H7270
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 fungal toxin selectively toxic to plants with susceptible host genotype.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Oral
Storage Class Code
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
S J Darkin-Rattray et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(23), 13143-13147 (1996-11-12)
A novel fungal metabolite, apicidin [cyclo(N-O-methyl-L-tryptophanyl-L -isoleucinyl-D-pipecolinyl-L-2-amino-8-oxodecanoyl)], that exhibits potent, broad spectrum antiprotozoal activity in vitro against Apicomplexan parasites has been identified. It is also orally and parenterally active in vivo against Plasmodium berghei malaria in mice. Many Apicomplexan parasites
Hedwig E Deubzer et al.
Cancer letters, 264(1), 21-28 (2008-02-12)
Treatment of high-risk neuroblastoma (NB) is difficult. Novel therapeutics improving survival rates are urgently required. We have previously shown that the histone deacetylase inhibitor (HDACI) Helminthosporium carbonum (HC)-toxin induces differentiation of neuroblastoma (NB) cells. Here, we show that HC-toxin inhibits
Host-selective toxins: agents of compatibility.
J D Walton
The Plant cell, 8(10), 1723-1733 (1996-10-01)
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