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Bovine Metabolome Database



Showing metabocard for Cortisol (BMDB00063)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-07-02 16:19:51
Accession Number BMDB00063
Common Name Cortisol
Description Cortisol is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress; 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.; As an oral or injectable drug, cortisol is also known as hydrocortisone. It is used as an immunosuppressive drug, given by injection in the treatment of severe allergic reactions such as anaphylaxis and angioedema, in place of prednisolone in patients who need steroid treatment but cannot take oral medication, and peri-operatively in patients on long-term steroid treatment to prevent an Addisonian crisis.; Cortisol or Hydrocortisone is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress. It increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Its synthetic counterpart (hydrocortisone) is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions. Cortisol is synthesized from pregnenolone. The amount of cortisol present in the serum undergoes diurnal variation, with the highest levels present in the early morning, and lower levels in the evening, several hours after the onset of sleep.; Cortisol is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress; it increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Synthetic cortisol, also known as hydrocortisone, is used as a drug mainly to fight allergies and inflammation; it increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Synthetic cortisol, also known as hydrocortisone, is used as a drug mainly to fight allergies and inflammation.
Synonyms
  1. 11-Hydrocortisone
  2. 11-beta-Hydrocortisone
  3. 11-beta-Hydroxycortisone
  4. 11a-Hydroxycorticosterone
  5. 11alpha-Hydroxycorticosterone
  6. 11b,17,21-Trihydroxyprogesterone
  7. 11b-Hydrocortisone
  8. 11b-Hydroxycortisone
  9. 11beta,17,21-Trihydroxyprogesterone
  10. 11beta-Hydrocortisone
  11. 11beta-Hydroxycortisone
  12. 17-Hydroxycorticosterone
  13. 17a-Hydroxycorticosterone
  14. 17alpha-Hydroxycorticosterone
  15. 4-Pregnene-11alpha,21-triol 3,20-dione
  16. 4-Pregnene-11b,17a,21-triol-3,20-dione
  17. Acticort
  18. Aeroseb HC
  19. Aeroseb-HC
  20. Ala-Cort
  21. Ala-Scalp
  22. Alacort
  23. Algicirtis
  24. Amberin
  25. Anflam
  26. Anti-inflammatory hormone
  27. Aquacort
  28. Aquanil HC
  29. Barseb HC
  30. Basan-Corti
  31. CaldeCORT Spray
  32. Cetacort
  33. Chronocort
  34. Clear aid
  35. Cleiton
  36. Cobadex
  37. Compound F
  38. Cor-Tar-Quin
  39. Cort-Dome
  40. Cort-Quin
  41. Cortanal
  42. Cortenema
  43. Cortesal
  44. Corticreme
  45. Cortifan
  46. Cortifoam
  47. Cortiment
  48. Cortisol alcohol
  49. Cortisolonum
  50. Cortisporin
  51. Cortisporin Otico
  52. Cortispray
  53. Cortizol
  54. Cortolotion
  55. Cortonema
  56. Cortoxide
  57. Cremesone
  58. Cremicort-H
  59. Cutisol
  60. Delacort
  61. Derm-Aid
  62. Dermil
  63. Dermolate
  64. Dihydrocostisone
  65. Dioderm
  66. Dome-cort
  67. Domolene-HC
  68. Drotic
  69. Ef corlin
  70. Efcorbin
  71. Efcortelan
  72. Efcortelin
  73. Eldercort
  74. Epicort
  75. Epiderm H
  76. Esiderm H
  77. Evacort
  78. Ficortril
  79. Fiocortril
  80. Foille Insetti
  81. Genacort
  82. Gyno-Cortisone
  83. H-Cort
  84. HC
  85. Heb Cort
  86. Heb-Cort
  87. Hidalone
  88. Hidro-Colisona
  89. Hidrocortisona
  90. Hycort
  91. Hycortol
  92. Hycortole
  93. Hydracort
  94. Hydrasson
  95. Hydro-Adreson
  96. Hydro-colisona
  97. Hydrocort
  98. Hydrocortal
  99. Hydrocorticosterone
  100. Hydrocortisone
  101. Hydrocortisone alcohol
  102. Hydrocortisone base
  103. Hydrocortisone free alcohol
  104. Hydrocortisonum
  105. Hydrocortistab
  106. Hydrocortisyl
  107. Hydrocortone
