Brassinolide

Title: Brassinolide
CAS Registry Number: 72962-43-7
CAS Name: (2a,3a,5a,22R,23R,24S)-2,3,22,23-Tetrahydroxy-B-homo-7-oxaergostan-6-one
Additional Names: 2a,3a,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5a-cholestan-6-one
Molecular Formula: C28H48O6
Molecular Weight: 480.68
Percent Composition: C 69.96%, H 10.07%, O 19.97%
Literature References: Plant hormone; natural steroid containing a seven-membered B-ring lactone, that promotes both cell elongation and cell division. Over ten brassinosteroids have been isolated and characterized from sources such as pollen, seedling, leaf. Isoln, structure and activity of brassinolide from rape pollen, Brassica napus L.: M. D. Grove et al., Nature 281, 216 (1979). Stereoselective synthesis: S. Fung, J. B. Siddall, J. Am. Chem. Soc. 102, 6580 (1980). Synthesis of two stereoisomers: M. J. Thompson et al., J. Org. Chem. 44, 5002 (1979). Improved synthesis: T. Kametani et al., J. Org. Chem. 53, 1982 (1988). Structure-activity relationship of brassinosteroids: S. Takatsuto et al., Phytochemistry 22, 2437 (1983); interaction with cytokinin: C. Schlagnhaufer et al., Physiol. Plant. 60, 347 (1984); bioassay: K. Wada et al., Agric. Biol. Chem. 48, 719 (1984).
Properties: Crystals from methanol, mp 274-275°. [a]D27 +16°.
Melting point: mp 274-275°
Optical Rotation: [a]D27 +16°
Use: Plant growth regulator.
Brayera Brazilin Brefeldin A Brequinar Bretylium Tosylate

Brassinolide
Brassinolide.png
Identifiers
CAS number 72962-43-7 N
PubChem 115196
ChemSpider 103072 YesY
ChEBI CHEBI:28277 YesY
Jmol-3D images Image 1
Properties
Molecular formula C28H48O6
Molar mass 480.68 g mol−1
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Brassinolide is a plant hormone. The first isolated brassinosteroid, it was discovered when it was shown that pollen from rapeseed (Brassica napus) could promote stem elongation and cell division.[1] The biologically active component was isolated and named brassinolide.[2]