Structure Database (LMSD)

Common Name
Fludrocortisone acetate
Systematic Name
9α-fluoro-11β,17α,21-trihydroxy-pregn-4-en-3,20-dione 21-acetate
Synonyms
  • 9alpha-fluoro Hydrocortisone Acetate
LM ID
LMST02030122
Formula
C23H31O6F
Exact Mass
Calculate m/z
422.210468
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Physiological activity and receptor binding of 9 alpha fluorohydrocortisone.,
Biochem Biophys Res Commun, 1977
Pubmed ID: 907708

String Representations

InChiKey (Click to copy)
SYWHXTATXSMDSB-GSLJADNHSA-N
InChi (Click to copy)
InChI=1S/C23H31FO6/c1-13(25)30-12-19(28)22(29)9-7-16-17-5-4-14-10-15(26)6-8-20(14,2)23(17,24)18(27)11-21(16,22)3/h10,16-18,27,29H,4-9,11-12H2,1-3H3/t16-,17-,18-,20-,21-,22-,23-/m0/s1
SMILES (Click to copy)
[C@@]12([H])CCC3=CC(=O)CC[C@]3(C)[C@@]1(F)[C@@H](O)C[C@]1(C)[C@](O)(CC[C@@]21[H])C(=O)COC(=O)C

Other Databases

Wikipedia
Fludrocortisone_acetate
KEGG ID
C08186
CHEBI ID
5102
PubChem CID
225609
Cayman ID
24032

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 405.27
Topological Polar Surface Area 100.90
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 3.59
Molar Refractivity 107.06

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Created at
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Updated at
19th Sep 2023