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Merck

220320

Chetomin, Chaetomium sp.

A cell-permeable dithiodiketopiperazine antimicrobial agent that disrupts the CH1 domain structure of p300.

Synonym(s):

Chetomin, Chaetomium sp.

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About This Item

Empirical Formula (Hill Notation):
C31H30N6O6S4
CAS Number:
1403-36-7
Molecular Weight:
710.87
UNSPSC Code:
12352200

Product Name

Chetomin, Chaetomium sp., A cell-permeable dithiodiketopiperazine antimicrobial agent that disrupts the CH1 domain structure of p300.

InChI key

ZRZWBWPDBOVIGQ-UHFFFAOYSA-N

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

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 5 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

Disclaimer

Toxicity: Toxic (F)

General description

A cell-permeable antimicrobial that disrupts the CH1 domain structure of p300, an important mediator of tumor hypoxia adaptation. Prevents the association of p300 with CH1-interacting proteins, such as HIF-1α and STAT2. Shown to attenuate hypoxia-induced transcription in vitro (IC50 = 20 nM and <10 nM in inhibiting secreted and cellular VEGF, respectively, in Hep38 cells) and inhibit tumor growth by inducing necrosis in vivo (1 mg/kg, i.v., daily in tumor xenografted NCr/Nude mice). Exhibits no effect on the transcriptional activity of PAR, SREBP2, or SRC-1, whose association with p300 is not mediated via CH1 domain.
A cell-permeable dithiodiketopiperazine antimicrobial agent that disrupts the CH1 domain structure of p300.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Fujimoto, H., et al. 2004. J. Nat. Prod.67, 98.
Kung, A.L., et al. 2004. Cancer Cell6, 33.

Preparation Note

Following reconstitution in fresh, anhydrous DMSO, aliquot and freeze (-20°C). Stock solutions for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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