Structure Database (LMSD)

OH O H H H H O O
Systematic Name
21-hydroxypregna-4,6-diene-3,12,20-trione
Synonyms
LM ID
LMST02030259
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)
BORCINXYCLOGNE-QPQISGKWSA-N
InChi (Click to copy)
InChI=1S/C21H26O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(24)11-22)21(15,2)19(25)10-17(14)20/h3-4,9,14-17,22H,5-8,10-11H2,1-2H3/t14-,15-,16+,17-,20-,21-/m0/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=C[C@@]3([H])[C@]4([H])CC[C@@](C(=O)CO)([H])[C@@]4(C)C(=O)C[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Nerium oleander (#63479)
Magnoliopsida (#3398)
Bioactive pregnanes from Nerium oleander.,
J Nat Prod, 2007
Pubmed ID: 17253842

Other Databases

PubChem CID
16104852

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 344.38
Topological Polar Surface Area 71.44
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 2.94
Molar Refractivity 93.08

Admin

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