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
C28H48O6
Exact Mass
Calculate m/z
480.34509
Sum Composition
ST 28:1;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Brassinolides and derivatives [ST0114]

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

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

Wikipedia
Brassinolide
KEGG ID
C08814
CHEBI ID
28277
PubChem CID
115196
Cayman ID
21594
PDB ID
BLD

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

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Created at
-
Updated at
15th Dec 2020