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Merck
CN

H7270

HC toxin from Helminthosporium carbonum

lyophilized powder

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About This Item

Empirical Formula (Hill Notation):
C21H32N4O6
CAS Number:
83209-65-8
Molecular Weight:
436.50
UNSPSC Code:
12352202
PubChem Substance ID:
24895790
MDL number:
MFCD00133388

Key Documents

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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)

SMILES string

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

InChI key

GNYCTMYOHGBSBI-UHFFFAOYSA-N

assay

90-95% (TLC)

form

lyophilized powder

storage temp.

2-8°C

Biochem/physiol Actions

Cyclic tetrapeptide fungal toxin selectively toxic to plants with susceptible host genotype.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
074M4045V
119M4017V
14140116
115M4052V
14130513

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April R Robbins et al.
Cell cycle (Georgetown, Tex.), 4(5), 717-726 (2005-04-23)
The kinetochore, a multi-protein complex assembled on centromeric chromatin in mitosis, is essential for sister chromosome segregation. We show here that inhibition of histone deacetylation blocks mitotic progression at prometaphase in two human tumor cell lines by interfering with kinetochore
A N Nikolskaya et al.
Gene, 165(2), 207-211 (1995-11-20)
Race 1 of Cochliobolus carbonum (Cc) makes a cyclic tetrapeptide, HC-toxin, that is necessary for its virulence on certain genotypes of maize. The synthesis of HC-toxin is catalyzed by a 570-kDa multifunctional enzyme, HC-toxin synthetase (HTS). The gene encoding HTS
Pope, M.R., et al.
Biochemistry, 22, 3502-3502 (1983)
Jennifer Byers et al.
International journal for parasitology, 38(1), 57-64 (2007-08-21)
Treatment of higher eukaryotic cells with short-chain fatty acids (SCFA) such as butyrate causes decreased levels of histone deacetylase (HDAC) activity and hyperacetylation of histones, and thereby affects gene expression, cell growth and differentiation. Entamoeba parasites encounter high levels of
Jonathan D Walton
Phytochemistry, 67(14), 1406-1413 (2006-07-15)
HC-toxin is a cyclic tetrapeptide of structure cyclo(D-Pro-L-Ala-D-Ala-L-Aeo), where Aeo stands for 2-amino-9,10-epoxi-8-oxodecanoic acid. It is a determinant of specificity and virulence in the interaction between the producing fungus, Cochliobolus carbonum, and its host, maize. HC-toxin qualifies as one of
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