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Merck

C9623

Chetomin

from Chaetomium cochliodes, ≥98% (HPLC)

Synonim(y):

Chaetomin, NSC 289491

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1 MG

1680,00 zł

5 MG

5340,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C31H30N6O6S4
Numer CAS:
1403-36-7
Masa cząsteczkowa:
710.87
MDL number:
MFCD28137713
UNSPSC Code:
41100000
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
200

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SMILES string

S1SC9(N(C(=O)C1(N(C9=O)C)CO)C)Cc2c3c([n](c2)C54C(N7C8(SSC(N(C8=O)C)(C7=O)CO)C5)Nc6c4cccc6)cccc3

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

biological source

Chaetomium cochliodes

assay

≥98% (HPLC)

form

powder

solubility

DMSO: soluble, acetone: soluble, ethyl acetate: soluble

storage temp.

−20°C

Quality Level

200

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Pokaż różnice

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Ta pozycja
T5580SML0301H1667
Sigma-Aldrich

Sigma-Aldrich

C9623

Chetomin

Myxothiazol from Myxococcus fulvus Mx f85, ≥98% (HPLC)

Sigma-Aldrich

T5580

Myxothiazol

Hymeglusin ≥98% (HPLC), from Fusarium sp.

Sigma-Aldrich

SML0301

Hymeglusin

Hypothemycin from Hypomyces trichothecoides, ≥98% (HPLC)

Sigma-Aldrich

H1667

Hypothemycin

form

powder

form

-

form

powder

form

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: soluble, ethyl acetate: soluble, acetone: soluble

solubility

chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to yellow, DMSO: soluble, acetone: soluble, dichloromethane: soluble, ethanol: soluble, ethyl acetate: soluble, methanol: soluble

solubility

DMSO: soluble, H2O: insoluble, acetone: soluble, chloroform: soluble, ethyl acetate: soluble

solubility

DMSO: soluble, acetone: soluble, deionized water: insoluble

biological source

Chaetomium cochliodes

biological source

Myxococcus fulvus Mx f85

biological source

Fusarium sp.

biological source

Hypomyces trichothecoides

Biochem/physiol Actions

Chetomin is a natural metabolite produced by several species of the genus Chaetomium. Chetomin disrupts the hypoxia-inducible factor (HIF) pathway, blockomg the interaction of HIF1α and HIF2α with transcriptional co-activators p300 and cAMP response element binding (CREB) binding protein (CBP), thereby attenuating hypoxia-inducible transcription. Disrupting the ability of tumors to adapt to hypoxia leads to decreased tumor growth; hypoxia can also promote resistance to radiotherapeutics. By both of these mechanisms, chetomin shows promise as a lead compound in antitumor research. Chetomin also suppresses the proliferation of LPS-induced mouse spleen lymphocytes.
Chetomin is a natural metabolite produced by several species of the genus Chaetomium. Chetomin is an epidithiodioxopiperazine known to disrupt the hypoxia-inducible factor (HIF) pathway. Chetomin blocks the interaction of HIF1α and HIF2α with transcriptional co-activators p300 and cAMP response element binding (CREB) binding protein (CBP), thereby attenuating hypoxia-inducible transcription. Disrupting the ability of tumors to adapt to hypoxia leads to decreased tumor growth and can serve as an antitumor stratagy. Chetomin also suppresses the proliferation of LPS-induced mouse spleen lymphocytes.
Chetomin is a natural metabolite, which blocks the interaction of HIF1α and HIF2α with transcriptional co-activators p300 and cAMP response element binding (CREB) binding protein (CBP), thereby attenuating hypoxia-inducible transcription. Chetomin also suppresses the proliferation of LPS-induced mouse spleen lymphocytes.
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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Klasa składowania

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Wybierz jedną z najnowszych wersji:

Certyfikaty analizy (CoA)

Lot/Batch Number
0000427374
0000427374
0000204999
0000395814
0000204999

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

M Sugiyama et al.
Biochemical and biophysical research communications, 271(3), 688-692 (2000-05-18)
Bone morphogenetic protein (BMP)-2, a member of the BMP family, plays an important role in osteoblast differentiation and bone formation. To discover small molecules that induce BMP-2, a luciferase reporter vector containing the 5'-flanking promoter region of the human BMP-2
Zhi-Jun Wu et al.
Analytical chemistry, 80(1), 217-226 (2007-12-07)
A series of epipolythiodioxopiperazines in the fungus Chaetomium cochliodes was investigated using reversed-phase liquid chromatography with diode array detection and electrospray quadrupole time-of-flight-type tandem mass spectrometry in the positive ion mode. The fragmentation of protonated molecular ions including low-abundance parent
Kimihiro Yano et al.
International journal of oncology, 38(2), 365-374 (2010-12-18)
Tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) is one of the most promising anti-cancer agents, but some tumor types develop resistance to TRAIL. Here, we report that chetomin, an inhibitor of hypoxia-inducible factors, is a potent enhancer of TRAIL-induced apoptosis. TRAIL
Laura K Henchey et al.
Journal of the American Chemical Society, 132(3), 941-943 (2010-01-01)
Designed ligands that inhibit hypoxia-inducible gene expression could offer new tools for genomic research and, potentially, drug discovery efforts for the treatment of neovascularization in cancers. We report a stabilized alpha-helix designed to target the binding interface between the C-terminal
S Sekita et al.
Canadian journal of microbiology, 27(8), 766-772 (1981-08-01)
Screening for mycotoxin production by Chaetomium spp. and related fungi on rice culture was conducted by a combination of cytotoxicity tests using HeLa cells and thin-layer chromatography. Producers of sterigmatocystin, O-methylsterigmatocystin, chaetochromin, chaetocin, chetomin, cochliodinols, and mollicellin G were found
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