ChemSpider 2D Image | Cortisol | C21H30O5

Cortisol

  • Molecular FormulaC21H30O5
  • Average mass362.460 Da
  • Monoisotopic mass362.209320 Da
  • ChemSpider ID5551
  • defined stereocentres - 7 of 7 defined stereocentres


More details:



Featured data source



Validated by Experts, Validated by Users, Non-Validated, Removed by Users

Cortisol [Wiki]
(11b)-11,17,21-trihydroxypregn-4-ene-3,20-dione
(11β)-11,17,21-Trihydroxypregn-4-en-3,20-dion [German] [ACD/IUPAC Name]
(11β)-11,17,21-Trihydroxypregn-4-ene-3,20-dione [ACD/IUPAC Name]
(11β)-11,17,21-Trihydroxy-pregn-4-ene-3,20-dione
(11β)-11,17,21-Trihydroxyprégn-4-ène-3,20-dione [French] [ACD/IUPAC Name]
(8S,9S,10R,11S,13S,14S,17R)-11,17-Dihydroxy-17-(hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-on [German]
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(hydroxyacétyl)-10,13-diméthyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tétradécahydro-3H-cyclopenta[a]phénanthrén-3-one [French]
11b,17,21-Trihydroxyprogesterone
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AI3-25006 [DBID]
C00735 [DBID]
CCRIS 5854 [DBID]
CHEBI:17650 [DBID]
D00088 [DBID]
EU-0100594 [DBID]
H0135_SIGMA [DBID]
H0396_SIGMA [DBID]
H0888_SIGMA [DBID]
H3160_SIGMA [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      crystalline white powder Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable, but may be light sensitive. Incompatible with strong oxidizing agents. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      IPR-RAT LD50 150 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      36/37 Alfa Aesar A16292
      63 Alfa Aesar A16292
      A01AC03 Wikidata Q190875
      A07EA02 Wikidata Q190875
      C05AA01 Wikidata Q190875
      D07AA02 Wikidata Q190875
      D07XA01 Wikidata Q190875
      H02AB09 Wikidata Q190875
      H361 Alfa Aesar A16292
      Minimize exposure. Oxford University Chemical Safety Data (No longer updated) More details
      P261; P262 Biosynth Q-201211
      P281-P201-P202-P308+P313-P405-P501a Alfa Aesar A16292
      S01BA02 Wikidata Q190875
      S01CB03 Wikidata Q190875
      S02BA01 Wikidata Q190875
      Warning Alfa Aesar A16292
      Xn Abblis Chemicals AB1009452
    • Target Organs:

      Annexin A;Glucocorticoid Receptor inhibitor;MRP inhibitor TargetMol T1614
    • Chemical Class:

      A C<smallsub>21</smallsub>-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorti coid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the "stress hormone" as it is involved in response to stress and anxiety, co ntrolled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immune responses ChEBI CHEBI:17650
    • Compound Source:

      Adrenal cortical hormone Zerenex Molecular [ZBioX-0520]
      Wang JM; Hou TJ and Xu XJ. J. Chem. Inf. Model. 2009 49 (3) [Lit] ONSChallenge
    • Bio Activity:

      Adrenal glucocorticoid released in the stress response. Increases glucose production by gluconeogenesis. Immunosuppressant and antidiuretic hormone. Tocris Bioscience 4093
      Adrenal glucocorticoid; immunosuppressant Tocris Bioscience 4093
      Annexin A1;Glucocorticoid Receptor;MRP1 TargetMol T1614
      Endocrinology/ Hormones TargetMol T1614
      Glucocorticoid Receptor Tocris Bioscience 4093
      Glucocorticoid Receptor MedChem Express HY-N0583
      GPCR/G protein MedChem Express HY-N0583
      GPCR/G protein; MedChem Express HY-N0583
      Hydrocortisone is a main glucocorticoid secreted by the adrenal cortex. MedChem Express
      Hydrocortisone is a main glucocorticoid secreted by the adrenal cortex.; Target: Glucocorticoid Receptor; Hydrocortisone as an anti-inflammatory and immuno-suppressant agent has multiple mechanisms of action. MedChem Express HY-N0583
      Nuclear Receptors Tocris Bioscience 4093
      Topical antiinflammatory agent; Zerenex Molecular [ZBioX-0520]

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.3±0.1 g/cm3
Boiling Point: 566.5±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.5 mmHg at 25°C
Enthalpy of Vaporization: 97.7±6.0 kJ/mol
Flash Point: 310.4±26.6 °C
Index of Refraction: 1.595
Molar Refractivity: 95.6±0.4 cm3
#H bond acceptors: 5
#H bond donors: 3
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 1.43
ACD/LogD (pH 5.5): 1.66
ACD/BCF (pH 5.5): 10.74
ACD/KOC (pH 5.5): 190.35
ACD/LogD (pH 7.4): 1.66
ACD/BCF (pH 7.4): 10.74
ACD/KOC (pH 7.4): 190.34
Polar Surface Area: 95 Å2
Polarizability: 37.9±0.5 10-24cm3
Surface Tension: 58.8±5.0 dyne/cm
Molar Volume: 281.4±5.0 cm3

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  1.62
    Log Kow (Exper. database match) =  1.61
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  504.14  (Adapted Stein & Brown method)
    Melting Pt (deg C):  214.53  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.17E-013  (Modified Grain method)
    MP  (exp database):  220 deg C
    Subcooled liquid VP: 1.41E-011 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  219.6
       log Kow used: 1.61 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  320 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  336.11 mg/L
    Wat Sol (Exper. database match) =  320.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Vinyl/Allyl Ketones

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.77E-008  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.541E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.61  (exp database)
  Log Kaw used:  -5.627  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  7.237
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3543
   Biowin2 (Non-Linear Model)     :   0.0025
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0368  (months      )
   Biowin4 (Primary Survey Model) :   3.0789  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6387
   Biowin6 (MITI Non-Linear Model):   0.1929
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.5738
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  1.88E-009 Pa (1.41E-011 mm Hg)
  Log Koa (Koawin est  ): 7.237
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.6E+003 
       Octanol/air (Koa) model:  4.24E-006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.000339 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 114.3083 E-12 cm3/molecule-sec
      Half-Life =     0.094 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.123 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.137500 E-17 cm3/molecule-sec
      Half-Life =     1.007 Days (at 7E11 mol/cm3)
      Half-Life =     24.179 Hrs
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  36.36
      Log Koc:  1.561 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.540 (BCF = 3.465)
       log Kow used: 1.61 (expkow database)

 Volatilization from Water:
    Henry LC:  5.77E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.932E+004  hours   (805 days)
    Half-Life from Model Lake : 2.109E+005  hours   (8789 days)

 Removal In Wastewater Treatment:
    Total removal:               2.01  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.92  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.101           2.05         1000       
   Water     39              1.44e+003    1000       
   Soil      60.7            2.88e+003    1000       
   Sediment  0.107           1.3e+004     0          
     Persistence Time: 929 hr




                    

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