Synonym: (3R,6S)-3-Hydroxy-3-[(3-hydroxyphenyl)methyl]-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-2,5-piperazinedione; Thaxtomine A
CAS Number: 122380-18-1
Empirical Formula (Hill Notation): C22H22N4O6
Molecular Weight: 438.43
Linear Formula: C22H22N4O6
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
yellow to orange |
| form |
powder |
| InChI |
1S/C22H22N4O6/c1-24-18(10-14-12-23-16-7-4-8-17(19(14)16)26(31)32)20(28)25(2)22(30,21(24)29)11-13-5-3-6-15(27)9-13/h3-9,12,18,23,27,30H,10-11H2,1-2H3/t18-,22-/m1/s1 |
| InChI key |
QRDNJYNIEGRRKV-XMSQKQJNSA-N |
| Quality Level |
100  |
| SMILES string |
O=C(N(C)[C@@H]1CC2=CNC3=C2C([N+]([O-])=O)=CC=C3)[C@@](CC4=CC(O)=CC=C4)(O)N(C)C1=O |
| storage temp. |
−20°C |
| Biochem/physiol Actions: |
Cellulose synthesis inhibition by thaxtomin A, indicates plant-pathogen interaction. Along with this, it also results in hypocotyls swelling and decreased seedling growth. Thaxtomin A leads to common scab disease in potato. On the whole, it attenuates cell growth and induces cell death in the infected plant. |
| Biochem/physiol Actions: |
Thaxtomin A is a nitrated diketopiperazine phytotoxin produced by Streptomyces scabies that induces plant cells necrosis. Thaxtomin A is a potent plant cellulose synthesis inhibitor. |
| Biochem/physiol Actions: |
Thaxtomin A is a phytotoxin produced by S. scabies that causes plant cell necrosis; cellulose synthesis inhibitor |
| General description: |
Thaxtomin A belongs to the class of 4-nitroindol-3-yl-containing 2,5 dioxopiperazines. |
| Packaging: |
1 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
