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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

Quality Level

100

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

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

InChI key

ZRZWBWPDBOVIGQ-UHFFFAOYSA-N

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.

Preparation Note

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

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.

Legal Information

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

Disclaimer

Toxicity: Toxic (F)

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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