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HomeProduct name listEpibrassinolide

Epibrassinolide

Synonym(s):22R,23R,24R-2α,3α,22,23-Tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one

  • CAS NO.:78821-43-9
  • Empirical Formula: C28H48O6
  • Molecular Weight: 480.68
  • MDL number: MFCD00133310
  • EINECS: 639-387-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-09-11 18:44:42
Epibrassinolide Structural

What is Epibrassinolide?

Description

Epibrassinolide 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 properties

White Solid

Chemical properties

The solubility of epibrassinolide in ethanol and DMSO is approximately 3 mg/ml and approximately 5 mg/ml in DMF.

The Uses of Epibrassinolide

Epibrassinolide 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

The Uses of Epibrassinolide

A plant growth stimulant

What are the applications of Application

Epibrassinolide is a steroidal lactone

Definition

ChEBI: 24-epi-brassinolide is a 2alpha-hydroxy steroid, a 3alpha-hydroxy steroid, a 22-hydroxy steroid, a 23-hydroxy steroid and a brassinosteroid.

Metabolic pathway

Two 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.

Properties of Epibrassinolide

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
pka 14.27±0.70(Predicted)
color  White to Off-White
EPA Substance Registry System 3H-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 for Epibrassinolide

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Epibrassinolide

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