Structure Database (LMSD)

Common Name
Fludrocortisone
Systematic Name
9α-fluoro-11β,17α,21-trihydroxy-pregn-4-ene-3,20-dione
Synonyms
LM ID
LMST02030103
Formula
Exact Mass
Calculate m/z
380.199903
Status
Curated


Classification

Biological Context

Fludrocortisone is a synthetic mineralocorticoid.1 Dietary administration of fludrocortisone (10 μg/kg per day) reduces tympanic membrane thickness and fluid area in a mouse model of S. pneumoniae-induced middle ear inflammation. Formulations containing fludrocortisone have been used in the treatment of Addison's disease.

This information has been provided by Cayman Chemical

References

1. MacArthur, C.J., DeGagne, J.M., Kempton, J.B., et al. Steroid control of acute middle ear inflammation in a mouse model. Arch. Otolaryngol. Head Neck Surg. 135(5), 453-457 (2009).

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

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

Other Databases

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID
GuidePharm ID

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
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Updated at
11th Dec 2023