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Merck

H1267

22(S),23(S)-Homobrassinolide

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About This Item

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

HJIKODJJEORHMZ-DNVPGCTHSA-N

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

application(s)

agriculture

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Mori, K., et al.
Tetrahedron Letters, 38, 2099-2099 (1982)
Effects of brassinosteroids on barley root growth, antioxidant system and cell division
Kartal G, et al.
Plant Growth Regulation, 58(3), 261-267 (2009)
José Manuel Pérez-Pérez et al.
Developmental biology, 242(2), 161-173 (2002-02-01)
Most signal transduction pathways central to development are not shared by plants and animals. Such is the case of the Wingless/Wnt signaling pathway, whose components play key roles in metazoan pattern formation and tumorigenesis, but are absent in plants, with
P Muthuraman et al.
Journal of enzyme inhibition and medicinal chemistry, 24(5), 1122-1127 (2009-07-22)
Dietary content of phytohormones may potentially influence metabolic processes in animal cells. This study therefore aimed to investigate the effect of two plant growth regulators homobrassinolide (HB) and gibberellic acid (GBA) on the antioxidant defense status and lipid peroxidation level
The UCU1 Arabidopsis gene encodes a SHAGGY/GSK3-like kinase required for cell expansion along the proximodistal axis
Perez-Perez J M, et al.
Developmental Biology, 242(2), 161-173 (2002)

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