An inhibitor of FAS-II
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Bischloroanthrabenzoxocinone

Item No. 19439

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6R,16R)-10,12-dichloro-6,7,9,16-tetrahydro-11,13,15-trihydroxy-3-methoxy-1,6,9,9-tetramethyl-6,16-epoxy-14H-anthra[2,3-d][1]benzoxocin-14-one
CAS Number
866022-28-8
Synonyms
  • BABX
  • (―)-Bischloroanthrabenzoxocinone
Molecular Formula
C28H24Cl2O7
Formula Weight
543.4
Purity
≥95%
Formulation (Request formulation change)
A residue
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CC1=CC(OC)=CC2=C1[C@]([H])(O3)C4=C(O)C5=C(C=C4C[C@@]3(C)O2)C(C)(C)C6=C(Cl)C(O)=C(Cl)C(O)=C6C5=O
InChi Code
InChI=1S/C28H24Cl2O7/c1-10-6-12(35-5)8-14-15(10)26-16-11(9-28(4,36-14)37-26)7-13-17(22(16)31)23(32)18-19(27(13,2)3)20(29)25(34)21(30)24(18)33/h6-8,26,31,33-34H,9H2,1-5H3/t26-,28-/m0/s1
InChi Key
ZGJMIZXNGYVIRM-XCZPVHLTSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Bacterial type II fatty acid synthesis (FAS-II) is mediated by a series of enzymes, each of which may be targeted by potential antibiotics.1 Bischloroanthrabenzoxocinone (BABX) is an inhibitor of FAS-II, blocking fatty acid synthesis in S. aureus and E. coli with IC50 values of 11.4 and 35.3 µg/ml, respectively.2 It inhibits the growth of S. aureus and permeable E. coli strains with minimum inhibitory concentrations ranging from 0.2-0.4 µg/ml.2,3 BABX also displays binding to liver X receptors (LXRs), inhibiting agonist binding in an LXRα-scintillation proximity assay (IC50 = 10 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yao, J., and Rock, C.O. How bacterial pathogens eat host lipids: Implications for the development of fatty acid synthesis therapeutics. The Journal of Biological Chemisty 290(10), 5940-5946 (2015).

    2. Kodali, S., Galgoci, A., Young, K., et al. Determination of selectivity and efficacy of fatty acid synthesis inhibitors. The Journal of Biological Chemisty 280(2), 1669-1677 (2005).

    3. Herath, K.B., Jayasuriya, H., Guan, Z., et al. Anthrabenzoxocinones from Streptomyces sp. as liver X receptor ligands and antibacterial agents. J. Nat. Prod. 68(9), 1437-1440 (2005).