Structure Database (LMSD)

H H HO H H H
Common Name
26,27-bisnor-22-dehydro-cholesterol
Systematic Name
26,27-bisnor-cholesta-5,22E-dien-3β-ol
Synonyms
LM ID
LMST01010287
Formula
C25H40O
Exact Mass
Calculate m/z
356.307915
Sum Composition
ST 25:2;O
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)
XDPJDMBYHDXXRP-GVXIOPDWSA-N
InChi (Click to copy)
InChI=1S/C25H40O/c1-5-6-7-17(2)21-10-11-22-20-9-8-18-16-19(26)12-14-24(18,3)23(20)13-15-25(21,22)4/h6-8,17,19-23,26H,5,9-16H2,1-4H3/b7-6+/t17-,19+,20+,21-,22+,23+,24+,25-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])/C=C/CC)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lissodendoryx hawaiiana (#2072966)
Demospongiae (#6042)
Marine Sterols,
Nat Prod Rep, 1991

Other Databases

PubChem CID
21159897

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 395.13
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 6.81
Molar Refractivity 110.31

Admin

Created at
-
Updated at
25th May 2021