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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:39 UTC
Update Date2021-09-14 15:40:09 UTC
HMDB IDHMDB0003180
Secondary Accession Numbers
  • HMDB03180
Metabolite Identification
Common NameCortol
DescriptionCortol 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, cortol is considered to be a steroid. Based on a literature review very few articles have been published on Cortol.
Structure
Data?1582752265
Synonyms
ValueSource
20alpha-CortolHMDB
3alpha,11beta,17,20alpha,21-PentahydroxypregnaneHMDB
5beta-Pregnane-3alpha,11beta,17,20,21-pentolHMDB
alpha-CortolHMDB
Cortol, (3alpha,5beta,11beta,20R)-isomerMeSH, HMDB
Cortol, (3beta,5beta,11beta,20R)-isomerMeSH, HMDB
Cortol, (11beta)-isomerMeSH, HMDB
Cortol, (3alpha,5alpha,11beta,20S)-isomerMeSH, HMDB
Cortol, (3beta,5alpha,11beta,20R)-isomerMeSH, HMDB
Chemical FormulaC21H36O5
Average Molecular Weight368.5075
Monoisotopic Molecular Weight368.256274262
IUPAC Name(1S,2S,5R,7R,10S,11S,14R,15S,17S)-14-[(1S)-1,2-dihydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14,17-triol
Traditional Namecortol
CAS Registry Number516-38-1
SMILES
[H][C@@]12CC[C@](O)([C@@H](O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C
InChI Identifier
InChI=1S/C21H36O5/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/h12-18,22-26H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,17+,18-,19+,20+,21+/m1/s1
InChI KeyFFPUNPBUZDTHJI-XPOJVAQCSA-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
  • Pregnane-skeleton
  • 3-hydroxysteroid
  • 11-beta-hydroxysteroid
  • 11-hydroxysteroid
  • 3-alpha-hydroxysteroid
  • 17-hydroxysteroid
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Polyol
  • Primary alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxygen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.05 g/LALOGPS
logP1.43ALOGPS
logP0.5ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)12.99ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area101.15 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity98.37 m³·mol⁻¹ChemAxon
Polarizability41.55 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available185.831661259
DarkChem[M-H]-PredictedNot Available179.8131661259

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
Cortol,1TMS,#13236.517https://arxiv.org/abs/1905.12712
Cortol,1TMS,#23203.4233https://arxiv.org/abs/1905.12712
Cortol,1TMS,#33194.3413https://arxiv.org/abs/1905.12712
Cortol,1TMS,#43147.5986https://arxiv.org/abs/1905.12712
Cortol,1TMS,#53230.5137https://arxiv.org/abs/1905.12712
Cortol,2TMS,#13211.9297https://arxiv.org/abs/1905.12712
Cortol,2TMS,#23118.225https://arxiv.org/abs/1905.12712
Cortol,2TMS,#33245.2698https://arxiv.org/abs/1905.12712
Cortol,2TMS,#43240.2524https://arxiv.org/abs/1905.12712
Cortol,2TMS,#53191.326https://arxiv.org/abs/1905.12712
Cortol,2TMS,#63105.1382https://arxiv.org/abs/1905.12712
Cortol,2TMS,#73195.3013https://arxiv.org/abs/1905.12712
Cortol,2TMS,#83186.771https://arxiv.org/abs/1905.12712
Cortol,2TMS,#93087.3557https://arxiv.org/abs/1905.12712
Cortol,2TMS,#103099.8418https://arxiv.org/abs/1905.12712
Cortol,3TMS,#13108.2085https://arxiv.org/abs/1905.12712
Cortol,3TMS,#23224.356https://arxiv.org/abs/1905.12712
Cortol,3TMS,#33212.8752https://arxiv.org/abs/1905.12712
Cortol,3TMS,#43150.8992https://arxiv.org/abs/1905.12712
Cortol,3TMS,#53158.1726https://arxiv.org/abs/1905.12712
Cortol,3TMS,#63253.8892https://arxiv.org/abs/1905.12712
Cortol,3TMS,#73106.2998https://arxiv.org/abs/1905.12712
Cortol,3TMS,#83164.1692https://arxiv.org/abs/1905.12712
Cortol,3TMS,#93109.6477https://arxiv.org/abs/1905.12712
Cortol,3TMS,#103077.7227https://arxiv.org/abs/1905.12712
Cortol,4TMS,#13156.2715https://arxiv.org/abs/1905.12712
Cortol,4TMS,#23153.724https://arxiv.org/abs/1905.12712
Cortol,4TMS,#33230.37https://arxiv.org/abs/1905.12712
Cortol,4TMS,#43175.398https://arxiv.org/abs/1905.12712
Cortol,4TMS,#53108.8816https://arxiv.org/abs/1905.12712
Cortol,5TMS,#13178.2668https://arxiv.org/abs/1905.12712
Cortol,1TBDMS,#13490.1147https://arxiv.org/abs/1905.12712
Cortol,1TBDMS,#23455.9766https://arxiv.org/abs/1905.12712
Cortol,1TBDMS,#33458.3303https://arxiv.org/abs/1905.12712
Cortol,1TBDMS,#43385.6357https://arxiv.org/abs/1905.12712
