Structure Database (LMSD)

Systematic Name
(25S)-3-oxo-cholest-1,4-dien-26-sulfate
Synonyms
LM ID
LMST04030226
Formula
C27H42O5S
Exact Mass
Calculate m/z
478.275297
Sum Composition
ST 27:3;O2;S
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Calyptotheca (#991047)
Gymnolaemata (#10206)
Two new steroid sulfates from a cheilostome bryozoan, Calyptotheca sp.,
Nat Prod Res, 2020
Pubmed ID: 32755232

String Representations

InChiKey (Click to copy)
LYXRGKOUQBTMKK-NYJSJAOLSA-N
InChi (Click to copy)
InChI=1S/C27H42O5S/c1-18(17-32-33(29,30)31)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(28)12-14-26(20,3)25(22)13-15-27(23,24)4/h12,14,16,18-19,22-25H,5-11,13,15,17H2,1-4H3,(H,29,30,31)/t18-,19+,22-,23+,24-,25-,26-,27+/m0/s1
SMILES (Click to copy)
[C@]12(CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC[C@H](C)COS(O)(=O)=O)CC[C@@]21[H])[H]

Other Databases

PubChem CID
171118706

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 480.76
Topological Polar Surface Area 80.67
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 7.71
Molar Refractivity 130.18

Admin

Created at
6th Aug 2020
Updated at
2nd Sep 2020