A microbial metabolite with diverse biological activities
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Myxochelin A

Item No. 26422

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N′-[(1S)-1-(hydroxymethyl)-1,5-pentanediyl]bis[2,3-dihydroxy-benzamide
CAS Number
120243-02-9
Synonyms
  • (S)-Myxochelin A
Molecular Formula
C20H24N2O7
Formula Weight
404.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC1=C(O)C(C(N[C@H](CO)CCCCNC(C2=CC=CC(O)=C2O)=O)=O)=CC=C1
InChi Code
InChI=1S/C20H24N2O7/c23-11-12(22-20(29)14-7-4-9-16(25)18(14)27)5-1-2-10-21-19(28)13-6-3-8-15(24)17(13)26/h3-4,6-9,12,23-27H,1-2,5,10-11H2,(H,21,28)(H,22,29)/t12-/m0/s1
InChi Key
WNBVGSNESTZACV-LBPRGKRZSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $423

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    Product Description

    Myxochelin A is a microbial metabolite that has been found in A. disciformis and has diverse biological activities.1 It is active against Gram-positive bacteria, including B. cereus, S. aureus, and M. luteus, but not Gram-negative bacteria or fungi in an agar diffusion assay when used at a concentration of 80 µg/disc. Myxochelin A inhibits 5-lipoxygenase (5-LO) activity with an IC50 value of 1.9 µM for the recombinant human enzyme.2 It is cytotoxic to 26-L5 colon cancer cells when used at a concentration of 3 µg/ml.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kunze, B., Bedorf, N., Kohl, W., et al. Myxochelin A, a new iron-chelating compound from Angiococcus disciformis (Myxobacterales). Production, isolation, physico-chemical and biological properties. J. Antibiot. (Tokyo) 42(1), 14-17 (1989).

    2. Schieferdecker, S., König, S., Koeberle, A., et al. Myxochelins target human 5-lipoxygenase. J. Nat. Prod. 78(2), 335-338 (2015).

    3. Miyanaga, S., Obata, T., Onaka, H., et al. Absolute configuration and antitumor activity of myxochelin A produced by Nonomuraea pusilla TP-A0861. J. Antibiot. (Tokyo) 59(11), 698-703 (2006).