SML1456
Thaxtomin A
≥98% (HPLC)
Synonym(s):
(3R,6S)-3-Hydroxy-3-[(3-hydroxyphenyl)methyl]-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]-2,5-piperazinedione, Thaxtomine A
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About This Item
Empirical Formula (Hill Notation):
C22H22N4O6
CAS Number:
Molecular Weight:
438.43
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality Segment
assay
≥98% (HPLC)
form
powder
color
yellow to orange
storage temp.
−20°C
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
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
General description
Thaxtomin A belongs to the class of 4-nitroindol-3-yl-containing 2,5 dioxopiperazines.
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.
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.
Thaxtomin A is a phytotoxin produced by S. scabies that causes plant cell necrosis; cellulose synthesis inhibitor
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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