Epibrassinolide

Modify Date: 2024-01-02 06:38:48

Epibrassinolide Structure
Epibrassinolide structure
 Common Name Epibrassinolide
CAS Number 78821-43-9 Molecular Weight 480.677
Density 1.1±0.1 g/cm3 Boiling Point 633.7±55.0 °C at 760 mmHg
Molecular Formula C28H48O6 Melting Point 256°C
MSDS Chinese USA Flash Point 202.3±25.0 °C

 Use of Epibrassinolide


Epibrassinolide is a natural brassinosteroid (BR) derivative, is a plant regulator with a similar structure to mammalian steroids. Epibrassinolide is a potential apoptotic inducer in various cancer cells without affecting the non-tumor cell growth.

 Names

Name 24-epi-brassinolide
Synonym More Synonyms

 Epibrassinolide Biological Activity

Description Epibrassinolide is a natural brassinosteroid (BR) derivative, is a plant regulator with a similar structure to mammalian steroids. Epibrassinolide is a potential apoptotic inducer in various cancer cells without affecting the non-tumor cell growth.
Related Catalog
Target

Plant growth regulator, Apoptosis inducer[1]
In Vitro Epibrassinolide (EBR) is a biologically active compound of the brassinosteroids, steroid-derived plant growth regulator family. Cells are incubated with various doses (0-100 μM) of Epibrassinolide for 24 or 48 h and cell viability is determined by MTT assay. Epibrassinolide induced cell viability loss in dose- and time-dependent manner compared to untreated samples in LNCaP and DU145 prostate cancer cells. Increasing concentrations of Epibrassinolide is more effective on LNCaP cell viability loss than DU145 cells suggesting that androgen-dependent cells are more sensitive to Epibrassinolide than androgen-independent prostate cancer cells. In further experiments, 25 μM Epibrassinolide is selected due to its moderate cytotoxic effect on both cell lines. The effect of Epibrassinolide treatment is examined on cell proliferation by counting the cell number within 96 h. A higher and earlier inhibition of cell proliferation is observed in LNCaP than DU145 cells[1].
Cell Assay LNCaP (CRL-1740) and DU145 (CRL-2698) human prostate cancer cell lines are used. PNT1a normal prostate epithelial cell line is used. Cells are grown in RPMI 1640 medium, supplemented with 10 % fetal bovine serum, 10,000 U penicillin/mL and 10 mg streptomycin/mL. Cells are cultured at 37°C in a humidified 5 % CO2 incubator (HERA cell 150). Cells are seeded overnight and then treated with the desired drug concentrations. Cells are seeded at 1×104 density per well in 96-well plates and exposed to various concentrations of Epibrassinolide for 24 and 48 h. 10 μL MTT dye (5 mg/mL) is added to each well and cells are kept at 37°C for 4 h. The resulting formazan crystals are solubilized in 200 μL DMSO. The density of the solubilized formazan is read at 570 nm spectrophotometrically[1].
References

[1]. Obakan P, et al. Activation of polyamine catabolic enzymes involved in diverse responses against epibrassinolide-induced apoptosis in LNCaP and DU145 prostate cancer cell lines. Amino Acids. 2014 Mar;46(3):553-64.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 633.7±55.0 °C at 760 mmHg
Melting Point 256°C
Molecular Formula C28H48O6
Molecular Weight 480.677
Flash Point 202.3±25.0 °C
Exact Mass 480.345093
PSA 107.22000
LogP 3.12
Vapour Pressure 0.0±4.2 mmHg at 25°C
Index of Refraction 1.536
Storage condition −20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Risk Phrases 22-36/37/38
Safety Phrases 22-36/37/39-45
RIDADR NONH for all modes of transport
WGK Germany 3

 Articles9

More Articles
Organ-specific effects of brassinosteroids on stomatal production coordinate with the action of Too Many Mouths.

J. Integr. Plant Biol. 57(3) , 247-55, (2015)

In Arabidopsis, stomatal development initiates after protodermal cells acquire stomatal lineage cell fate. Stomata or their precursors communicate with their neighbor epidermal cells to ensure the "on...
Conifer somatic embryogenesis: improvements by supplementation of medium with oxidation-reduction agents.

Tree Physiol. 35 , 209-24, (2015)

A major barrier to the commercialization of somatic embryogenesis technology in loblolly pine (Pinus taeda L.) is recalcitrance of some high-value crosses to initiate embryogenic tissue (ET) and conti...
Proteomic Analysis of Microtubule Interacting Proteins over the Course of Xylem Tracheary Element Formation in Arabidopsis.

Plant Cell 27 , 2709-26, (2015)

Plant vascular cells, or tracheary elements (TEs), rely on circumferential secondary cell wall thickenings to maintain sap flow. The patterns in which TE thickenings are organized vary according to th...

 Synonyms

CH09964 EPIBRASSINOLIDE
(3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(1S,2R,3R,4S)-2,3-dihydroxy-1,4,5-trimethylhexyl]hexadecahydro-5,6-dihydroxy-7a,9a-dimethyl-3H-benzo[c]indeno[5,4-e]oxepin-3-one
1,6-Dioxacyclodeca-3,8-dien
(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-1-[(1S,2R,3R,4S)-2,3-dihydroxy-1,4,5-trimethylhexyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-6H-benz[c]indeno[5,4-e]oxepin-6-one
24-Epicastasterone
3.24-EPIBRASSINOLIDE
(3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5R)-3,4-Dihydroxy-5,6-dimethyl-2-heptanyl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one
(2a,3a,5a,22R,23R,24S)-2,3,22,23-Tetrahydroxy-B-homo-7-oxaergostan-6-one
(3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5S)-3,4-Dihydroxy-5,6-dimethylheptan-2-yl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one
EPI BRASSINOLIDE
24-EPIBRASSINOLIDE
2α,3α,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one
cis,cis-1,6-Dioxa-3,8-cyclodecadien
1,6-dioxa-cyclodeca-3,8-diene
4-Epicastasterone
(3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5S)-3,4-Dihydroxy-5,6-dimethyl-2-heptanyl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one
(3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5S)-3,4-Dihydroxy-5,6-dimethylheptan-2-yl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-on
(2α,3α,5α,22R,23R,24S)-2,3,22,23-Tetrahydroxy-B-homo-7-oxaergostan-6-one
2a,3a,22,23-Tetrahydroxy-24-methyl-B-homo-7-oxa-5a-cholestan-6-one
Epibrassinolide(24-Epibrassinolide)
Brassinolide(epibrassinolide,Homobrassinolide)
BRASSINOLIDE(BR)
2,4-Epibrassinolide
3H-Benz[c]indeno[5,4-e]oxepin-3-one, 10-[(1S,2R,3R,4S)-2,3-dihydroxy-1,4,5-trimethylhexyl]hexadecahydro-5,6-dihydroxy-7a,9a-dimethyl-, (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-
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)-
.(22R,23R,24R)-2
Brassinolide
Epibrassinolide
24-(R)-EPIBRASSINOLIDE
brassinosteroid
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Related Compounds: More...
Epibrassinolide
72962-43-7
22S,23S-Epibrassinolide
78821-42-8
Chemsrc provides Epibrassinolide(CAS#:78821-43-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Epibrassinolide are included as well.>> amp version: Epibrassinolide

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