Substance

ID:623

Names and Identifiers
IUPAC name
(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
IUPAC Traditional name
hydrocortisone
Synonyms
Hydrocortisone17alpha-HydroxycorticosteroneHydrocortisone AcetateHydrocortisone ValerateHydrocortisonum [INN-Latin]11beta-HydroxycortisoneHidrocortisona [INN-Spanish]HydrocorticosteroneIdrocortisone [DCIT]Hydrocortisone alcoholHydrocortisone BaseHydrocortisone ButyrateHydrocortisone free alcoholHydrocortisone Sodium PhosphateHydroxycortisoneAnti-inflammatory hormoneDihydrocostisone
Brand Name
Ala-cortAlphadermAmberinBeta-hcCetacortCort-DomeTexacortTimocortTraumaideUnidermVytoneWestcortOtalginePandelPolcort HProctofoamProtocortTetrahydrocompound EKomed HCKyypakkausLacticare HCLactisonaMeusicortOptefHydrocortalHydrocortistabHytoneHytone lotionIncortin-HKendall's compound FDomolene-HCDroticEF corlinHidaloneHydro-adresonHydrocortCortisolCortolotionCortrilCremesoneDelacortDerm-AidBalneol-hcClear aidCobadexCortaidCompound FCortifanAla-ScalpAlacortAlgicirtisAquacortAquanil HCTarcortinTetrahydro ETransderma HProctocortRacetSanatisonSignefStie-cortSystral HydrocortMillidermNeosporin-H EarOtobioticOtocortPediotic SuspensionPermicortGyno-CortisoneH-CortHemsol-HCHydrassonLubricortMedicortDome-cortDricortEfcortelinEpiderm HEvacortFlexicortCortifoamCortisolonumCortisporinCortonemaCremicort-HDermacortAnusol HCBarseb HCBasan-CortiColocortCort-QuinCortesalActicortAeroseb HCAnflamSynacortTHETexacort lotion 25Thyrotropic-releasing factorUrocortisoneVioform-HydrocortisoneOtosone-FPenecortPreparation H Hydrocortisone CreamPrepcortPrevex HCRemederm HCLacticare-HCMicort-hcMildisonNutracortNystaform-HCOrabase HCAHydracortHydro-colisonaHydrocortisylHydroskinHysoneIncortin-hydrogenFicortrilFiocortrilFoille InsettiGenacortHidro-ColisonaHycortoleCortoxideDermolateDiodermEfcorbinEldecortEpicortAeroseb-HCCaldeCORT SprayCleitonCortanalCorticremeCortisol alcoholSigmacortStiefcorcilVoSol HCZenoxoneNogenic HCRectoidReichstein's Substance MScalpicin CapilarSchericurScheroson FHycortolHydrocortoneHytisoneLocoidLocoid LipocreamMaintasoneEsiderm HGlycortHeb CortHeb-CortHi-corHycortCutisolDermasprayDermilDermocortalEfcortelanEldercortCortefCortef AcetateCortenemaCortimentCortisporin OticoCortispray
Registration numbers
CAS Number
PubChem CID
PubChem SID
Properties
Physical Property
Hydrophobicity(logP)
1.61 [HANSCH,C ET AL. (1995)]
Solubility
320 mg/L
Molecule Details
Drug Groups
approved
Description
The main glucocorticoid secreted by the adrenal cortex. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions. [PubChem]
Indication
For the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses. Also used to treat endocrine (hormonal) disorders (adrenal insufficiency, Addisons disease). It is also used to treat many immune and allergic disorders, such as arthritis, lupus, severe psoriasis, severe asthma, ulcerative colitis, and Crohn's disease.
Pharmacology
Hydrocortisone is the most important human glucocorticoid. It is essential for life and regulates or supports a variety of important cardiovascular, metabolic, immunologic and homeostatic functions. Topical hydrocortisone is used for its anti-inflammatory or immunosuppressive properties to treat inflammation due to corticosteroid-responsive dermatoses. Glucocorticoids are a class of steroid hormones characterised by an ability to bind with the cortisol receptor and trigger a variety of important cardiovascular, metabolic, immunologic and homeostatic effects. Glucocorticoids are distinguished from mineralocorticoids and sex steroids by having different receptors, target cells, and effects. Technically, the term corticosteroid refers to both glucocorticoids and mineralocorticoids, but is often used as a synonym for glucocorticoid. Glucocorticoids suppress cell-mediated immunity. They act by inhibiting genes that code for the cytokines IL-1, IL-2, IL-3, IL-4, IL-5, IL-6, IL-8 and TNF-alpha, the most important of which is the IL-2. Reduced cytokine production limits T cell proliferation. Glucocorticoids also suppress humoral immunity, causing B cells to express lower amounts of IL-2 and IL-2 receptors. This diminishes both B cell clonal expansion and antibody synthesis. The diminished amounts of IL-2 also leads to fewer T lymphocyte cells being activated.
Toxicity
Side effects include inhibition of bone formation, suppression of calcium absorption and delayed wound healing
Affected Organisms
Humans and other mammals
Biotransformation
Primarily hepatic via CYP3A4
Absorption
Topical corticosteroids can be absorbed from normal intact skin. Inflammation and/or other disease processes in the skin increase percutaneous absorption.
Half Life
6-8 hours
Protein Binding
95%
Elimination
Corticosteroids are metabolized primarily in the liver and are then excreted by the kidneys. Some of the topical corticosteroids and their metabolites are also excreted into the bile.
References
• de Weerth C, Zijl RH, Buitelaar JK: Development of cortisol circadian rhythm in infancy. Early Hum Dev. 2003 Aug;73(1-2):39-52. [Pubmed]
• Palacios R, Sugawara I: Hydrocortisone abrogates proliferation of T cells in autologous mixed lymphocyte reaction by rendering the interleukin-2 Producer T cells unresponsive to interleukin-1 and unable to synthesize the T-cell growth factor. Scand J Immunol. 1982 Jan;15(1):25-31. [Pubmed]
• KNIGHT RP Jr, KORNFELD DS, GLASER GH, BONDY PK: Effects of intravenous hydrocortisone on electrolytes of serum and urine in man. J Clin Endocrinol Metab. 1955 Feb;15(2):176-81. [Pubmed]
Molecular Spectra
No Data Available
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References
• de Weerth C, Zijl RH, Buitelaar JK: Development of cortisol circadian rhythm in infancy. Early Hum Dev. 2003 Aug;73(1-2):39-52. Pubmed
• Palacios R, Sugawara I: Hydrocortisone abrogates proliferation of T cells in autologous mixed lymphocyte reaction by rendering the interleukin-2 Producer T cells unresponsive to interleukin-1 and unable to synthesize the T-cell growth factor. Scand J Immunol. 1982 Jan;15(1):25-31. Pubmed
• KNIGHT RP Jr, KORNFELD DS, GLASER GH, BONDY PK: Effects of intravenous hydrocortisone on electrolytes of serum and urine in man. J Clin Endocrinol Metab. 1955 Feb;15(2):176-81. Pubmed