Structure Database (LMSD)

OH O H H H O O
Systematic Name
16β,17β-epoxy-20S-hydroxypregna-4,6-diene-3,12-dione
Synonyms
  • (16S, 17S, 20S)-16,17-epoxy-20-hydroxypregna-4,6-diene-3,12-dione
LM ID
LMST02030256
Formula
C21H26O4
Exact Mass
Calculate m/z
342.18311
Sum Composition
ST 21:5;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

String Representations

InChiKey (Click to copy)
XLGGQQSWSVEXMF-ASSYUENXSA-N
InChi (Click to copy)
InChI=1S/C21H26O4/c1-11(22)21-18(25-21)10-16-14-5-4-12-8-13(23)6-7-19(12,2)15(14)9-17(24)20(16,21)3/h4-5,8,11,14-16,18,22H,6-7,9-10H2,1-3H3/t11-,14+,15-,16-,18-,19-,20+,21-/m0/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=C[C@@]3([H])[C@]4([H])C[C@@H]5O[C@]5([C@H](C)O)[C@@]4(C)C(=O)C[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Strophanthus divaricatus (#62092)
Magnoliopsida (#3398)
Pregnane steroids from the twigs and leaves of Strophanthus divaricatus and their cytotoxic activities,
Tetrahedron Letts, 2022

Other Databases

PubChem CID
171118648

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 5
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 334.66
Topological Polar Surface Area 66.90
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 3.46
Molar Refractivity 93.21

Admin

Created at
29th Apr 2022
Updated at
29th Apr 2022