Cortol,1TBDMS,#53470.943https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#13716.157https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#23721.6797https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#33678.3628https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#43581.1313https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#53688.5166https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#63667.272https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#73576.305https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#83672.2695https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#93570.2683https://arxiv.org/abs/1905.12712
Cortol,2TBDMS,#103536.7188https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#13960.551https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#23901.2295https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#33817.1921https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#43902.3787https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#53821.5361https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#63749.2634https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#73875.5005https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#83794.2615https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#93739.9294https://arxiv.org/abs/1905.12712
Cortol,3TBDMS,#103737.2676https://arxiv.org/abs/1905.12712
Cortol,4TBDMS,#14154.409https://arxiv.org/abs/1905.12712
Cortol,4TBDMS,#24048.1074https://arxiv.org/abs/1905.12712
Cortol,4TBDMS,#33974.5107https://arxiv.org/abs/1905.12712
Cortol,4TBDMS,#43979.4556https://arxiv.org/abs/1905.12712
Cortol,4TBDMS,#53943.2107https://arxiv.org/abs/1905.12712
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udr-2429000000-15aec784a8a0f9847c392017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0006-1110059000-84282b604dba72fc15ed2017-10-06View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uyi-0019000000-ba136f37a2b1c6cc07b32016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-0029000000-8987ce2c3818b2578b212016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01pc-0392000000-996110fcbde05d8ebfbd2016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-4ee4e5cd610587f4dffc2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ap1-3049000000-8673fac31109d071b1bb2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4u-5098000000-4178c0caf4b916c307492016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-e47b1d7b6bec3d0dacc32021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1923000000-0f1e61a5efa16b0e413f2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014j-8690000000-4163d4f15643bf736eaa2021-09-22View Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified0.23 +/- 0.16 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.047 (0.038-0.065) umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified0.035 (0.026-0.046) umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified0.039 +/- 0.0065 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified0.00048 +/- 0.0000029 umol/mmol creatinineAdult (>18 years old)Female
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified0.039 +/- 0.0078 umol/mmol creatinineAdult (>18 years old)Female
Eating disorder
details
UrineDetected and Quantified0.072 +/- 0.015 umol/mmol creatinineAdult (>18 years old)Female
Eating disorder
details
UrineDetected and Quantified0.0001 +/- 0.0001 umol/mmol creatinineAdult (>18 years old)FemaleStress urinary incontinence details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023120
KNApSAcK IDNot Available
Chemspider ID216069
KEGG Compound IDC05482
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID3174
PubChem Compound246873
PDB IDNot Available
ChEBI ID3898
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Poor V, Biro I, Bufa A, Gati A, Fenyvesi I, Juricskay S, Tenyi T, Kilar F: Urinary steroids in young women with eating disorders. J Biochem Biophys Methods. 2004 Oct 29;61(1-2):199-205. [PubMed:15560936 ]
  2. Setchell KD, Shackleton CH: The in vivo metabolism of cortisol and corticosterone by the macaque monkey (Macaca fascicularis). Acta Endocrinol (Copenh). 1975 Jan;78(1):91-109. [PubMed:1172896 ]