Hydrocortisone (CHEM016327)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:27:42 UTC
Update Date2016-10-28 10:02:38 UTC
Accession NumberCHEM016327
Identification
Common NameHydrocortisone
ClassSmall Molecule
DescriptionHydrocortisone, or cortisol, is a glucocorticoid secreted by the adrenal cortex. Cortisol is used to treat immune, inflammatory, and neoplastic conditions. It was discovered in the 1930s by Edward Kendall and named Compound F, or 17-hydroxycorticosterone. Cortisol was granted FDA approval on 5 August 1952.
Contaminant Sources
  • Cosmetic Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(11beta)-11,17,21-Trihydroxypregn-4-ene-3,20-dioneChEBI
11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dioneChEBI
11beta-HydrocortisoneChEBI
17-HydroxycorticosteroneChEBI
4-Pregnen-11beta,17alpha,21-triol-3,20-dioneChEBI
HidrocortisonaChEBI
HydrocortisoneChEBI
HydrocortisonumChEBI
Kendall's compound FChEBI
Reichstein's substance mChEBI
HCKegg
ActicortKegg
Anusol HCKegg
ColocortKegg
CortefKegg
HytoneKegg
PlenadrenKegg
(11b)-11,17,21-Trihydroxypregn-4-ene-3,20-dioneGenerator
(11Β)-11,17,21-trihydroxypregn-4-ene-3,20-dioneGenerator
11b,17a,21-Trihydroxy-4-pregnene-3,20-dioneGenerator
11Β,17α,21-trihydroxy-4-pregnene-3,20-dioneGenerator
11b-HydrocortisoneGenerator
11Β-hydrocortisoneGenerator
4-Pregnen-11b,17a,21-triol-3,20-dioneGenerator
4-Pregnen-11β,17α,21-triol-3,20-dioneGenerator
11beta-HydroxycortisoneHMDB
17alpha-HydroxycorticosteroneHMDB
Anti-inflammatory hormoneHMDB
DihydrocostisoneHMDB
HydrocorticosteroneHMDB
Hydrocortisone acetateHMDB
Hydrocortisone alcoholHMDB
Hydrocortisone baseHMDB
Hydrocortisone butyrateHMDB
Hydrocortisone free alcoholHMDB
Hydrocortisone sodium phosphateHMDB
Hydrocortisone valerateHMDB
HydroxycortisoneHMDB
IdrocortisoneHMDB
Balneol-HCChEMBL, HMDB
CORTRILChEMBL, HMDB, MeSH
CetacortChEMBL, HMDB
Cort-domeChEMBL, HMDB
FlexicortChEMBL, HMDB
Hi-corChEMBL, HMDB
Hydrocortisone in absorbaseChEMBL, HMDB
Nogenic HCChEMBL, HMDB
Aeroseb-HCChEMBL, HMDB
Ala-cortChEMBL, HMDB
Ala-scalpChEMBL, HMDB
PenecortChEMBL, HMDB
TexacortChEMBL, HMDB
H-CortChEMBL, HMDB
HYDROCORTONEChEMBL, HMDB
OphthocortChEMBL, HMDB
Terra-cortrilChEMBL, HMDB
Cor-oticinChEMBL, HMDB
NutracortChEMBL, HMDB
CortifoamChEMBL, HMDB
GlycortChEMBL, HMDB
HC #1ChEMBL, HMDB
HC #4ChEMBL, HMDB
ProctocortChEMBL, HMDB
Anucort-HCChEMBL, HMDB
CortenemaChEMBL, HMDB
DermacortChEMBL, HMDB
Micort-HCChEMBL, HMDB
SynacortChEMBL, HMDB
U-cortChEMBL, HMDB
EldecortChEMBL, HMDB
EpicortChEMBL, HMDB
neo-CortefChEMBL, HMDB
Stie-cortChEMBL, HMDB
Anusol-HCChEMBL, HMDB
Beta-HCChEMBL, HMDB
hydro-RXChEMBL, HMDB
LocoidChEMBL, HMDB
b-HCGenerator, HMDB
β-HCGenerator, HMDB
11-beta-HydrocortisoneHMDB
11-beta-HydroxycortisoneHMDB
11-HydrocortisoneHMDB
11a-HydroxycorticosteroneHMDB
11alpha-HydroxycorticosteroneHMDB
11b,17,21-TrihydroxyprogesteroneHMDB
11b-HydroxycortisoneHMDB
11beta,17,21-TrihydroxyprogesteroneHMDB
17a-HydroxycorticosteroneHMDB
4-Pregnene-11alpha,21-triol 3,20-dioneHMDB
4-Pregnene-11b,17a,21-triol-3,20-dioneHMDB
Aeroseb HCHMDB
AlacortHMDB
AlgicirtisHMDB
AlphadermHMDB
AmberinHMDB
AnflamHMDB
AquacortHMDB
Aquanil HCHMDB
Barseb HCHMDB
Basan-cortiHMDB
CaldeCORT sprayHMDB
ChronocortHMDB
Clear aidHMDB
CleitonHMDB
CobadexHMDB
Compound FHMDB
Cor-tar-quinHMDB
Cort-quinHMDB
CortanalHMDB
CortesalHMDB
CorticremeHMDB
CortifanHMDB
CortimentHMDB
Cortisol alcoholHMDB
CortisolonumHMDB
CortisporinHMDB
Cortisporin oticoHMDB
CortisprayHMDB
CortizolHMDB
CortolotionHMDB
CortonemaHMDB
CortoxideHMDB
CremesoneHMDB
Cremicort-HHMDB
CutisolHMDB
DelacortHMDB
Derm-aidHMDB
DermilHMDB
DermolateHMDB
DiodermHMDB
Dome-cortHMDB
Domolene-HCHMDB
DroticHMDB
Ef corlinHMDB
EfcorbinHMDB
EfcortelanHMDB
EfcortelinHMDB
EldercortHMDB
Epiderm HHMDB
Esiderm HHMDB
EvacortHMDB
FicortrilHMDB
FiocortrilHMDB
Foille insettiHMDB
GenacortHMDB
gyno-CortisoneHMDB
Heb cortHMDB
Heb-cortHMDB
HidaloneHMDB
hidro-ColisonaHMDB
HycortHMDB
HycortolHMDB
HycortoleHMDB
HydracortHMDB
HydrassonHMDB
hydro-AdresonHMDB
hydro-ColisonaHMDB
HydrocortHMDB
HydrocortalHMDB
HydrocortistabHMDB
HydrocortisylHMDB
HydroskinHMDB
HysoneHMDB
HytisoneHMDB
Hytone lotionHMDB
Incortin-HHMDB
Incortin-hydrogenHMDB
Komed HCHMDB
KyypakkausHMDB
Lacticare HCHMDB
Lacticare-HCHMDB
LactisonaHMDB
LubricortHMDB
MaintasoneHMDB
MedicortHMDB
MeusicortHMDB
MildisonHMDB
MillidermHMDB
neo-Cort-domeHMDB
Neosporin-H earHMDB
Nystaform-HCHMDB
OptefHMDB
OtalgineHMDB
Otic-neo-cort-domeHMDB
OtobioticHMDB
OtocortHMDB
Otosone-FHMDB
Pediotic suspensionHMDB
PermicortHMDB
Polcort HHMDB
Preparation H hydrocortisone creamHMDB
PrepcortHMDB
Prestwick_265HMDB
Prevex HCHMDB
ProctofoamHMDB
ProtocortHMDB
RacetHMDB
RectoidHMDB
Remederm HCHMDB
SanatisonHMDB
