Survey with prize
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Record Information
Version1.0
Creation Date2016-09-30 22:19:10 UTC
Update Date2020-05-21 16:28:52 UTC
BMDB IDBMDB0000063
Secondary Accession Numbers
  • BMDB00063
Metabolite Identification
Common NameCortisol
DescriptionCortisol, also known as hydrocortisone or HC, 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. Thus, cortisol is considered to be a steroid lipid molecule. Cortisol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
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 Weight362.4599
Monoisotopic Molecular Weight362.20932407
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
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
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
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Endoplasmic reticulum
  • Membrane
  • Mitochondria
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Endoplasmic reticulum
  • Membrane
  • Mitochondria
Biospecimen Locations
  • Adipose Tissue
  • Adrenal Cortex
  • Adrenal Gland
  • Adrenal Medulla
  • Bladder
  • Brain
  • Epidermis
  • Fibroblasts
  • Intestine
  • Kidney
  • Leukocyte
  • Liver
  • Mammary Gland
  • Neuron
  • Ovary
  • Pancreas
  • Placenta
  • Platelet
  • Prostate Tissue
  • Skeletal Muscle
  • Spleen
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Adipose TissueExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Adrenal CortexExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Adrenal GlandExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Adrenal MedullaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
BladderExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
BrainExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
EpidermisExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
FibroblastsExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
IntestineExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
LeukocyteExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
NeuronExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
OvaryExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
PancreasExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
PlateletExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Prostate TissueExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Skeletal MuscleExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
SpleenExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
TestisExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0014879
DrugBank IDDB00741
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC00735
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHydrocortisone
METLIN IDNot Available
PubChem Compound5754
PDB IDNot Available
ChEBI ID17650
References
Synthesis ReferenceHanson, 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
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
A cytochrome P450 monooxygenase involved in the biosynthesis of adrenal corticoids. Catalyzes the hydroxylation of carbon hydrogen bond at 11-beta position of 11-deoxycortisol and 11-deoxycorticosterone/21-hydroxyprogesterone yielding cortisol or corticosterone, respectively. Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate and reducing the second into a water molecule. Two electrons are provided by NADPH via a two-protein mitochondrial transfer system comprising flavoprotein FDXR (adrenodoxin/ferredoxin reductase) and nonheme iron-sulfur protein FDX1 or FDX2 (adrenodoxin/ferredoxin).
Gene Name:
CYP11B1
Uniprot ID:
P15150
Molecular weight:
57847.0
Reactions
Cortexolone + Oxygen + Reduced adrenal ferredoxin → Cortisol + Water + Oxidized adrenal ferredoxindetails
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Specifically catalyzes the 21-hydroxylation of steroids. Required for the adrenal synthesis of mineralocorticoids and glucocorticoids.
Gene Name:
CYP21
Uniprot ID:
P00191
Molecular weight:
56077.0
Reactions
21-Deoxycortisol + Oxygen + Reduced acceptor → Cortisol + Water + Acceptordetails