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Details

Stereochemistry ACHIRAL
Molecular Formula C16H13BrN2O2S
Molecular Weight 377.256
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRABACTIN

SMILES

BrC1=CC=C(C2=CC=CC=C12)S(=O)(=O)NCC3=CC=CC=N3

InChI

InChIKey=GJSDYQXOSHKOGX-UHFFFAOYSA-N
InChI=1S/C16H13BrN2O2S/c17-15-8-9-16(14-7-2-1-6-13(14)15)22(20,21)19-11-12-5-3-4-10-18-12/h1-10,19H,11H2

HIDE SMILES / InChI

Molecular Formula C16H13BrN2O2S
Molecular Weight 377.256
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Pyrabactin is a synthetic sulfonamide that functions both as selective ABA receptor agonist and antagonist. Abscisic acid (ABA) is an endogenous small molecule growth inhibitor and regulator of plant stress physiology. Pyrabactin mimics abscisic acid (ABA). It acts through Pyrabactin Resistance 1 (PYR1), the founding member of a family of START proteins called PYR/PYLs, which are necessary for both pyrabactin and ABA signaling in vivo. Pyrabactin an important tool for protecting crops against drought and cold weather.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Consistent with the in planta observations, pyrabactin cannot directly inhibit the phosphatase activity of ABI1, but achieves the inhibition through PYL proteins. Further characterization revealed that pyrabactin exhibits an IC50 (1.14 ± 0.07 μm) ∼10-fold higher than that of ABA (93.8 ± 8.4 nm).
Substance Class Chemical
Record UNII
L9PM5Q6DDW
Record Status Validated (UNII)
Record Version