Structure Database (LMSD)

Systematic Name
5α-cholesta-9(11)-en-3β, 20β-diol
Synonyms
LM ID
LMST01010486
Formula
C27H46O2
Exact Mass
Calculate m/z
402.34978
Sum Composition
ST 27:1;O2
Status
Curated
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)
DUSFFQDZSBTFKK-KYBHNSPTSA-N
InChi (Click to copy)
InChI=1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h13,18-22,24,28-29H,6-12,14-17H2,1-5H3/t19-,20-,21-,22-,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)CCCC(C)C)[C@@]4(C)CC=C3[C@@]12C

Other Databases

PubChem CID
171118637

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 441.16
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.08
Molar Refractivity 121.54

Admin

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