A fungal metabolite
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Aspergillin PZ

Item No. 27722

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2S,5R,5aS,5bS,8R,8aS,9R,11aR,13aR)-2,3,4,5,5a,5b,8,8a,9,10,13,13a-dodecahydro-2-hydroxy-5,7,8-trimethyl-9-(2-methylpropyl)-1,5-epoxy-1H-cyclohepta[3,4]benz[1,2-d]isoindole-11,12-dione
CAS Number
483305-08-4
Molecular Formula
C24H35NO4
Formula Weight
401.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CC1=C[C@@]([C@]2([H])[C@@](C3)([H])[C@@]4([H])[C@H](O)CC[C@@]2(O4)C)([H])[C@@]([C@@]5([H])[C@@H]1C)(C(N[C@H]5CC(C)C)=O)C3=O
InChi Code
InChI=1S/C24H35NO4/c1-11(2)8-16-19-13(4)12(3)9-15-20-14(10-18(27)24(15,19)22(28)25-16)21-17(26)6-7-23(20,5)29-21/h9,11,13-17,19-21,26H,6-8,10H2,1-5H3,(H,25,28)/t13-,14+,15-,16+,17-,19+,20+,21+,23+,24-/m1/s1
InChi Key
AQZDMONQDXTWHN-XLFKICHRSA-N
Origin
Fungi/Aspergillus sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Aspergillin PZ is a fungal metabolite originally isolated from A. awamori.1 It induces morphological deformation of P. oryzae conidia when used at a concentration of 89 nM. Aspergillin PZ is active against S. epidermidis (MIC = 20 μM) but not S. aureus, E. coli, or B. cereus (MICs = >20 μM).2 It is cytotoxic to HL-60 promyelocytic leukemia cells (IC50 = 56.61 μM) but not THP-1 acute monocytic leukemia or PC3 prostate cancer cells (IC50s = >80 μM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, Y., Wang, T., Pei, Y., et al. Aspergillin PZ, a novel isoindole-alkaloid from Aspergillus awamori. J. Antibiot. (Tokyo) 55(8), 693-695 (2002).

    2. Zheng, C.-J., Shao, C.-L., Wu, L.-Y., et al. Bioactive phenylalanine derivatives and cytochalasins from the soft coral-derived fungus, Aspergillus elegans. Mar. Drugs 11(6), 2054-2068 (2013).

    3. Si, Y., Tang, M., Lin, S., et al. Cytotoxic cytochalasans from Aspergillus flavipes PJ03-11 by OSMAC method. Tetrahedron Lett. 59(18), 1767-1771 (2018).