Structure Database (LMSD)

Common Name
28-Norcastasterone
Systematic Name
6-oxo-cholestan-2α,3α,22R,23R-tetrol
Synonyms
LM ID
LMST01010523
Formula
C27H46O5
Exact Mass
Calculate m/z
450.334525
Sum Composition
ST 27:1;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
28-Norcastasterone is biosynthesized from castasterone.,
Phytochemistry, 2000
Pubmed ID: 11065283

String Representations

InChiKey (Click to copy)
YNZRNENZMVIPBX-SCLBUMFYSA-N
InChi (Click to copy)
InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
[C@]12(CC(=O)[C@@]3([H])C[C@H](O)[C@H](O)C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])[C@@H](O)[C@H](O)CC(C)C)CC[C@@]21[H])[H]

Other Databases

CHEBI ID
188997
PubChem CID
13982110

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 467.53
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.71
Molar Refractivity 125.68

Admin

Created at
20th Dec 2022
Updated at
20th Dec 2022