Corticosterone

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'''CORTICOSTERONE'''
 
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Pubchem(5753)
 
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An adrenocortical steroid that has modest but significant activities as a mineralocorticoid and a glucocorticoid. (From Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1437).Corticosterone is a 21 carbon [[steroid hormone]] of the [[corticosteroid]] type produced in the cortex of the [[adrenal gland]]s.
 
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'''KEGG Pathway'''(C02140)
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<table align='right' border=1>
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*C21-Steroid hormone metabolism
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<tr><td>
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{| border="1;width:100%; height:200px;style=text-align:center"
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<jmol><jmolApplet>
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|+'''List of PDB files having Corticosterone as a Ligand:'''
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<size>200</size>
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|-
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<script>spin on;color atoms amino;</script>
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! style="background:brown; color:white" |MMDB ID
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<uploadedFileContents>NPH132.SDF</uploadedFileContents>
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! style="background:brown; color:white" |PDB ID
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<color>black</color>
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! style="background:brown; color:white" |Reference
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</jmolApplet>
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|-
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</jmol>
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|33346
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</td></tr></table>
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|1Y5R
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==Description==
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|Zhang J, Osslund TD, Plant MH, Clogston CL, Nybo RE, Xiong F, Delaney JM, Jordan SRCrystal structure of murine 11 beta-hydroxysteroid dehydrogenase 1: an important therapeutic target for diabetesBiochemistry v44, p.6948-6957
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An adrenocortical steroid that has modest but significant activities  as a mineralocorticoid and a glucocorticoid. (From Goodman and  Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1437)
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==General Properties==
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|}
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{| border="1;width:100%; height:200px;style=text-align:center"
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|+'''Physiochemical properties of Corticosterone:'''
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|-
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! style="background:brown; color:white" |Physical Property
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! style="background:brown; color:white" |Value
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! style="background:brown; color:white" |Units
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! style="background:brown; color:white" |Temp (deg C)
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! style="background:brown; color:white" |Source
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|Melting Point
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|181
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|deg C
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|  
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|EXP
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|-
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|log P (octanol-water)
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|1.94
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|(none)
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|  
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|EXP
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|-
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|Water Solubility
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|199
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|mg/L
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|25
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|EXP
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|-
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|Vapor Pressure
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|4.74E-12
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|mm Hg
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|25
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|EST
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|Henry's Law Constant
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|3.70E-10
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|atm-m3/mole
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|25
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|EST
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|-
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|Atmospheric OH Rate Constant
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|1.16E-10
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|cm3/molecule-sec
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|25
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|EST
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|}
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==Functions==
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In many species, including [[rodent]]s, corticosterone is the principal [[glucocorticoid]], involved in regulation of fuel [[metabolism]], [[immune]] reactions, and [[stress (medicine)|stress]] responses.
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However, in [[humans]], corticosterone is produced primarily in the [[zona fasciculata]] of the [[adrenal cortex]]. It has only weak [[glucocorticoid]] and [[mineralocorticoid]] potencies in humans and is important mainly as an intermediate in the [[steroidogenic pathway]] from [[pregnenolone]] to [[aldosterone]]. Corticosterone is converted to aldosterone by aldosterone synthase, found only in the mitochondria of glomerulosa cells. Glomerulosa cells are found in the [[Zona glomerulosa]], which is the most superficial region of endocrine cells in the [[adrenal cortex]].
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<b>*Molecular Weight</b>
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346.46
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<b>*Molecular Formula</b>
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C<sub>2</sub><sub>1</sub>H<sub>3</sub><sub>0</sub>O<sub>4</sub>
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<b>*IUPAC NAME</b>
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(8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
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<b>*Canonical Smiles</b>
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CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C)O
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<b>*Isomeric Smiles</b>
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C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O
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==PhysioChemical Properties==
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<b>*Melting Point</b>
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181(EXP)
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<b>*LogP</b>
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1.94(EXP)
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<b>*Water Solubility</b>
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199(EXP) at 25C
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==External Links==
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*[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5753]Pubchem
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*[http://www.rcsb.org/pdb/cgi/explore.cgi?pdbId=1Y5R]]1Y5R,
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*[http://www.genome.jp/dbget-bin/www_bget?compound+C02140]]KEGG Compound
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*[http://www.hmdb.ca/metabolites/HMDB01547]Human Metabolome DataBase
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[[Categories:Hormones]]

Revision as of 00:00, 15 January 2001


Contents

Description

An adrenocortical steroid that has modest but significant activities as a mineralocorticoid and a glucocorticoid. (From Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1437)

General Properties

*Molecular Weight

346.46

*Molecular Formula

C21H30O4

*IUPAC NAME

(8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

*Canonical Smiles

CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C)O

*Isomeric Smiles

C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O


PhysioChemical Properties

*Melting Point

181(EXP)

*LogP

1.94(EXP)

*Water Solubility

199(EXP) at 25C

External Links

  • [1]Pubchem
  • [2]]1Y5R,
  • [3]]KEGG Compound
  • [4]Human Metabolome DataBase


Categories:Hormones