An inhibitor of HIF signaling
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Chetomin

Item No. 14437

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3S,5aR,6,10bS,11-hexahydro-3-(hydroxymethyl)-10b-[(1S,4S)-3-[[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]oct-1-yl]methyl]-1H-indol-1-yl]-2-methyl-3,11aS-epidithio-11aH-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione
CAS Number
1403-36-7
Synonyms
  • NSC 289491
Molecular Formula
C31H30N6O6S4
Formula Weight
710.9
Purity
≥95%
Formulation
An crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/ml
SMILES
O=C(C1(CC2=CN([C@@]34C5=CC=CC=C5N[C@]3([H])N(C([C@@]6(CO)N(C)C7=O)=O)[C@]7(SS6)C4)C8=C2C=CC=C8)N9C)N(C)[C@@](CO)(SS1)C9=O
InChi Code
InChI=1S/C31H30N6O6S4/c1-33-25(42)30(15-38)34(2)23(40)28(33,44-46-30)12-17-13-36(21-11-7-4-8-18(17)21)27-14-29-24(41)35(3)31(16-39,47-45-29)26(43)37(29)22(27)32-20-10-6-5-9-19(20)27/h4-11,13,22,32,38-39H,12,14-16H2,1-3H3/t22-,27+,28?,29+,30+,31+/m1/s
InChi Key
ZRZWBWPDBOVIGQ-ZVZGDCBQSA-N
Origin
Fungus/Chaetomium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $203

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    5 mg

    $604

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    Cayman Chemical
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    Product Description

    Chetomin is a natural product isolated from Chaetomium species which has antibacterial and antifungal properties.1 It is a small molecule inhibitor of hypoxia-inducible factor (HIF) signaling, disrupting the binding of HIF-1α and HIF-2α to p300 at low nanomolar concentrations.2 Chetomin effectively attenuates the HIF pathway both in cells and in vivo, in mice.2 It inhibits HIF-dependant signaling, cell growth, and tumor growth in cancer cells and xenografts.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mazumder, P.M., and Sasmal, D. Mycotoxins - limits and regulations. Anc. Sci. Life 20(3), 1-19 (2001).

    2. Kung, A.L., Zabludoff, S.D., France, D.S., et al. Small molecule blockade of transcriptional coactivation of the hypoxia-inducible factor pathway. Cancer Cell 6, 33-43 (2004).

    3. Kessler, J., Hahnel, A., Wichmann, H., et al. HIF-1α inhibition by siRNA or chetomin in human malignant glioma cells: Effects on hypoxic radioresistance and monitoring via CA9 expression. BMC Cancer 10(605), (2010).

    Product Citations

    Kanada, F., Takamura, Y., Miyake, S., et al. Histone acetyltransferase and Polo-like kinase 3 inhibitors prevent rat galactose-induced cataract. Sci. Rep. 9(1), 20085 (2019).