Structure Database (LMSD)

OH H HO OH OH OH H H H H H
Systematic Name
24-Nor-5β-cholane-3α,7α,12α,22,23-pentol
Synonyms
LM ID
LMST04060001
Formula
C23H40O5
Exact Mass
Calculate m/z
396.287575
Sum Composition
ST 23:0;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C23 bile acids, alcohols, and derivatives [ST0406]

String Representations

InChiKey (Click to copy)
UHRXWDYIMNNWLV-YORLSYTHSA-N
InChi (Click to copy)
InChI=1S/C23H40O5/c1-12(19(27)11-24)15-4-5-16-21-17(10-20(28)23(15,16)3)22(2)7-6-14(25)8-13(22)9-18(21)26/h12-21,24-28H,4-11H2,1-3H3/t12-,13-,14+,15+,16-,17-,18+,19?,20-,21-,22-,23+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)C(O)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])C[C@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis of alpha,beta-unsaturated C24 bile acids.,
Steroids, 1985
Pubmed ID: 3837414

Other Databases

LIPIDBANK ID
BBA0492
PubChem CID
5284298

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 400.97
Topological Polar Surface Area 101.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 3.37
Molar Refractivity 108.80

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Created at
-
Updated at
16th Feb 2024