporter GLUT1 by tyrosine kinase inhibitors. Biochemistry 40(3), 777-790 (2001).

    2. De Luca, L., Morreale, F., Christ, F., et al. New scaffolds of natural origin as Integrase-LEDGF/p75 interaction inhibitors: Virtual screening and activity assays. Eur. J. Med. Chem. 68, 405-411 (2013).

    3. Onoda, T., Iinuma, H., Sasaki, Y., et al. Isolation of a novel tyrosine kinase inhibitor, lavendustin A, from Streptomyces griseolavendus. J. Nat. Prod. 52(6), 1252-1257 (1989).

    4. Hu, D.E., and Fan, T.-P.D. Suppression of VEGF-induced angiogenesis by the protein tyrosine kinase inhibitor, lavendustin A. Br. J. Pharmacol. 114(2), 262-268 (1995).

    5. Alioua, A., Mahajan, A., Nishimaru, K., et al. Coupling of c-Src to large conductance voltage- and Ca2+-activated K+ channels as a new mechanism of agonist-induced vasoconstriction. Proc. Natl. Acad. Sci. USA 99(22), 14560-14565 (2002).