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. |
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 |