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Key Documents

E1641

Sigma-Aldrich

Epibrassinolide

≥85%

Synonym(s):

22R,23R,24R-2α,3α,22,23-Tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one

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About This Item

Empirical Formula (Hill Notation):
C28H48O6
CAS Number:
Molecular Weight:
480.68
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥85%

application(s)

agriculture

storage temp.

−20°C

SMILES string

[H][C@@]1(CC[C@@]2([H])[C@]3([H])COC(=O)[C@@]4([H])C[C@H](O)[C@H](O)C[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@H](O)[C@H](O)[C@H](C)C(C)C

InChI

1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16+,17+,18-,19+,20+,21-,22+,23-,24-,25-,27-,28-/m1/s1

InChI key

IXVMHGVQKLDRKH-QHBHMFGVSA-N

Application

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

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Genetic and physiological analysis of Rht8 in bread wheat: an alternative source of semi-dwarfism with a reduced sensitivity to brassinosteroids
Gasperini D, et al.
Journal of Experimental Botany, 63(12), 4419-4419 (2012)
S Choe et al.
The Plant journal : for cell and molecular biology, 26(6), 573-582 (2001-08-08)
Plants unable to synthesize or perceive brassinosteroids (BRs) are dwarfs. Arabidopsis dwf4 was shown to be defective in a steroid 22alpha hydroxylase (CYP90B1) step that is the putative rate-limiting step in the BR biosynthetic pathway. To better understand the role
David Sadava et al.
Biochemical and biophysical research communications, 493(1), 783-787 (2017-08-30)
Small-cell lung carcinoma (SCLC) has a dismal prognosis in part because of multidrug resistance (MDR). Epibrassinolide (EB) is a steroid hormone in plants, with many physiological effects. It acts via a membrane receptor and GSK3 pathway, resulting in stabilization of
Jiangmei Sun et al.
BMC genomics, 18(1), 763-763 (2017-10-12)
Leucine-rich repeat receptor-like protein kinase (LRR-RLK) is the largest gene family of receptor-like protein kinases (RLKs) and actively participates in regulating the growth, development, signal transduction, immunity, and stress responses of plants. However, the patterns of LRR-RLK gene family evolution
RNA-Seq analysis of the Arabidopsis transcriptome in pluripotent calli
Lee K, et al.
Molecules and Cells, 39(6), 484-484 (2016)

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