| Identification | Back Directory | [Name]
Epibrassinolide | [CAS]
78821-43-9 | [Synonyms]
BP55
B1105
CS-1258
Epibrassinolide
24R-BRASSINOLIDE
4-Epicastasterone
24-EPIBRASSINOLIDE
EPIBRASSINOLIDE (EBI)
EPIBRASSINOLIDE, >=85%
(24R)-24-Epibrassinolide
EPIBRASSINOLIDE 98% (HPLC)
24-EPIBRASSINOLIDE;B1105;BP55
24-Epibrassinolide (Brassinolide)
Epibrassinolide(24-Epibrassinolide)
2,4-Epibrassinolide (Brassinosteriod)
(22R,23R)-2α,3α,22,23-Tetrahydroxy-7-oxa-B-homo-5α-ergostan-6-one
22R,23R,24R-2α,3α,22,23-Tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one
22R,23R,24R-2A,3A,22,23-TETRAHYDROXY-B-HOMO-7-OXA-5A-ERGOSTAN-6-ONE
2-ALPHA,3-ALPHA,22R,23R,-TETRAHYDROXY-B-HOMO-7-OXA-5-ALPHA-ERGOSTAN-6-ONE
22R,23R,24R-2ALPHA,3ALPHA,22,28-TETRAHYDROXY-B-HOMO-7-OXA-5ALPHA-ERGOSTA-6-ONE
Epibrassinolide,22R,23R,24R-2α,3α,22,23-Tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one
2-ALPHA,3-ALPHA,22R,23R-TETRADHYDROXY-24R-METHYL-B-HOMO-7-OXA-5-ALPHA-CHOLESTAN-6-ONE
(22R,23R,24R)-2α,3α,22,23-Tetrahydroxy-24-methyl-6,7-seco-6,7-epoxy-6-oxo-5α-cholestane
(22R/S,23R/S,24R)-2alpha,3alpha,22,23-Tetrahydroxy-beta-home-7-oxa-5-alpha-ergostan-6-one
(22R,23R,24R)-2-ALPHA,3-ALPHA,22,23-TETRAHYDROXY-24-METHYL-B-HOMO-7-OXA-5-ALPHA-CHOLESTAN-6-ONE
5-ALPHA-CHOLESTANE-B-HOMO-7-OXA-24-BETA-METHYL-2-ALPHA, 3-ALPHA, 22-ALPHA, 23-ALPHA-TETROL-6-ONE
(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-1-[(1S,2R,3R,4R)-2,3-Dihydroxy-1,4,5-triMethylhexyl]hexadecahydro-8,9-dihydroxy-10a,12a-diMethyl-6H-benz[c]indeno[5,4-e]oxepin-6-one
6H-Benz[c]indeno[5,4-e]oxepin-6-one,1-[(1S,2R,3R,4R)-2,3-dihydroxy-1,4,5-triMethylhexyl]hexadecahydro-8,9-dihydroxy-10a,12a-diMethyl-,(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)- | [EINECS(EC#)]
639-387-1 | [Molecular Formula]
C28H48O6 | [MDL Number]
MFCD00133310 | [MOL File]
78821-43-9.mol | [Molecular Weight]
480.68 |
| Chemical Properties | Back Directory | [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 | [Major Application]
agriculture | [InChIKey]
LUGSJEJPERVCLF-AQWCSQKENA-N | [SMILES]
O1[C@H](C(C)[C@@H](O)[C@H](O)[C@H](C)C(C)C)C2[C@]3(C)C(CCC3)[C@@H](O)[C@@H](O)C2C2CC(=O)CC[C@]2([H])[C@@H]1C |&1:1,4,6,8,14,20,22,31,33,r| | [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) |
| Hazard Information | Back Directory | [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.1 Epibrassinolide is also reported to be a potential apoptotic inducer in various cancer cells without affecting the non-tumor cell growth.2 It has also been shown to protect neuronal PC12 cells from 1-methyl-4-phenylpyridinium-induced oxidative stress and consequent apoptosis in dopaminergic neurons.3 | [Chemical Properties]
White Solid | [Uses]
A plant growth stimulant | [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. | [Mechanism of action]
An elicitor of the plant’s self-defence mechanisms against fungal diseases | [Synthesis]
2.06 g (3.70 mmol) of 2α,3α-dipropionyloxy-24S-ethyl-5α-cholest-22-en-6-one (V) was dissolved in 100 ml of dichloromethane, 8.0 g (31.08 mmol) of m-chloroperoxybenzoic acid was added and the mixture was stirred at room temperature for 15 days. Then 8.0 g | [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. | [References]
[1] N. SONDHI. Isolation of 24-epibrassinolide from leaves of Aegle marmelos and evaluation of its antigenotoxicity employing Allium cepa chromosomal aberration assay[J]. Plant Growth Regulation, 2008, 15 1: 217-224. DOI: 10.1007/s10725-007-9242-7
[2] PINAR OBAKAN. SILAC-Based Mass Spectrometry Analysis Reveals That Epibrassinolide Induces Apoptosis via Activating Endoplasmic Reticulum Stress in Prostate Cancer Cells.[J]. PLoS ONE, 2015: e0135788. DOI: 10.1371/journal.pone.0135788
[3] JULIE CARANGE. 24-Epibrassinolide, a Phytosterol from the Brassinosteroid Family, Protects Dopaminergic Cells against MPP-Induced Oxidative Stress and Apoptosis.[J]. Journal of Toxicology, 2011, 2011: 392859. DOI: 10.1155/2011/392859 | [Pesticide Type]
Fungicide |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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