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H1267

Sigma-Aldrich

22(S),23(S)-Homobrassinolide

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About This Item

Empirical Formula (Hill Notation):
C29H50O6
CAS Number:
Molecular Weight:
494.70
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

application(s)

agriculture

SMILES string

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

InChI

1S/C29H50O6/c1-7-17(15(2)3)26(33)25(32)16(4)19-8-9-20-18-14-35-27(34)22-12-23(30)24(31)13-29(22,6)21(18)10-11-28(19,20)5/h15-26,30-33H,7-14H2,1-6H3/t16-,17-,18-,19+,20-,21-,22+,23-,24+,25-,26-,28+,29+/m0/s1

InChI key

HJIKODJJEORHMZ-DNVPGCTHSA-N

Application

22(S),23(S)-Homobrassinolide has been used as a brassinosteroid supplement:
  • to study its effects on DNA methylation, callus growth and regeneration in barley.
  • to study its effects on cell elongation in Arabidopsis thaliana.
  • to study its effects on cell division, root germination and anti-oxidant system enzymes in barley.

Biochem/physiol Actions

22(S),23(S)-Homobrassinolide is a brassinosteroid. It might play a role in the control of plant embryogenesis.
Exhibits plant growth regulatory activity.

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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Shamsul Hayat et al.
Plant physiology and biochemistry : PPB, 53, 61-68 (2012-02-11)
Among various environmental stresses, salt stress is extensively damaging to major crops all over the world. An experiment was conducted to explore the role of exogenously applied 28 homobrassinolide (HBL) and salicylic acid (SA) on growth, photosynthetic parameters, transpiration and
Indu Sharma et al.
Indian journal of biochemistry & biophysics, 47(3), 172-177 (2010-07-27)
28-Homobrassinolide (28-HBL), a brassinosteroid is reported to play significant role in diverse physiological processes. It induces a range of cellular and adaptive responses to a range of environmental stresses. Cadmium (Cd) is a non-essential metal which alters various physiological processes
P Muthuraman et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 41(1), 1-9 (2010-06-24)
This study aimed to investigate the effect of the plant growth regulator 28-homobrassinolide (HB) on the hexokinase I (HK I) enzyme gene expression in the tissues of normal and streptozotocin-induced diabetic rats. Normal and diabetic rats were administered 50 microg
Alexander Yu Misharin et al.
Steroids, 75(3), 287-294 (2010-01-26)
Toxicity of eight 22,23-dihydroxystigmastane derivatives (four pairs of (22R,23R)- and (22S,23S)-isomers differing in steroid backbone structure) to human breast carcinoma MCF-7 cells was compared. For every pair of structurally related compounds, (22R,23R) isomer was found to be significantly more toxic
Thompson, M.J., et al.
The Journal of Organic Chemistry, 44, 5002-5002 (1979)

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