Structure Database (LMSD)

Common Name
24-epi-brassinolide
Systematic Name
(22R,23R)-2α,3α,22,23-tetrahydroxy-7a-homo-7-oxa-5α-ergostan-6-one
Synonyms
  • 24-epi-Brassinolide
LM ID
LMST01140002
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
Vicia faba (#3906)
Magnoliopsida (#3398)
Identification of 24-Epibrassinolide in Bee Pollen of the Broad Bean, Vicia faba L.,
Chem Pharm Bull, 1987

String Representations

InChiKey (Click to copy)
IXVMHGVQKLDRKH-QHBHMFGVSA-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-/m1/s1
SMILES (Click to copy)
C1C[C@]([H])([C@H](C)[C@@H](O)[C@H](O)[C@H](C)C(C)C)[C@@]2(C)CC[C@@]3([H])[C@](COC(=O)[C@@]4([H])C[C@H](O)[C@H](O)C[C@]34C)([H])[C@@]21[H]

Other Databases

KEGG ID
C11049
HMDB ID
HMDB0034081
CHEBI ID
27722
PubChem CID
443055
Cayman ID
20337

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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Updated at
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