Structure Database (LMSD)

H H OH O H H H
Systematic Name
12β-hydroxy-24-norcholesta-1,4,22E-trien-3-one
Synonyms
LM ID
LMST01010311
Formula
C26H38O2
Exact Mass
Calculate m/z
382.28718
Sum Composition
ST 26:4;O2
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)
XMEFQALTQIECQX-YIEBSULKSA-N
InChi (Click to copy)
InChI=1S/C26H38O2/c1-16(2)6-7-17(3)21-10-11-22-20-9-8-18-14-19(27)12-13-25(18,4)23(20)15-24(28)26(21,22)5/h6-7,12-14,16-17,20-24,28H,8-11,15H2,1-5H3/b7-6+/t17-,20+,21-,22+,23+,24-,25+,26-/m1/s1
SMILES (Click to copy)
[C@]12(CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])C[C@@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])/C=C/C(C)C)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gersemia rubiformis (#767273)
Anthozoa (#6101)
Marine Sterols,
Nat Prod Rep, 1991

Other Databases

CHEBI ID
187101
PubChem CID
52931328

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 415.94
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.02
Molar Refractivity 115.15

Admin

Created at
-
Updated at
27th May 2021