Structure Database (LMSD)

H HO H H OH OH H H
Common Name
4beta,27-dihydroxy-cholesterol
Systematic Name
cholest-5-en-3β,4β,27-triol
Synonyms
LM ID
LMST01010603
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
Sum Composition
ST 27:1;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
IDLRVFXWSUWMHI-RLJCVMCLSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)20-10-11-21-19-8-9-23-25(30)24(29)13-15-27(23,4)22(19)12-14-26(20,21)3/h9,17-22,24-25,28-30H,5-8,10-16H2,1-4H3/t17?,18-,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)CO)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Metabolism of 4 beta -hydroxycholesterol in humans.,
J Biol Chem, 2002
Pubmed ID: 12077124

Other Databases

PubChem CID
153639176

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 449.95
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.19
Molar Refractivity 123.37

Admin

Created at
14th Nov 2023
Updated at
14th Nov 2023