Livestock Metabolome Database: Showing metabocard for Cortisol (LMDB00028)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:40:47 UTC

Update Date

2016-07-19 23:08:56 UTC

Lmdb

LMDB00028

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cortisol

Description

Cortisol is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress; The main glucocorticoid secreted by the adrenal cortex. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions. As an oral or injectable drug, cortisol is also known as hydrocortisone. It is used as an immunosuppressive drug, given by injection in the treatment of severe allergic reactions such as anaphylaxis and angioedema, in place of prednisolone in patients who need steroid treatment but cannot take oral medication, and peri-operatively in patients on long-term steroid treatment to prevent an Addisonian crisis. Cortisol or Hydrocortisone is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress. It increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Its synthetic counterpart (hydrocortisone) is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions. Cortisol is synthesized from pregnenolone. The amount of cortisol present in the serum undergoes diurnal variation, with the highest levels present in the early morning, and lower levels in the evening, several hours after the onset of sleep. Cortisol is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress; it increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Synthetic cortisol, also known as hydrocortisone, is used as a drug mainly to fight allergies and inflammation; it increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Synthetic cortisol, also known as hydrocortisone, is used as a drug mainly to fight allergies and inflammation.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(11beta)-11,17,21-Trihydroxypregn-4-ene-3,20-dione	ChEBI
11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione	ChEBI
11beta-Hydrocortisone	ChEBI
17-Hydroxycorticosterone	ChEBI
4-Pregnen-11beta,17alpha,21-triol-3,20-dione	ChEBI
Hidrocortisona	ChEBI
Hydrocortisone	ChEBI
Hydrocortisonum	ChEBI
Kendall's compound F	ChEBI
Reichstein's substance m	ChEBI
HC	Kegg
Acticort	Kegg
Anusol HC	Kegg
Colocort	Kegg
Cortef	Kegg
Hytone	Kegg
Plenadren	Kegg
(11b)-11,17,21-Trihydroxypregn-4-ene-3,20-dione	Generator
(11Β)-11,17,21-trihydroxypregn-4-ene-3,20-dione	Generator
11b,17a,21-Trihydroxy-4-pregnene-3,20-dione	Generator
11Β,17α,21-trihydroxy-4-pregnene-3,20-dione	Generator
11b-Hydrocortisone	Generator
11Β-hydrocortisone	Generator
4-Pregnen-11b,17a,21-triol-3,20-dione	Generator
4-Pregnen-11β,17α,21-triol-3,20-dione	Generator
11beta-Hydroxycortisone	HMDB
17alpha-Hydroxycorticosterone	HMDB
Anti-inflammatory hormone	HMDB
Dihydrocostisone	HMDB
Hydrocorticosterone	HMDB
Hydrocortisone acetate	HMDB
Hydrocortisone alcohol	HMDB
Hydrocortisone base	HMDB
Hydrocortisone butyrate	HMDB
Hydrocortisone free alcohol	HMDB
Hydrocortisone sodium phosphate	HMDB
Hydrocortisone valerate	HMDB
Hydroxycortisone	HMDB
Idrocortisone	HMDB
Balneol-HC	ChEMBL, HMDB
CORTRIL	ChEMBL, HMDB, MeSH
Cetacort	ChEMBL, HMDB
Cort-dome	ChEMBL, HMDB
Flexicort	ChEMBL, HMDB
Hi-cor	ChEMBL, HMDB
Hydrocortisone in absorbase	ChEMBL, HMDB
Nogenic HC	ChEMBL, HMDB
Aeroseb-HC	ChEMBL, HMDB
Ala-cort	ChEMBL, HMDB
