Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C18H18ClN3O |
| Molecular Weight | 327.808 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(O)(C(CC1=CC=C(Cl)C=C1)N2C=NC=N2)C3=CC=CC=C3
InChI
InChIKey=YULDTPKHZNKFEY-UHFFFAOYSA-N
InChI=1S/C18H18ClN3O/c1-18(23,15-5-3-2-4-6-15)17(22-13-20-12-21-22)11-14-7-9-16(19)10-8-14/h2-10,12-13,17,23H,11H2,1H3
| Molecular Formula | C18H18ClN3O |
| Molecular Weight | 327.808 |
| Charge | 0 |
| Count |
|
| Stereochemistry | MIXED |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/10806228Curator's Comment: Description was created using several sources including:
https://www.ncbi.nlm.nih.gov/pubmed/25793645
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10806228
Curator's Comment: Description was created using several sources including:
https://www.ncbi.nlm.nih.gov/pubmed/25793645
Brassinazole is a synthetic triazole-type inhibitor of the biosynthesis of plant hormones brassinosteroids (BR) that play critical roles in regulating broad aspects of plant growth and development. The structure of brassinazole is similar to pacrobutrazol, a gibberellin biosynthesis inhibitor. Brassinazole has displayed the ability to induce morphological changes in dark-grown Arabidopsis. Additional experiments show that Brassinazole inhibition of plant growth can be prevented by co-application of BR. Brassinazole is a specific inhibitor of C-22 hydroxylase (CYP90B1) in BR biosynthesis, and the application use of brassinazole has emerged as an effective way of complementing BR-deficient mutants to elucidate the functions of BRs.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2364702 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11319239 |
1.05 µM [Kd] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| YCZ-18 is a new brassinosteroid biosynthesis inhibitor. | 2015 |
|
| Selective interaction of triazole derivatives with DWF4, a cytochrome P450 monooxygenase of the brassinosteroid biosynthetic pathway, correlates with brassinosteroid deficiency in planta. | 2001-07-13 |
|
| Characterization of brassinazole, a triazole-type brassinosteroid biosynthesis inhibitor. | 2000-05 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11319239
A. thaliana (ecotype Colombia) seedlings were grown in a liquid culture of 0.5× Murashige and Skoog salt medium plus 1.5% sucrose for 7 days in continuous light. Brassinazole or brassinolide was added to final concentrations of 3 μM or 30 nM (0.01% final Me2SO concentration), respectively, and seedlings were incubated for 3 h.
| Substance Class |
Chemical
Created
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| Record UNII |
N9XRW3TF90
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Validated (UNII)
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