Scalpicin capilarHMDB
SchericurHMDB
Scheroson FHMDB
SigmacortHMDB
SignefHMDB
StiefcorcilHMDB
Systral hydrocortHMDB
TarcortinHMDB
TimocortHMDB
TopicortHMDB
Transderma HHMDB
TraumaideHMDB
UnidermHMDB
Vioform-hydrocortisoneHMDB
VoSol HCHMDB
VytoneHMDB
ZenoxoneHMDB
11-EpicortisolMeSH, HMDB
Hydrocortisone, (11 alpha)-isomerMeSH, HMDB
Hydrocortisone, (9 beta,10 alpha,11 alpha)-isomerMeSH, HMDB
11 EpicortisolMeSH, HMDB
CortifairMeSH, HMDB
EpicortisolMeSH, HMDB
Chemical FormulaC21H30O5
Average Molecular Mass362.460 g/mol
Monoisotopic Mass362.209 g/mol
CAS Registry Number50-23-7
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
Traditional 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
SMILES[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
InChI IdentifierInChI=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
InChI KeyJYGXADMDTFJGBT-VWUMJDOOSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassHydroxysteroids
Direct Parent21-hydroxysteroids
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 21-hydroxysteroid
  • 20-oxosteroid
  • Pregnane-skeleton
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • Oxosteroid
  • 11-beta-hydroxysteroid
  • 11-hydroxysteroid
  • 17-hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic alcohol
  • Tertiary alcohol
  • Alpha-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Cyclic ketone
  • Primary alcohol
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP1.79ALOGPS
logP1.28ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)12.58ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area94.83 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity97.4 m³·mol⁻¹ChemAxon
Polarizability39.45 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 MEOX; 3 TMS)splash10-0f7o-3930000000-b7b43b2fc9f20acfd20bSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0f7o-3930000000-b7b43b2fc9f20acfd20bSpectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-052f-2910000000-2625335a031486ecb302Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-03di-0764390000-da961c85fe1bb83113ddSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-03di-0759000000-b337a46ecfd6de91776bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-05fs-3940000000-2bf712a915c3a2c100a2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-015a-0189000000-61afe49a8d4a96aae3f9Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-00lu-0149000000-b95a11b27f7e7d44dd51Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001l-0019000000-4c4924e6ac472ad52886Spectrum
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-001j-0259000000-fda4e876e9ef04015946Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0009000000-cc8188e19dbdd6210b77Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-07r1-1985000000-b6d756bd554367393be3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00dj-1930000000-120dc8893cc4709c1f6bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00dm-2910000000-d1f01e1bce5fe0108f40Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-05tf-3900000000-4ffd79c22013fe5479b6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-054o-4900000000-fdbed869a0cadc21b64bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-002f-7900000000-dac7b2c5b3f8e8b85086Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-016u-7900000000-3a770c3819f82ea45841Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-016r-9800000000-d261cf7141fbf30715f5Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-056r-0289000000-9a48511b5c3d5fa404e9Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-0759000000-b337a46ecfd6de91776bSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-05fs-3940000000-2bf712a915c3a2c100a2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-03di-0259000000-4a5fba6c9c5e205dd239Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-0019000000-8ad3f8da375dbe757f56Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01r2-0249000000-626e28356285f53f3fe6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a5i-1591000000-0e29016542b4be9b2b71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-50ebf457069ff74ed883Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-114u-2029000000-385a70405fc241c4d5a4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9086000000-3eda615d9551e69f2b4aSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB00741
HMDB IDHMDB0014879
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkHydrocortisone
Chemspider IDNot Available
ChEBI ID17650
PubChem Compound ID5754
Kegg Compound IDC00735
YMDB IDNot Available
ECMDB IDM2MDB005820
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10438974
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2268561