Ala-scalp	ChEMBL, HMDB
Penecort	ChEMBL, HMDB
Texacort	ChEMBL, HMDB
H-Cort	ChEMBL, HMDB
HYDROCORTONE	ChEMBL, HMDB
Ophthocort	ChEMBL, HMDB
Terra-cortril	ChEMBL, HMDB
Cor-oticin	ChEMBL, HMDB
Nutracort	ChEMBL, HMDB
Cortifoam	ChEMBL, HMDB
Glycort	ChEMBL, HMDB
HC #1	ChEMBL, HMDB
HC #4	ChEMBL, HMDB
Proctocort	ChEMBL, HMDB
Anucort-HC	ChEMBL, HMDB
Cortenema	ChEMBL, HMDB
Dermacort	ChEMBL, HMDB
Micort-HC	ChEMBL, HMDB
Synacort	ChEMBL, HMDB
U-cort	ChEMBL, HMDB
Eldecort	ChEMBL, HMDB
Epicort	ChEMBL, HMDB
neo-Cortef	ChEMBL, HMDB
Stie-cort	ChEMBL, HMDB
Anusol-HC	ChEMBL, HMDB
Beta-HC	ChEMBL, HMDB
hydro-RX	ChEMBL, HMDB
Locoid	ChEMBL, HMDB
b-HC	Generator, HMDB
β-HC	Generator, HMDB
11-beta-Hydrocortisone	HMDB
11-beta-Hydroxycortisone	HMDB
11-Hydrocortisone	HMDB
11a-Hydroxycorticosterone	HMDB
11alpha-Hydroxycorticosterone	HMDB
11b,17,21-Trihydroxyprogesterone	HMDB
11b-Hydroxycortisone	HMDB
11beta,17,21-Trihydroxyprogesterone	HMDB
17a-Hydroxycorticosterone	HMDB
4-Pregnene-11alpha,21-triol 3,20-dione	HMDB
4-Pregnene-11b,17a,21-triol-3,20-dione	HMDB
Aeroseb HC	HMDB
Alacort	HMDB
Algicirtis	HMDB
Alphaderm	HMDB
Amberin	HMDB
Anflam	HMDB
Aquacort	HMDB
Aquanil HC	HMDB
Barseb HC	HMDB
Basan-corti	HMDB
CaldeCORT spray	HMDB
Chronocort	HMDB
Clear aid	HMDB
Cleiton	HMDB
Cobadex	HMDB
Compound F	HMDB
Cor-tar-quin	HMDB
Cort-quin	HMDB
Cortanal	HMDB
Cortesal	HMDB
Corticreme	HMDB
Cortifan	HMDB
Cortiment	HMDB
Cortisol alcohol	HMDB
Cortisolonum	HMDB
Cortisporin	HMDB
Cortisporin otico	HMDB
Cortispray	HMDB
Cortizol	HMDB
Cortolotion	HMDB
Cortonema	HMDB
Cortoxide	HMDB
Cremesone	HMDB
Cremicort-H	HMDB
Cutisol	HMDB
Delacort	HMDB
Derm-aid	HMDB
Dermil	HMDB
Dermolate	HMDB
Dioderm	HMDB
Dome-cort	HMDB
Domolene-HC	HMDB
Drotic	HMDB
Ef corlin	HMDB
Efcorbin	HMDB
Efcortelan	HMDB
Efcortelin	HMDB
Eldercort	HMDB
Epiderm H	HMDB
Esiderm H	HMDB
Evacort	HMDB
Ficortril	HMDB
Fiocortril	HMDB
Foille insetti	HMDB
Genacort	HMDB
gyno-Cortisone	HMDB
Heb cort	HMDB
Heb-cort	HMDB
Hidalone	HMDB
hidro-Colisona	HMDB
Hycort	HMDB
Hycortol	HMDB
Hycortole	HMDB
Hydracort	HMDB
Hydrasson	HMDB
hydro-Adreson	HMDB
hydro-Colisona	HMDB
Hydrocort	HMDB
Hydrocortal	HMDB
Hydrocortistab	HMDB
Hydrocortisyl	HMDB
Hydroskin	HMDB
Hysone	HMDB
Hytisone	HMDB
Hytone lotion	HMDB
Incortin-H	HMDB
Incortin-hydrogen	HMDB
Komed HC	HMDB
Kyypakkaus	HMDB
Lacticare HC	HMDB
Lacticare-HC	HMDB
Lactisona	HMDB
Lubricort	HMDB
Maintasone	HMDB
Medicort	HMDB
Meusicort	HMDB
Mildison	HMDB
Milliderm	HMDB
neo-Cort-dome	HMDB
Neosporin-H ear	HMDB
Nystaform-HC	HMDB
Optef	HMDB
Otalgine	HMDB
Otic-neo-cort-dome	HMDB
Otobiotic	HMDB
Otocort	HMDB
Otosone-F	HMDB
Pediotic suspension	HMDB
Permicort	HMDB
Polcort H	HMDB
Preparation H hydrocortisone cream	HMDB
Prepcort	HMDB
Prestwick_265	HMDB
Prevex HC	HMDB
Proctofoam	HMDB
Protocort	HMDB
Racet	HMDB
Rectoid	HMDB
Remederm HC	HMDB
Sanatison	HMDB
Scalpicin capilar	HMDB
Schericur	HMDB
Scheroson F	HMDB
Sigmacort	HMDB
Signef	HMDB
Stiefcorcil	HMDB
Systral hydrocort	HMDB
Tarcortin	HMDB
Timocort	HMDB
Topicort	HMDB
Transderma H	HMDB
Traumaide	HMDB
Uniderm	HMDB
Vioform-hydrocortisone	HMDB
VoSol HC	HMDB
Vytone	HMDB
Zenoxone	HMDB
11-Epicortisol	MeSH, HMDB
Hydrocortisone, (11 alpha)-isomer	MeSH, HMDB
Hydrocortisone, (9 beta,10 alpha,11 alpha)-isomer	MeSH, HMDB
11 Epicortisol	MeSH, HMDB
Cortifair	MeSH, HMDB
Epicortisol	MeSH, HMDB

