Epibrassinolide

Epibrassinolide Basic information
Product Name:Epibrassinolide
Synonyms:22R,23R,24R-2ALPHA,3ALPHA,22,28-TETRAHYDROXY-B-HOMO-7-OXA-5ALPHA-ERGOSTA-6-ONE;(22R,23R,24R)-2-ALPHA,3-ALPHA,22,23-TETRAHYDROXY-24-METHYL-B-HOMO-7-OXA-5-ALPHA-CHOLESTAN-6-ONE;22R,23R,24R-2A,3A,22,23-TETRAHYDROXY-B-HOMO-7-OXA-5A-ERGOSTAN-6-ONE;24R-BRASSINOLIDE;CS-1258;24-EPIBRASSINOLIDE;B1105;BP55;B1105;BP55
CAS:78821-43-9
MF:C28H48O6
MW:480.68
EINECS:639-387-1
Product Categories:Steriod;Bio-Pesticide;Steroids & Hormones - 13C & 2H;PLANT GROWTH REGULATOR;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
Mol File:78821-43-9.mol
Epibrassinolide Structure
Epibrassinolide Chemical Properties
Melting point 256°C
Boiling point 633.7±55.0 °C(Predicted)
density 1.141±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
pka14.27±0.70(Predicted)
color White to Off-White
EPA Substance Registry System3H-Benz[c]indeno[5,4-e]oxepin-3-one, 10-[(1S,2R,3R,4R)-2,3-dihydroxy-1,4,5-trimethylhexyl]hexadecahydro-5,6-dihydroxy-7a,9a-dimethyl-, (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)- (78821-43-9)
Safety Information
Risk Statements 22-36/37/38
Safety Statements 22-36/37/39-45
WGK Germany 3
HS Code 29372900
MSDS Information
ProviderLanguage
SigmaAldrich English
Epibrassinolide Usage And Synthesis
DescriptionEpibrassinolide is a brassinosteroid that can be isolated from various plants and has been shown to decrease toxicity and stimulate healthy plant growth in plants under stress. Epibrassinolide is also reported to be a potential apoptotic inducer in various cancer cells without affecting the non-tumor cell growth. It has also been shown to protect neuronal PC12 cells from 1-methyl-4-phenylpyridinium-induced oxidative stress and consequent apoptosis in dopaminergic neurons.
Chemical PropertiesThe solubility of epibrassinolide in ethanol and DMSO is approximately 3 mg/ml and approximately 5 mg/ml in DMF.
Chemical PropertiesWhite Solid
UsesA plant growth stimulant
UsesEpibrassinolide has been used:
  • in Murashige and Skoog (MS) medium to study the cotyledon and shoot length response of Cappelle-Desprez (rht8) and RIL6 (Rht8) plants towards it
  • in callus-inducing medium for callus induction
  • to induce the expression of the gene leaf inclination 2 (LC2) in rice sampling

DefinitionChEBI: 24-epi-brassinolide is a 2alpha-hydroxy steroid, a 3alpha-hydroxy steroid, a 22-hydroxy steroid, a 23-hydroxy steroid and a brassinosteroid.
Metabolic pathwayTwo isomeric metabolites, 25-b- and 26-b-D- glucopyranosyloxy-24-epi-brassinolides, are formed in tomato cell suspension cultures with endogenously applied 24-epi-brassinolide. The two-step metabolic process involves hydroxylation of the side chain at C25 and C26, respectively, followed by glucosidation of the newly formed hydroxyl groups. The ratio between both metabolites is altered by in vivo treatment of the cell cultures with various cytochrome P-450-specific inhibitors, indicating the involvement of two different enzyme systems. Biosynthetically prepared 25-hydroxy-24-epi-brassinolide, reapplied to the cell cultures, is exclusively glucosylated at the 25- hydroxyl group, strongly suggesting regiospecificity of the corresponding glucosyltransferase.
Epibrassinolide Preparation Products And Raw materials
Homobrassinolide Propiconazole 22(S),23(S)-HOMOBRASSINOLIDE Prometryn 22(S),23(S)-Homobrassinolide Trifluralin Uniconazole Paclobutrazol Epibrassinolide Diethatylethyl 6-Benzylaminopurine Paraquat Chlormequat chloride 24-Epibrassinolide/R-epibrassinolide/brassinolide 5α-Cholestane Epibrassinolide S,22S,23S-EPIBRASSINOLIDE TRIS-EPIBRASSINOLIDE 98% (HPLC) Epibrassinolide

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