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H7270

Sigma-Aldrich

HC toxin from Helminthosporium carbonum

lyophilized powder

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About This Item

Empirical Formula (Hill Notation):
C21H32N4O6
CAS Number:
Molecular Weight:
436.50
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:

assay

90-95% (TLC)

form

lyophilized powder

storage temp.

2-8°C

SMILES string

CC1NC(=O)C(C)NC(=O)C2CCCN2C(=O)C(CCCCCC(=O)C3CO3)NC1=O

InChI

1S/C21H32N4O6/c1-12-18(27)22-13(2)19(28)24-14(7-4-3-5-9-16(26)17-11-31-17)21(30)25-10-6-8-15(25)20(29)23-12/h12-15,17H,3-11H2,1-2H3,(H,22,27)(H,23,29)(H,24,28)

InChI key

GNYCTMYOHGBSBI-UHFFFAOYSA-N

Biochem/physiol Actions

Cyclic tetrapeptide[1] fungal toxin selectively toxic to plants with susceptible host genotype.[2]

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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J W Pitkin et al.
Microbiology (Reading, England), 142 ( Pt 6), 1557-1565 (1996-06-01)
Race 1 isolates of Cochliobolus carbonum are pathogenic on certain maize lines due to production of a host-selective cyclic tetrapeptide, HC-toxin. Flanking HTS1, which encodes the central enzyme in HC-toxin biosynthesis, a gene was identified and named TOXA. Like HTS1
Ki Eun Joung et al.
Archives of pharmacal research, 27(6), 640-645 (2004-07-31)
Histone deacetylase inhibitors are new class of chemotherapeutic drugs able to induce tumor cell apoptosis and/or cell cycle arrest. Trichostatin A, an antifungal antibiotic, and HC-toxin are potent and specific inhibitors of histone deacetylase activity. In this study, we have
J H Ahn et al.
Molecular & general genetics : MGG, 260(5), 462-469 (1999-01-23)
HC-toxin is an epoxide-containing cyclic tetrapeptide that is a critical virulence determinant in the pathogenic interaction between the filamentous fungus Cochliobolus carbonum and maize. HC-toxin exerts a potent cytostatic effect on plant and animal cells by inhibiting histone deacetylase. The
Kyung Nan Min et al.
Archives of pharmacal research, 27(5), 554-561 (2004-06-19)
Trichostatin A, an antifungal antibiotics, and HC-toxin are potent and specific inhibitors of histone deacetylase activity. Histone deacetylase inhibitors are new class of chemotherapeutic drugs able to induce tumor cell apoptosis and/or cell cycle arrest. In this study, the antiproliferative
Y Q Cheng et al.
Journal of natural products, 62(1), 143-145 (1999-01-23)
HC-toxin, cyclo(D-Pro-L-Ala-D-Ala-L-Aeo), where Aeo stands for 2-amino-9,10-epoxi-8-oxodecanoic acid, is a potent inhibitor of histone deacetylase. Previous molecular genetic studies indicated that HC-toxin biosynthesis requires a dedicated fatty acid synthase. The incorporation of [13C]acetate into HC-toxin was studied using NMR. The

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