Structure Database (LMSD)

Systematic Name
cholesta-5,7,8(14),22E-tetraen-3-one
Synonyms
LM ID
LMST01010295
Formula
C27H38O
Exact Mass
Calculate m/z
378.292265
Sum Composition
ST 27:5;O
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
Dictyonella incisa (#6069)
Demospongiae (#6042)
Marine Sterols,
Nat Prod Rep, 1991

String Representations

InChiKey (Click to copy)
AJRNPFZYKICTEM-AQAVSRJYSA-N
InChi (Click to copy)
InChI=1S/C27H38O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h6,8-10,17-19,23,25H,7,11-16H2,1-5H3/b8-6+/t19-,23-,25+,26+,27-/m1/s1
SMILES (Click to copy)
C12C=CC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])/C=C/CC(C)C)CCC=21

Other Databases

CHEBI ID
185963
PubChem CID
6442479

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 421.81
Topological Polar Surface Area 17.07
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 1
logP 7.21
Molar Refractivity 117.91

Admin

Created at
-
Updated at
25th May 2021