Structure Database (LMSD)

OH HO HO OH H H H O O
Common Name
18-hydroxycortisol
Systematic Name
4-Pregnene-11β,17α,18,21-tetrol-3,20-dione
Synonyms
  • 11beta,17alpha,18,21-tetrahydroxy-4-pregnene-3,20-dione
LM ID
LMST02030295
Formula
C21H30O6
Exact Mass
Calculate m/z
378.20424
Sum Composition
ST 21:3;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)
HESFZGWRDUVOMS-UKSDXMLSSA-N
InChi (Click to copy)
InChI=1S/C21H30O6/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/h8,14-16,18,22-23,25,27H,2-7,9-11H2,1H3/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(CO)[C@@](O)(C(CO)=O)CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Isolation and identification of 18-hydroxycortisol from the urine of patients with primary aldosteronism.,
J Biol Chem, 1982
Pubmed ID: 7061419

Other Databases

PubChem CID
10022549

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 367.24
Topological Polar Surface Area 115.06
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 1.90
Molar Refractivity 98.56

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

Admin

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