Structure Database (LMSD)

HO H H OH O O OH F
Common Name
Fludrocortisone
Systematic Name
9α-fluoro-11β,17α,21-trihydroxy-pregn-4-ene-3,20-dione
Synonyms
LM ID
LMST02030103
Formula
C21H29O5F
Exact Mass
Calculate m/z
380.199903
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)
AAXVEMMRQDVLJB-BULBTXNYSA-N
InChi (Click to copy)
InChI=1S/C21H29FO5/c1-18-7-5-13(24)9-12(18)3-4-15-14-6-8-20(27,17(26)11-23)19(14,2)10-16(25)21(15,18)22/h9,14-16,23,25,27H,3-8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1
SMILES (Click to copy)
[C@@]12([H])CCC3=CC(CC[C@]3(C)[C@@]1(F)[C@@H](O)C[C@]1(C)[C@@](CC[C@@]21[H])(O)C(=O)CO)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
A therapeutic assay of topically applied 9 alpha-fluorohydrocortisone acetate in selected dermatoses.,
J Invest Dermatol, 1955
Pubmed ID: 13233573

Other Databases

Wikipedia
Fludrocortisone
KEGG ID
C07004
HMDB ID
HMDB0014825
CHEBI ID
50885
PubChem CID
31378
Cayman ID
29391
PDB ID
ZK5
GuidePharm ID
2873

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 364.52
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.02
Molar Refractivity 97.52

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Created at
-
Updated at
11th Dec 2023