22(S),23(S)-Homobrassinolide CAS 80483-89-2

Introduction:Basic information about 22(S),23(S)-Homobrassinolide CAS 80483-89-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

22(S),23(S)-Homobrassinolide Basic information

Product Name:22(S),23(S)-Homobrassinolide
Synonyms:(2R,3S,22S,24S)-2,3,22,23-TETRAHYDROXY-24-ETHYL-BETA-HOMO-7-OXA-5A-CHOLESTAN-6-ONE;Etpihomobrassinolide;(2R,3S,22S,24S)-2,3,22,23-TETRAHYDROXY-24-ETHYL-β-HOMO-7-OXA-5A-CHOLESTAN-6-ONE;28-epihomobrassinolide;(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-1-[(1S,2S,3S,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethylhexyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-6H-benz[c]indeno[5,4-e]oxepin-6-one;Isohomobrassinolide;BR 120;EPIHOMOBRASSINOLIDE
CAS:80483-89-2
MF:C29H50O6
MW:494.7
EINECS:2017-001-1
Product Categories:Miscellaneous Plant Growth Regulators;Plant Growth Regulators;Plant Tissue Culture;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
Mol File:80483-89-2.mol

22(S),23(S)-Homobrassinolide Chemical Properties

Melting point 193-194°C
Boiling point 643.0±55.0 °C(Predicted)
density 1.103
solubility DMF:5.0(Max Conc. mg/mL);10.11(Max Conc. mM)
form A solid
pka14.27±0.70(Predicted)
color White to off-white
Major Applicationagriculture
InChIKeyYIWIWAWDXLBOKO-XOIVZQKTNA-N
SMILESO1[C@H](C(C)[C@H](O)[C@@H](O)[C@@H](CC)C(C)C)C2[C@]3(C)C(CCC3)[C@@H](O)[C@@H](O)C2C2CC(=O)CC[C@]2([H])[C@@H]1C |&1:1,4,6,8,15,21,23,32,34,r|
CAS DataBase Reference80483-89-2
EPA Substance Registry System6H-Benz[c]indeno[5,4-e]oxepin-6-one, 1-[(1S,2S,3S,4S)-4-ethyl-2,3-dihydroxy-1,5-dimethylhexyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-, (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)- (80483-89-2)

Safety Information

WGK Germany 3
Storage Class11 - Combustible Solids

22(S),23(S)-Homobrassinolide Usage And Synthesis

Description22(S),23(S)-Homobrassinolide are steroidal hormones belonging to the cyclopentane polyhydrophenanthrene class. Unlike animal steroid hormones, they exert their effects not through nuclear receptors but via surface receptors on cell membranes. Brassinosterols were first discovered by Michel in 1970. He extracted a highly active substance from rapeseed pollen that promoted plant stem elongation and cell division, naming it brassinosteroid (Brassins). Given that even minute concentrations of brassinosteroid strongly induce growth and differentiation, and through subsequent molecular genetic studies in Arabidopsis thaliana, it was demonstrated that brassinosteroid functions as a plant hormone.
Chemical PropertiesWhite crystalline powder, active ingredient >95%, melting point 256–258°C. Soluble in methanol, ethanol, tetrahydrofuran, acetone and various other organic solvents. Solubility in water is 5 mg/L.
UsesA new class of steroidal phytohormones with high growth-promoting and antistress activity.
Uses22(S),23(S)-Homobrassinolide has been used as a brassinosteroid supplement:
  • to study its effects on DNA methylation, callus growth and regeneration in barley.
  • to study its effects on cell elongation in Arabidopsis thaliana.
  • to study its effects on cell division, root germination and anti-oxidant system enzymes in barley.

Biochem/physiol Actions22(S),23(S)-Homobrassinolide is a brassinosteroid. It might play a role in the control of plant embryogenesis.
References[1] A. AZPEITIA. Effect of 22(S),23(S)-homobrassinolide on somatic embryogenesis in plumule explants of Cocos nucifera (L.) cultured in vitro[J]. The Journal of Horticultural Science and Biotechnology, 2003, 44 1: 591-596. DOI:10.1080/14620316.2003.11511669.

22(S),23(S)-Homobrassinolide Preparation Products And Raw materials

Raw materialsAcetyl ketene-->olefine ketone-->Ergosterol-->POLLEN
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