Structure Database (LMSD)

Systematic Name
5α-cholesta-24-en-3β,20β-diol-23-one
Synonyms
LM ID
LMST01010485
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Sum Composition
ST 27:2;O3
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
Acanthaster planci (#133434)
Asteroidea (#7588)
First report of steroid derivatives isolated from starfish Acanthaster planci with anti-bacterial, anti-cancer and anti-diabetic activities.,
Nat Prod Res, 2021
Pubmed ID: 34969331

String Representations

InChiKey (Click to copy)
JLSGWGFUNKKVBT-YJPGMPNYSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-17(2)14-20(29)16-27(5,30)24-9-8-22-21-7-6-18-15-19(28)10-12-25(18,3)23(21)11-13-26(22,24)4/h14,18-19,21-24,28,30H,6-13,15-16H2,1-5H3/t18-,19-,21-,22-,23-,24-,25-,26-,27-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@](O)(C)CC(=O)/C=C(\C)/C)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
170325908

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 447.31
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.26
Molar Refractivity 121.93

Admin

Created at
4th Jan 2022
Updated at
4th Jan 2022