A fungal metabolite with diverse biological activities
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Burnettramic Acid A

Item No. 33021

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2Z,6R,7aS)-tetrahydro-6-hydroxy-2-[(2S,4R,12E,15R,19R)-1,15,19-trihydroxy-26-(β-D-mannopyranosyloxy)-2,4-dimethyl-14-hexacosen-1-ylidene]-1H-pyrrolizine-1,3(2H)-dione
CAS Number
2334483-46-2
Molecular Formula
C41H71NO12
Formula Weight
770.0
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly Soluble: 0.1-1 mg/mlDMSO: Sparingly Soluble: 1-10 mg/mlMethanol: Sparingly Soluble: 1-10 mg/ml
SMILES
OC[C@H]([C@H]([C@@H]([C@@H]1O)O)O)O[C@H]1OCCCCCCC[C@@H](O)CCC[C@@H](O)C/C=C/CCCCCCC[C@@H](C)C[C@H](C)/C(O)=C2C([C@@]3(C[C@H](CN3C\2=O)O)[H])=O
InChi Code
InChI=1S/C41H71NO12/c1-27(23-28(2)35(47)34-36(48)32-24-31(46)25-42(32)40(34)52)17-12-8-5-3-4-6-9-13-18-29(44)20-16-21-30(45)19-14-10-7-11-15-22-53-41-39(51)38(50)37(49)33(26-43)54-41/h9,13,27-33,37-39,41,43-47,49-51H,3-8,10-12,14-26H2,1-2H3/b13-9+,35-34-/t27-,28+,29+,30-,31-,32+,33-,37-,38+,39+,41-/m1/s1
InChi Key
ASMYWQLSJRMDHJ-SYBNBNIJSA-N
Origin
Fungus/Aspergillus burnettii
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    250 µg

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    Product Description

    Burnettramic acid A is a fungal metabolite originally isolated from A. burnettii that has diverse biological activities.1 It is active against B. subtilis, S. aureus, C. albicans, and S. cerevisiae (IC50s = 2.3, 5.9, 0.5, and 0.2 µg/ml, respectively). Burnettramic acid A is cytotoxic to NS-1 murine myeloma cells but not neonatal foreskin fibroblasts (IC50s = 13.8 and >100 µg/ml, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, H., Gilchrist, C.L.M., Lacey, H.J., et al. Discovery and heterologous biosynthesis of the burnettramic acids: Rare PKS-NRPS-derived bolaamphiphilic pyrrolizidinediones from an Australian fungus, Aspergillus burnettii. Org. Lett. 21(5), 1287-1291 (2019).