HC-Toxin

Base Information

Chemical Name:HC-Toxin
CAS No.:83209-65-8
Molecular Formula:C₂₁H₃₂N₄O₆
Molecular Weight:436.508
Hs Code.:
European Community (EC) Number:804-302-0
UNII:17NL0QLS6P
ChEMBL ID:CHEMBL279636
DSSTox Substance ID:DTXSID001003201
Metabolomics Workbench ID:56881
NCI Thesaurus Code:C1121
Mol file:83209-65-8.mol

Synonyms:cyclo(2-amino-8-oxo-9,10-epoxydecanoic acid-prolyl-alanyl-alanine);cyclo(Aoe-Pro-Ala-Ala);HC toxin;HC-toxin;Helminthosporium carbonum toxin

Suppliers and Price of HC-Toxin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
HCToxin
5mg
$ 1540.00

Sigma-Aldrich
HC toxin from Helminthosporium carbonum lyophilized powder
5mg
$ 703.00

Sigma-Aldrich
HC toxin from Helminthosporium carbonum lyophilized powder
1mg
$ 195.00

Cayman Chemical
HC Toxin ≥95%
1mg
$ 134.00

Cayman Chemical
HC Toxin ≥95%
500μg
$ 79.00

Cayman Chemical
HC Toxin ≥95%
5mg
$ 593.00

AK Scientific
HCToxin
1mg
$ 280.00

Total 10 raw suppliers

Chemical Property of HC-Toxin

Chemical Property:

Vapor Pressure:6.18E-27mmHg at 25°C
Boiling Point:819.2°C at 760 mmHg
PKA:13.33±0.70(Predicted)
Flash Point:449.2°C
PSA：137.21000
Density:1.28g/cm³
LogP:0.32790
Storage Temp.:2-8°C
XLogP3:-0.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:436.23218475
Heavy Atom Count:31
Complexity:741

Purity/Quality:

98%,99%, ^*data from raw suppliers

HCToxin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:T
Statements: 25
Safety Statements: 45

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)C)CCCCCC(=O)C3CO3
Isomeric SMILES:C[C@@H]1C(=O)N[C@H](C(=O)N2CCC[C@@H]2C(=O)N[C@H](C(=O)N1)C)CCCCCC(=O)[C@@H]3CO3
Description HC Toxin is a cell-permeable, reversible inhibitor of histone deacetylases (HDACs) (IC50 = 30 nM). Through its effects on HDACs, HC toxin has been shown to up-regulate the expression of 15-lipoxygenase-1 in colorectal cancer cells and induce fetal hemoglobin in human primary erythroid cells. HC Toxin is a cyclic tetrapeptide first isolated from H. carbonum (now C. carbonum), a pathogen of maize.
Uses HC Toxin is an HDAC inhibitor. Cyclic tetrapeptide[1] fungal toxin selectively toxic to plants with susceptible host genotype (2)

Technology Process of HC-Toxin

There total 10 articles about HC-Toxin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

: 89311-47-7,109121-92-8,109121-93-9
(R)-5-(6-Hydroxy-6-oxiranyl-hexyl)-8,11-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

: 83209-65-8,89363-01-9,110114-88-0
HC toxin

Guidance literature:: With 2,2,6,6-Tetramethylpiperidiniumhydrochlorid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/S0040-4039(00)85051-0

Reference yield:

: 89311-42-2
(5S,8R,11S,13aR)-5-(6-Hydroxy-hexyl)-8,11-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

: 83209-65-8,89363-01-9,110114-88-0
HC toxin

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / pyridine-SO₃, Et₃N / dimethylsulfoxide / 0.17 h / 25 °C

2: 64 percent / n-BuLi / tetrahydrofuran / 4 h / -78 °C

3: H₂ / Lindlar catalyst / methanol

4: mCPBA / CH₂Cl₂

5: mCPBA, 2,2,6,6-tetramethyl piperidine hydrochloride

With n-butyllithium; hydrogen; sulfur trioxide pyridine complex; 2,2,6,6-Tetramethylpiperidiniumhydrochlorid; triethylamine; 3-chloro-benzenecarboperoxoic acid; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(00)87855-7

Reference yield:

: 89311-40-0
Boc-L-Ala-D-Ala-DL-Abo-D-Pro-OH

: 83209-65-8,89363-01-9,110114-88-0
HC toxin

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) HCl, 2.) diphenylphosphoryl azide (DPPA) / 1.) dioxane, 40 min, 2.) CH₂Cl₂, 48 h, -20 deg C, 3.) 48 h, 0 deg C

2: H₂ / Pd/C / 2-methyl-propan-2-ol

3: 71 percent / pyridine-SO₃, Et₃N / dimethylsulfoxide / 0.17 h / 25 °C

4: 64 percent / n-BuLi / tetrahydrofuran / 4 h / -78 °C

5: H₂ / Lindlar catalyst / methanol

6: mCPBA / CH₂Cl₂

7: mCPBA, 2,2,6,6-tetramethyl piperidine hydrochloride

With hydrogenchloride; n-butyllithium; diphenylphosphoranyl azide; hydrogen; sulfur trioxide pyridine complex; 2,2,6,6-Tetramethylpiperidiniumhydrochlorid; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)87855-7