Structure Database (LMSD)

Systematic Name
24-Nor-5β-cholane-3α,7α,22,23-tetrol
Synonyms
LM ID
LMST04060004
Formula
C23H40O4
Exact Mass
Calculate m/z
380.29266
Sum Composition
ST 23:0;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
ASYNKIUHLPMXKX-USBDYWLPSA-N
InChi (Click to copy)
InChI=1S/C23H40O4/c1-13(20(27)12-24)16-4-5-17-21-18(7-9-23(16,17)3)22(2)8-6-15(25)10-14(22)11-19(21)26/h13-21,24-27H,4-12H2,1-3H3/t13-,14-,15+,16+,17-,18-,19+,20?,21-,22-,23+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[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

Other Databases

CHEBI ID
190357
LIPIDBANK ID
BBA0495
PubChem CID
5284300

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 392.18
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 4.11
Molar Refractivity 106.90

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Created at
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Updated at
16th Feb 2024