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Structure Database (LMSD)

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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

380.199904

Status

Curated

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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