A depsidone
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Leoidin

Item No. 29939

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,4-dichloro-3,8-dihydroxy-1,6,9-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid, methyl ester
CAS Number
105350-54-7
Molecular Formula
C18H14Cl2O7
Formula Weight
413.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CC1=C(O)C(C(OC)=O)=C(C)C2=C1OC(C3=C(C(Cl)=C(O)C(Cl)=C3C)O2)=O
InChi Code
InChI=1S/C18H14Cl2O7/c1-5-9-16(11(20)13(22)10(5)19)26-14-6(2)8(17(23)25-4)12(21)7(3)15(14)27-18(9)24/h21-22H,1-4H3
InChi Key
RCLFRVZNHRFQGE-UHFFFAOYSA-N
Origin
Fungus/Lecanora sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Leoidin is a depsidone originally isolated from L. gangaleoides that has antibacterial and enzyme inhibitory activities.1,2,3 It is active against the bacteria E. faecalis, H. influenzae, M. catarrhalis, S. aureus, and S. pneumoniae (MICs = 8, 32, 1, 128, and 64 µg/ml, respectively).2 Leoidin inhibits phenylalanyl-tRNA synthetase (PheRS) isolated from P. aeruginosa (IC50 = 42 µM). It also inhibits organic anion-transporting polypeptide 1B1 (OATP1B1) and OATP1B3 with Ki values of 0.08 and 1.84 µM, respectively, in CHO cells expressing the human transporters.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Devlin, J.P., Mahandru, M.M., Ollis, W.D., et al. Phytochemical examination of the lichen, Lecanora gangaleoides Nyl. J. Chem. Soc. Perkin 1 1(24), 1491-1494 (1986).

    2. Hu, Y., Keniry, M., Palmer, S.O., et al. Discovery and analysis of natural-product compounds inhibiting protein synthesis in Pseudomonas aeruginosa. Antimicrob. Agents Chemother. 60(8), 4820-4829 (2016).

    3. De Bruyn, T., van Westen, G.J.P., Ijzerman, A.P., et al. Structure-based identification of OATP1B1/3 inhibitors. Mol. Pharmacol. 83(6), 1257-1267 (2013).