A Fabl inhibitor
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Meleagrin

Item No. 17850

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3E,7aR,12aS)-7a-(1,1-dimethyl-2-propen-1-yl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazol-5-ylmethylene)-12-methoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione
CAS Number
71751-77-4
Synonyms
  • 6-O-Methyloxaline
Molecular Formula
C23H23N5O4
Formula Weight
433.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC1=CC2(C(C)(C)C=C)C3(N(OC)C4=C2C=CC=C4)N(/C(C(N3)=O)=C\C5=CNC=N5)C1=O
InChi Code
InChI=1S/C23H23N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-13,29H,1H2,2-4H3,(H,24,25)(H,26,30)/b17-10-
InChi Key
JTJJJLSLKZFEPJ-YVLHZVERSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Meleagrin is an antibiotic derived from a deep ocean, penicillin-producing P. chrysogenum.1 It is produced as an end product in the roquefortine branched biosynthetic pathway.2,3 Meleagrin has been identified as an inhibitor of the bacterial enoyl-acyl carrier protein reductase (FabI) with IC50 values of 40.1 and 33.2 µM for S. aureus and E. coli FabI, respectively.1 It inhibits the growth of S. aureus, E. coli, and S. pneumoniae with MICs ranging from 32-64 µg/ml.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zheng, C.J., Sohn, M.J., Lee, S., et al. Meleagrin, a new FabI inhibitor from Penicillium chryosogenum with at least one additional mode of action. PLoS One 8(11), (2013).

    2. Ali, H., Ries, M.I., Nijland, J.G., et al. A branched biosynthetic pathway is involved in production of roquefortine and related compounds in Penicillium chrysogenum. PLoS One 8(6), (2013).

    3. Ries, M.I., Ali, H., Lankhorst, P.P., et al. Novel key metabolites reveal further branching of the roquefortine/meleagrin biosynthetic pathway. The Journal of Biological Chemisty 288(52), 37289-37295 (2013).