Structure Database (LMSD)

Common Name
18-oxo-cortisol
Systematic Name
4-Pregnene-11β,17α,21-triol-3,20-dione-18-al
Synonyms
  • 11b,17,21-Trihydroxy-3,20-dioxo-pregn-4-en-18-al
LM ID
LMST02030296
Formula
C21H28O6
Exact Mass
Calculate m/z
376.18859
Sum Composition
ST 21:4;O6
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)
XUQWWIFROYJHCU-UKSDXMLSSA-N
InChi (Click to copy)
InChI=1S/C21H28O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,11,14-16,18,22,25,27H,2-7,9-10H2,1H3/t14-,15-,16-,18+,19-,20+,21-/m0/s1
SMILES (Click to copy)
[C@@]12([H])CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@]1(C=O)[C@@](O)(C(CO)=O)CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Biosynthesis of 18-oxocortisol by aldosterone-producing adrenal tissue.,
J Biol Chem, 1983
Pubmed ID: 6602132

Other Databases

PubChem CID
123712

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 364.60
Topological Polar Surface Area 111.90
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 1.82
Molar Refractivity 97.05

Reactions

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Reactions graph legend

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Created at
25th Aug 2022
Updated at
25th Aug 2022