Structure Database (LMSD)
Common Name
Brassinolide
Systematic Name
2α,3α,22R,23R-tetrahydroxy-6,7-seco-5-campestano-6,7-lactone
Synonyms
- 2alpha-3alpha,22R,23R-tetrahydroxy-24-methyl-6,7-s-5alpha-cholestano-6,7-lactone
LM ID
LMST01140001
Formula
Exact Mass
Calculate m/z
480.34509
Sum Composition
Status
Curated
3D model of Brassinolide
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Brassinolide is a biologically active brassinosteroid that has important roles in regulating plant growth and development.1,2 It activates plasma membrane-bound brassinosteroid insensitive 1 (Bri1), a leucine-rich repeat receptor-like kinase, which interacts with Bri1-associated receptor kinase 1 (BAK1) to initiate signaling.3,2
This information has been provided by Cayman Chemical
References
1. McMorris, T.C. Recent developments in the field of plant steroid hormones. Lipids 32(12), 1303-1308 (1997).
2. Clouse, S.D. Brassinosteroid signal transduction: From receptor kinase activation to transcriptional networks regulating plant development. Plant Cell 23(4), 1219-1230 (2011).
3. Vriet, C., Russinova, E., and Reuzeau, C. From squalene to brassinolide: The steroid metabolic and signaling pathways across the plant kingdom. Mol. Plant 6(6), 1738-1757 (2013).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Brassica napus
(#3708)
Magnoliopsida
(#3398)
Brassinolide, a plant growth-promoting steroid isolated from Brassica napus pollen,
Nature, 1979
Nature, 1979
DOI:
10.1038/281216a0
String Representations
InChiKey (Click to copy)
IXVMHGVQKLDRKH-KNBKMWSGSA-N
InChi (Click to copy)
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+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C)CC[C@@]4([H])[C@]3([H])COC(=O)[C@@]2([H])C[C@H](O)[C@@H]1O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
34
Rings
4
Aromatic Rings
0
Rotatable Bonds
5
Van der Waals Molecular Volume
493.62
Topological Polar Surface Area
109.29
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
6
logP
4.82
Molar Refractivity
132.06
Admin
Created at
-
Updated at
15th Dec 2020