A fungal metabolite
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Aspochalasin D

Item No. 23864

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,3aR,4S,6aS,7E,11R,12S,13E,15aS)-3,3a,4,6a,9,10,11,12-octahydro-11,12-dihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-1H-cycloundec[d]isoindole-1,15(2H)-dione
CAS Number
71968-02-0
Molecular Formula
C24H35NO4
Formula Weight
401.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
C/C1=C\[C@]2([H])[C@@]3(C(/C=C/[C@H](O)[C@H](O)CC1)=O)[C@@]([C@H](CC(C)C)NC3=O)([H])[C@H](C)C(C)=C2
InChi Code
InChI=1S/C24H35NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h8-9,11-13,16-20,22,26-27H,6-7,10H2,1-5H3,(H,25,29)/b9-8+,14-11+/t16-,17+,18+,19-,20+,22+,24-/m1/s1
InChi Key
GCIKKGSNXSCKCP-WBEGXGIOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Aspochalasin D is a co-metabolite originally isolated from A. microcysticus with aspochalasins A, B, and C, that was initially thought to be inactive.1 It has antibacterial activity against Gram-positive and Gram-negative bacteria at a concentration of 1 mg/ml.2 Aspochalasin D is more cytotoxic, via apoptosis, to Ba/F3-V12 cells in an IL-3-free medium than in an IL-3-containing medium (IC50s = 0.49 and 1.9 µg/ml, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Keller-Schierlein, W., and Kupfer, E. Metabolites of microorganisms. The Aspochalasins A, B, C, and D. Helv. Chim. Acta 62(5), 1501-1524 (1979).

    2. Gebhardt, K., Schimana, J., Höltzel, A., et al. Aspochalamins A-D and aspochalasin Z produced by the endosymbiotic fungus Aspergillus niveus LU 9575 I. Taxonomy, fermentation, isolation and biological activities. J. Antibiot. (Tokyo) 57(11), 707-714 (2004).

    3. Tomikawa, T., Shin-Ya, K., Kinoshita, T., et al. Selective cytotoxicity and stereochemistry of aspochalasin D. J. Antibiot. (Tokyo) 54(4), 379-381 (2001).