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
Status
Active
Exact Mass
Calculate m/z
480.34509
Formula
C28H48O6
Abbrev
ST 28:1;O6
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

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]

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

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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