Structure Database (LMSD)

Common Name
Verrucorosteroid C
Systematic Name
(3S,16S,20R,24S)-16,24:20,24-diepoxycholest-5-ene-3,25-diol
Synonyms
  • 16beta,24:20,24-diepoxychol-est-5-ene-3beta,25-diol
LM ID
LMST01010500
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Sum Composition
ST 27:3;O4
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)
SSWUHYZKGADEQL-DASMMZJESA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-23(2,29)27-13-12-26(5,31-27)22-21(30-27)15-20-18-7-6-16-14-17(28)8-10-24(16,3)19(18)9-11-25(20,22)4/h6,17-22,28-29H,7-15H2,1-5H3/t17-,18+,19-,20-,21-,22-,24-,25-,26-,27-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)CC2=CC[C@@]3([H])[C@]4([H])C[C@@H]5O[C@@]6(C(O)(C)C)CC[C@](C)(O6)[C@]5([H])[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Verrucella (#361134)
Anthozoa (#6101)
Suberoretisteroids A–E, Five New Uncommon Polyoxygenated Steroid 24-Ketals from the Hainan Gorgonian Suberogorgia reticulata,
Helv Chim Acta, 2005

Other Databases

PubChem CID
163113630

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 434.02
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.40
Molar Refractivity 121.77

Admin

Created at
8th Feb 2022
Updated at
8th Feb 2022