A fungal metabolite with actin polymerization inhibitory and cytotoxic activities
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19-O-Acetylchaetoglobosin A

Item No. 33164

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR)-7-(acetyloxy)-3,4,7,13,14,14a,15,15a,16a,16b-decahydro-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-12H-cyclotridec[d]oxireno[f]isoindole-8,11,12-trione
CAS Number
50939-69-0
Synonyms
  • Chaetoglobosin A Acetate
Molecular Formula
C34H38N2O6
Formula Weight
570.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: solubleMethanol: Soluble
SMILES
[H][C@]1(/C=C/C[C@H](C)/C=C2C)[C@]3([H])O[C@@]3([C@H]([C@]4([C@@H](NC([C@]41C(/C=C/C([C@@H]\2OC(C)=O)=O)=O)=O)CC5=CNC6=C5C=CC=C6)[H])C)C
InChi Code
InChI=1S/C34H38N2O6/c1-18-9-8-11-24-31-33(5,42-31)20(3)29-26(16-22-17-35-25-12-7-6-10-23(22)25)36-32(40)34(24,29)28(39)14-13-27(38)30(19(2)15-18)41-21(4)37/h6-8,10-15,17-18,20,24,26,29-31,35H,9,16H2,1-5H3,(H,36,40)/b11-8+,14-13+,19-15+/t18-,20-,24-,26-,29-,30+,31-,33+,34+/m0/s1
InChi Key
AZLAYOMQTNEYFJ-YZYWEBORSA-N
Origin
Fungus/Acremonium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    19-O-Acetylchaetoglobosin A is a fungal metabolite originally isolated from C. globosum that has actin polymerization inhibitory and cytotoxic activities.1,2 It inhibits actin polymerization in a cell-free assay when used at a concentration of 2 µM.2 19-O-Acetylchaetoglobosin A (3.2, 10, and 32 µg/ml) is cytotoxic to HeLa cervical cancer cells.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Umeda, M., Ohtsubo, K., Saito, M., et al. Cytotoxicity of new cytochalasans from Chaetomium globosum. Experientia 31(4), 435-438 (1975).

    2. Sekita, S., Yoshihira, K., Natori, S., et al. Structure-activity relationship of thirty-nine cytochalasans observed in the effects on cellular structures and cellular events and on actin polymerization in vitro. J. Pharmacobiodyn. 8(11), 906-916 (1985).