Structure Database (LMSD)

Common Name
28-Homobrassinolide
Systematic Name
(22R,23R)-2α,3α,22,23-tetrahydroxy-7a-homo-7-oxa-5α-stigmastan-6-one
Synonyms
LM ID
LMST01140005
Formula
C29H50O6
Exact Mass
Calculate m/z
494.360741
Sum Composition
ST 29:1;O6
Status
Curated
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
Cryptomeria japonica (#3369)
Pinopsida (#58019)
Cryptolide, a new brassinolide catabolite with a 23-oxo group from Japanese cedar pollen/anther and its synthesis,
J Chem Res, 2000

String Representations

InChiKey (Click to copy)
HJIKODJJEORHMZ-NNPZUXBVSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C1C[C@]([H])([C@H](C)[C@@H](O)[C@H](O)[C@@H](CC)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

CHEBI ID
180809
PubChem CID
11038340

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 510.92
Topological Polar Surface Area 109.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 5.21
Molar Refractivity 136.67

Admin

Created at
10th Sep 2025
Updated at
10th Sep 2025