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Key Documents

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

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Mori, K., et al.
Tetrahedron Letters, 38, 2099-2099 (1982)
Mohammad Yusuf et al.
Archives of environmental contamination and toxicology, 60(1), 68-76 (2010-05-14)
Seeds of five wheat (Triticum aestivum) cultivars (PBW-373, UP-2338, DL-LOK-01, DL-373, and HD-2338) were sown in earthen pots and 10-day-old seedlings were exposed to 0, 50, and 100 μM of nickel (Ni) in the form of nickel chloride. At the
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
Debora Esposito et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(10), 3708-3719 (2011-07-13)
Brassinosteroids are plant-derived polyhydroxylated derivatives of 5a-cholestane, structurally similar to cholesterol-derived animal steroid hormones and insect ecdysteroids, with no known function in mammals. 28-Homobrassinolide (HB), a steroidal lactone with potent plant growth-promoting property, stimulated protein synthesis and inhibited protein degradation
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

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