Chemical Formula

C₂₁H₃₀O₅

Average Molecular Weight

362.4599

Monoisotopic Molecular Weight

362.20932407

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

CAS Registry Number

50-23-7

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 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 Key

JYGXADMDTFJGBT-CZFMHFDVSA-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-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 Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:17650 )
11beta-hydroxy steroid (CHEBI:17650 )
17alpha-hydroxy steroid (CHEBI:17650 )
glucocorticoid (CHEBI:17650 )
20-oxo steroid (CHEBI:17650 )
21-hydroxy steroid (CHEBI:17650 )
C21-steroid (CHEBI:17650 )
Pregnane and derivatives [Fig] (C00735 )
Glucocorticoids (C00735 )
C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C00735 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030001 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.79	ALOGPS
logP	1.28	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.4 m³·mol⁻¹	ChemAxon
Polarizability	39.45 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (2 MEOX; 3 TMS)	splash10-0f7o-3930000000-b7b43b2fc9f20acfd20b	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0f7o-3930000000-b7b43b2fc9f20acfd20b	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-052f-2910000000-2625335a031486ecb302	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-03di-0764390000-da961c85fe1bb83113dd	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03di-0759000000-b337a46ecfd6de91776b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-05fs-3940000000-2bf712a915c3a2c100a2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-015a-0189000000-61afe49a8d4a96aae3f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-00lu-0149000000-b95a11b27f7e7d44dd51	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-001l-0019000000-4c4924e6ac472ad52886	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-001j-0259000000-fda4e876e9ef04015946	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-03di-0009000000-cc8188e19dbdd6210b77	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-07r1-1985000000-b6d756bd554367393be3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00dj-1930000000-120dc8893cc4709c1f6b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00dm-2910000000-d1f01e1bce5fe0108f40	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05tf-3900000000-4ffd79c22013fe5479b6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-054o-4900000000-fdbed869a0cadc21b64b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-002f-7900000000-dac7b2c5b3f8e8b85086	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-016u-7900000000-3a770c3819f82ea45841	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-016r-9800000000-d261cf7141fbf30715f5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-056r-0289000000-9a48511b5c3d5fa404e9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-0759000000-b337a46ecfd6de91776b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-05fs-3940000000-2bf712a915c3a2c100a2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0259000000-4a5fba6c9c5e205dd239	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-0019000000-8ad3f8da375dbe757f56	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01r2-0249000000-626e28356285f53f3fe6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a5i-1591000000-0e29016542b4be9b2b71	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0009000000-50ebf457069ff74ed883	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-114u-2029000000-385a70405fc241c4d5a4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9086000000-3eda615d9551e69f2b4a	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Plasma

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Plasma	Detected and Quantified	0.877 +/- 0.0248-0.877+/-0.052 uM	Not Available	Porcine	22513987	details
Plasma	Detected and Quantified	0.930 +/- 0.0359-0.99+/-0.028 uM	Not Available	Porcine	22513987	details
Plasma	Detected and Quantified	1.167 +/- 0.0193-1.67+/-0.028 uM	Not Available	Porcine	22513987	details