HC Toxin

Names

[ Name ]:
HC Toxin

[Synonym ]:
3,6-Dimethyl-9-[6-(2-oxiranyl)-6-oxohexyl]decahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetrone
MFCD00133388
Toxin I
HC TOXIN
Pyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetrone, decahydro-3,6-dimethyl-9-(6-oxiranyl-6-oxohexyl)-

Biological Activity

[Description]:

HC-Toxin, a cyclic tetrapeptide, is a potent HDAC inhibitor with an IC50 of 30 nM[1]. HC-Toxin induces tumor cell apoptosis and has anticancer effects[2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> HDAC

Signaling Pathways >> Epigenetics >> HDAC

[In Vitro]

HC-Toxin shows potent antiproliferative efficacy and cell cycle arrest at G2/M in T47D human breast cancer cells in a dose-dependent manner. HC-Toxin evokes apoptosis of T47D cells and HC-toxin induced apoptosis might not be mediated through direct increase in caspase-3/7 activity[2].

[References]

[1]. S J Darkin-Rattray, et al. Apicidin: a novel antiprotozoal agent that inhibits parasite histone deacetylase. Proc Natl Acad Sci U S A. 1996 Nov 12;93(23):13143-7.

[2]. Ki Eun Joung, et al. Antiproliferative effect of trichostatin A and HC-toxin in T47D human breast cancer cells. Arch Pharm Res. 2004 Jun;27(6):640-5.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
819.2±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₁H₃₂N₄O₆

[ Molecular Weight ]:
436.50

[ Flash Point ]:
449.2±34.3 °C

[ Exact Mass ]:
436.232178

[ PSA ]:
137.21000

[ LogP ]:
-2.99

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.562

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300

[ Precautionary Statements ]:
P264-P301 + P310

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
UN 2811 6.1 / PGIII

Articles

Expression of 15-lipoxygenase-1 is regulated by histone acetylation in human colorectal carcinoma.

Carcinogenesis 22(1) , 187-91, (2001)

15-Lipoxygenase-1 (15-LO-1) is expressed at higher levels in human colorectal tumors compared with normal tissue. 15-LO-1 is expressed in cultured human colorectal cells, but only after treatment with...

A putative branched-chain-amino-acid transaminase gene required for HC-toxin biosynthesis and pathogenicity in Cochliobolus carbonum.

Microbiology 145 ( Pt 12) , 3539-46, (1999)

The cyclic tetrapeptide HC-toxin is required for pathogenicity of the filamentous fungus Cochliobolus carbonum on maize. HC-toxin production is controlled by a complex locus, TOX2. The isolation and c...

Regulation of cyclic peptide biosynthesis in a plant pathogenic fungus by a novel transcription factor.

Proc. Natl. Acad. Sci. U. S. A. 98(24) , 14174-9, (2001)

Strains of the filamentous fungus Cochliobolus carbonum that produce the host-selective compound HC-toxin, a cyclic tetrapeptide, are highly virulent on certain genotypes of maize (Zea mays L.). Produ...