Structure Database (LMSD)
Common Name
4alpha-hydroxy-cholesterol
Systematic Name
cholest-5-en-3β,4α-diol
Synonyms
LM ID
LMST01010509
Formula
Exact Mass
Calculate m/z
402.34978
Sum Composition
Status
Active
3D model of 4alpha-hydroxy-cholesterol
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Homo sapiens
(#9606)
Mammalia
(#40674)
The oxysterols cholest-5-ene-3 beta,4 alpha-diol, cholest-5-ene-3 beta,4 beta-diol and cholestane-3 beta,5 alpha,6 alpha-triol are formed during in vitro oxidation of low density lipoprotein, and are present in human atherosclerotic plaques.,
Biochim Biophys Acta, 1996
Biochim Biophys Acta, 1996
Pubmed ID:
8695664
String Representations
InChiKey (Click to copy)
CZDKQKOAHAICSF-GFYXKKFXSA-N
InChi (Click to copy)
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,24+,25+,26-,27-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3[C@H](O)[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]
Other Databases
PubChem CID
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
6.93
Molar Refractivity
121.47
Admin
Created at
3rd Mar 2022
Updated at
3rd Mar 2022