  108. Hydroskin
  109. Hydroxycortisone
  110. Hysone
  111. Hytisone
  112. Hytone
  113. Hytone lotion
  114. Idrocortisone
  115. Incortin-H
  116. Incortin-hydrogen
  117. Kendall's compound F
  118. Komed HC
  119. Kyypakkaus
  120. Lacticare HC
  121. Lacticare-HC
  122. Lactisona
  123. Lubricort
  124. Maintasone
  125. Medicort
  126. Meusicort
  127. Mildison
  128. Milliderm
  129. Neo-Cort-Dome
  130. Neosporin-H Ear
  131. Nutracort
  132. Nystaform-HC
  133. Optef
  134. Otalgine
  135. Otic-Neo-Cort-Dome
  136. Otobiotic
  137. Otocort
  138. Otosone-F
  139. Pediotic Suspension
  140. Penecort
  141. Permicort
  142. Polcort H
  143. Preparation H Hydrocortisone Cream
  144. Prepcort
  145. Prestwick_265
  146. Prevex HC
  147. Proctocort
  148. Proctofoam
  149. Protocort
  150. Racet
  151. Rectoid
  152. Reichstein's substance M
  153. Remederm HC
  154. Sanatison
  155. Scalpicin Capilar
  156. Schericur
  157. Scheroson F
  158. Sigmacort
  159. Signef
  160. Stiefcorcil
  161. Synacort
  162. Systral Hydrocort
  163. Tarcortin
  164. Timocort
  165. Topicort
  166. Transderma H
  167. Traumaide
  168. Uniderm
  169. Vioform-Hydrocortisone
  170. VoSol HC
  171. Vytone
  172. Zenoxone
  173. alphaderm
Chemical IUPAC Name 11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Chemical Formula C21H30O5
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Cholesterols and derivatives
Class
  • Steroids and Steroid Derivatives
Sub Class
  • Ketosteroids
Family
  • Mammalian_Metabolite
Species
  • ketone; primary alcohol; secondary alcohol; tertiary alcohol; alkene
Biofunction
  • Hormones, Membrane component
Application
Source
  • Endogenous
Average Molecular Weight 362.460
Monoisotopic Molecular Weight 362.209320
Isomeric SMILES C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC[C@@](O)(C(=O)CO)[C@@]3(C)C[C@H](O)[C@H]21
Canonical SMILES CC12CCC(=O)C=C1CCC1C3CCC(O)(C(=O)CO)C3(C)CC(O)C21
KEGG Compound ID C00735 Link Image
BioCyc ID CPD-286 Link Image
BiGG ID 35828 Link Image
Wikipedia Link Cortisol Link Image
METLIN ID 5124 Link Image
PubChem Compound 5754 Link Image
PubChem Substance 7847156 Link Image
ChEBI ID 17650 Link Image
CAS Registry Number 50-23-7
InChI Identifier InChI=1/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16?,18+,19-,20-,21+/m0/s1
Synthesis Reference Hanson, Frederick R.; Mann, Kingsley M.; Nielson, Eldon D.; Anderson, Hugh V.; Brunner, Mari P.; Karnemaat, John N.; Colingsworth, Donald R.; Haines, Wm. J. Microbiological transformations of steroids. VIII. Preparation of 17a-hydroxycorticosterone. Journ
Melting Point (Experimental) 220 oC
Experimental Water Solubility 0.32 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Source: PhysProp
Predicted Water Solubility 0.199 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity 1.61 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP/Hydrophobicity 1.79 [Predicted by ALOGPS]; 0.5 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Download Spectrum
Download FID (Bruker)
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Membrane
  • Cytoplasm
  • endoplasmic reticulum
  • mitochondria
Biofluid Location Not Available
Tissue Location
Tissue References
Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Bladder
Brain
Fetus
Fibroblasts
Gonads
Gut
Intestine
Kidney
Liver
Lymphocyte
Muscle
Nerve Cells
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Skin
Spleen
Testes
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names
  • C21 Steroid Hormone Metabolism
HMDB Pathways
Name C21 Steroid Hormone Metabolism
Image Show Link Image
KEGG Pathways
Name C21 Steroid Hormone Metabolism
Image Show Link Image
SimCell Pathways
Name C21 Steroid Hormone Metabolism
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Graph
SBML
General References
  1. Wikipedia Link Image