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Cortisol information


Cortisol
Names
IUPAC name
11β,17α,21-Trihydroxypregn-4-ene-3,20-dione
Systematic IUPAC name
(1R,3aS,3bS,9aR,9bS,11aS)-1,10-Dihydroxy-1-(hydroxyacetyl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[a]phenanthen-7-one
Identifiers
CAS Number
  • 50-23-7
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17650
ChEMBL
  • ChEMBL389621
ChemSpider
  • 5551
DrugBank
  • DB00741
ECHA InfoCard 100.000.019 Edit this at Wikidata
KEGG
  • D00088
PubChem CID
  • 5754
UNII
  • WI4X0X7BPJ
CompTox Dashboard (EPA)
  • DTXSID7020714 Edit this at Wikidata
InChI
  • InChI=1S/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
    Key: JYGXADMDTFJGBT-VWUMJDOOSA-N
SMILES
  • O=C4\C=C2/[C@]([C@H]1[C@@H](O)C[C@@]3([C@@](O)(C(=O)CO)CC[C@H]3[C@@H]1CC2)C)(C)CC4
Properties
Chemical formula
C21H30O5
Molar mass 362.460 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cortisol is a steroid hormone, in the glucocorticoid class of hormones and a stress hormone. When used as a medication, it is known as hydrocortisone.

It is produced in many animals, mainly by the zona fasciculata of the adrenal cortex in the adrenal gland.[1] It is produced in other tissues in lower quantities.[2] It is released with a diurnal cycle and its release is increased in response to stress and low blood-glucose concentration.[1] It functions to increase blood sugar through gluconeogenesis, to suppress the immune system, and to aid in the metabolism of fat, protein, and carbohydrates.[3] It also decreases bone formation.[4] Many of these functions are carried out by cortisol binding to glucocorticoid or mineralocorticoid receptors inside the cell, which then bind to DNA to impact gene expression.[1][5]

  1. ^ a b c Lightman SL, Birnie MT, Conway-Campbell BL (June 2020). "Dynamics of ACTH and Cortisol Secretion and Implications for Disease". Endocrine Reviews. 41 (3). doi:10.1210/endrev/bnaa002. PMC 7240781. PMID 32060528.
  2. ^ Taves MD, Gomez-Sanchez CE, Soma KK (July 2011). "Extra-adrenal glucocorticoids and mineralocorticoids: evidence for local synthesis, regulation, and function". American Journal of Physiology. Endocrinology and Metabolism. 301 (1): E11-24. doi:10.1152/ajpendo.00100.2011. PMC 3275156. PMID 21540450.
  3. ^ Hoehn K, Marieb EN (2010). Human Anatomy & Physiology. San Francisco: Benjamin Cummings. ISBN 978-0-321-60261-9.
  4. ^ Chyun YS, Kream BE, Raisz LG (February 1984). "Cortisol decreases bone formation by inhibiting periosteal cell proliferation". Endocrinology. 114 (2): 477–80. doi:10.1210/endo-114-2-477. PMID 6690287.
  5. ^ DeRijk RH, Schaaf M, de Kloet ER (June 2002). "Glucocorticoid receptor variants: clinical implications". The Journal of Steroid Biochemistry and Molecular Biology. 81 (2): 103–122. doi:10.1016/S0960-0760(02)00062-6. PMID 12137800. S2CID 24650907.

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anterior pituitary gland that stimulates the adrenal glands to release cortisol, dehydroepiandrosterone (DHEA), dehydroepiandrosterone sulfate (DHEA-S)...

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corticosteroid metabolite that is also used as a pharmaceutical prodrug. Cortisol is converted by the action of the enzyme corticosteroid 11-beta-dehydrogenase...

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cortex, whereas mineralocorticoids are synthesized in the zona glomerulosa. Cortisol (or hydrocortisone) is the most important human glucocorticoid. It is essential...

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of cortisol that is produced in the human body. Continuous consumption of alcohol over an extended period of time has been shown to raise cortisol levels...

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Adrenal gland

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variety of hormones including adrenaline and the steroids aldosterone and cortisol. They are found above the kidneys. Each gland has an outer cortex which...

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Hydrocortisone

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Hydrocortisone is the name for the hormone cortisol when supplied as a medication. Uses include conditions such as adrenocortical insufficiency, adrenogenital...

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Hydrocortisone acetate Clinical data Other names Cortisol 21-acetate Drug class Corticosteroid; Glucocorticoid Identifiers IUPAC name [2-[(8S,9S,10R,11S...

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Hydrocortisone hemisuccinate

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suppression test (DST) is used to assess adrenal gland function by measuring how cortisol levels change in response to oral doses or an injection of dexamethasone...

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high rates: Cortisol - Approximately 90% of the cortisol in circulation is bound to transcortin. (The rest is bound to serum albumin.) Cortisol is thought...

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mineralocorticoid that regulates the amount of salt in tissue and body fluids, cortisol, a glucocorticoid that regulates metabolism and usage of macronutrients...

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Stress hormone

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downplayed during stress. Stress hormones include, but are not limited to: Cortisol, the main human stress hormone Catecholamines such as adrenaline and norepinephrine...

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Corticosteroid

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corticosteroids produced by the adrenal cortex are cortisol and aldosterone. Glucocorticoids such as cortisol affect carbohydrate, fat, and protein metabolism...

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Saliva testing

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Saliva is a useful biological fluid for assaying steroid hormones such as cortisol, genetic material like RNA, proteins such as enzymes and antibodies, and...

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Glucocorticoid receptor

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(nuclear receptor subfamily 3, group C, member 1) is the receptor to which cortisol and other glucocorticoids bind. The GR is expressed in almost every cell...

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