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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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Size/SKUAvailabilityPrice
1 mg

Available to ship TODAYfromMILWAUKEE

$310.00

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

$310.00


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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

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
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.

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This Item
11775
description

≥98% (HPLC)

description

≥95.0% (HPLC)

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

form

powder

form

powder or crystals

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

color

yellow to orange

color

light red to dark brown


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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