Structure Database (LMSD)

Common Name
4beta,7alpha-dihydroxy-cholesterol
Systematic Name
cholest-5-en-3β,4β,7α-triol
Synonyms
LM ID
LMST01010602
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

Classification

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

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

String Representations

InChiKey (Click to copy)
NEITZYUKMAAGFE-DNPWHXEXSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)18-9-10-19-24-20(11-13-26(18,19)4)27(5)14-12-22(28)25(30)21(27)15-23(24)29/h15-20,22-25,28-30H,6-14H2,1-5H3/t17-,18-,19+,20+,22+,23-,24+,25-,26-,27-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)C=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

CHEBI ID
85779
PubChem CID
57066358

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings
Rotatable Bonds 5
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

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