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H1267

22(S),23(S)-Homobrassinolide

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About This Item

Empirical Formula (Hill Notation):
C29H50O6
CAS Number:
80483-89-2
Molecular Weight:
494.70
NACRES:
NA.77
PubChem Substance ID:
24895446
UNSPSC Code:
12352202
MDL number:
MFCD04973608

Key Documents

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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

100

Related Categories

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)

Regulatory Information

农药列管产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCW8828
MKCS6034
MKCS5988
MKCS2752
MKCP0025

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solubility of Product No. H1267, 22(S),23(S)-Homobrassinolide?

    Product No. H1267, 22(S),23(S)-Homobrassinolide is soluble in chloroform at 10 mg/ml.  For use with cells, ethanol or DMSO is recommended at a concentration between 1-5 mg/ml.

  6. Which form of the Product No. H1267, 22(S), 23(S)-Homobrassinolide do we offer?

    Sigma-Aldrich offers two biologically active analogs, Product No. H1267, 22(S), 23(S)-Homobrassinolide and Product No. E1641; 24-Epibrassinolide.

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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
A G Sysa et al.
Prikladnaia biokhimiia i mikrobiologiia, 46(1), 29-34 (2010-03-05)
Possible pathways by which brassinosteroids affect the monooxygenase enzymatic system of mammalian liver microsomes, which is involved in the transformation of a broad spectrum of xenobiotics, were studied. The role of the structure of the side chain of brassinosteroids in
Effects of brassinosteroids on barley root growth, antioxidant system and cell division
Kartal G, et al.
Plant Growth Regulation, 58(3), 261-267 (2009)
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
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