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Record Information
StatusDetected and Quantified
Creation Date2007-04-12 19:06:39 UTC
Update Date2020-10-09 21:04:12 UTC
Secondary Accession Numbers
  • HMDB05972
Metabolite Identification
Common NameTetrahydrodeoxycortisol
DescriptionTetrahydrodeoxycortisol (THS) is a mineralocorticoid, the main urinary metabolite of 11-deoxycortisol. THS excretion is significantly associated with tetrahydroaldosterone excretion, total androgen excretion, and cortisol metabolites. Aldosterone synthesis is highly heritable and is affected by genotype at CYP11B1. Variation in the region of chromosome 8 including the genes steroid 11-beta-hydroxylase (CYP11B1) and aldosterone synthase (CYP11B2) influences mineralocorticoid and glucocorticoid metabolism; differences in 11-hydroxylation efficiency can have downstream effects on mineralocorticoid synthesis. Such effects may be of relevance to the development of low-renin essential hypertension. Genotype differences in CYP11B1 explains approximately 5% of the variance in urinary THS excretion in the population. Excretion of THS is heritable (19.4%) and the T-allele of the -344 C/T polymorphism of CYP11B2 is more strongly associated with higher THS levels than the C-allele. (PMID: 16984984 , 15522937 , 15272911 ).
5 beta-Pregnane-3alpha,17alpha,21-triol-20-oneHMDB
Tetrahydro compound SHMDB
3 alpha, 17,21-Trihydroxy-5 beta-pregnan-20-oneHMDB
Tetrahydro-reichstein's substance SHMDB
Chemical FormulaC21H34O4
Average Molecular Weight350.4923
Monoisotopic Molecular Weight350.245709576
IUPAC Name1-[(1S,2S,5R,7R,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyltetracyclo[²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2-hydroxyethan-1-one
Traditional Nametetrahydro-s
CAS Registry Number68-60-0
InChI Identifier
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
  • Progestogin-skeleton
  • 21-hydroxysteroid
  • 20-oxosteroid
  • Pregnane-skeleton
  • 3-hydroxysteroid
  • Oxosteroid
  • 3-alpha-hydroxysteroid
  • 17-hydroxysteroid
  • Cyclic alcohol
  • Tertiary alcohol
  • Alpha-hydroxy ketone
  • Ketone
  • Secondary alcohol
  • Primary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physiological effect

Health effect:


Route of exposure:


Biological location:


Naturally occurring process:


Biological role:

Industrial application:

Physical Properties
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.044 g/LALOGPS
pKa (Strongest Acidic)12.59ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity96.01 m³·mol⁻¹ChemAxon
Polarizability40.06 ųChemAxon
Number of Rings4ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00vi-1691000000-505dadab0d513b5e6ab3Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00vi-1691000000-505dadab0d513b5e6ab3Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05v3-4398000000-6a2c90339fca7bd2d7f4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0udi-1014290000-45f9340b322c9f38f64aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-0029000000-2dafef0c1c57c19d1617Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lu-0098000000-04fb94b06295b11c2c4bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00fs-0491000000-808f4214bb9c8457d0caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0019000000-f2cfd2cd5c4f89708bc9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05v4-3089000000-b615dbc2d0bb4012fa7aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6093000000-32c633b5606b6e86a566Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Normal Concentrations
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
      Not Available
UrineDetected and Quantified<0.0333 umol/mmol creatinineNot SpecifiedBothNormal details
UrineDetected and Quantified0.092 +/- 0.055 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified0.000031 +/- 0.000093 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
Abnormal Concentrations
UrineDetected and Quantified0.011 +/- 0.0092 umol/mmol creatinineAdult (>18 years old)FemalePregnant with an anencephalic foetus details
UrineDetected and Quantified0.036 +/- 0.024 umol/mmol creatinineAdult (>18 years old)BothPregnant with a normal foetus details
UrineDetected and Quantified0.713-1.580 umol/mmol creatinineNewborn (0-30 days old)Female11-beta-hydroxylase deficiency details
UrineDetected and Quantified0.360-0.960 umol/mmol creatinineChildren (1-13 years old)Both11-beta-hydroxylase deficiency details
UrineDetected and Quantified0.022 +/- 0.014 umol/mmol creatinineAdult (>18 years old)FemaleThyroid cancer details
UrineDetected and Quantified0.000072 +/- 0.0001 umol/mmol creatinineAdult (>18 years old)FemaleStress urinary incontinence details
Associated Disorders and Diseases
Disease References
Thyroid cancer
  1. Kim KM, Jung BH, Lho DS, Chung WY, Paeng KJ, Chung BC: Alteration of urinary profiles of endogenous steroids and polyunsaturated fatty acids in thyroid cancer. Cancer Lett. 2003 Dec 30;202(2):173-9. [PubMed:14643447 ]
11-beta-Hydroxylase deficiency
  1. Burren CP, Montalto J, Yong AB, Batch JA: CYP11 beta 1 (11-beta-hydroxylase) deficiency in congenital adrenal hyperplasia. J Paediatr Child Health. 1996 Oct;32(5):433-8. [PubMed:8933406 ]
Associated OMIM IDs
  • 202010 (11-beta-Hydroxylase deficiency)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023794
KNApSAcK IDNot Available
Chemspider ID58998
KEGG Compound IDC14594
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound65555
PDB IDNot Available
ChEBI ID34352
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000477
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Imrie H, Freel M, Mayosi BM, Davies E, Fraser R, Ingram M, Cordell HJ, Farrall M, Avery PJ, Watkins H, Keavney B, Connell JM: Association between aldosterone production and variation in the 11beta-hydroxylase (CYP11B1) gene. J Clin Endocrinol Metab. 2006 Dec;91(12):5051-6. Epub 2006 Sep 19. [PubMed:16984984 ]
  2. Keavney B, Mayosi B, Gaukrodger N, Imrie H, Baker M, Fraser R, Ingram M, Watkins H, Farrall M, Davies E, Connell J: Genetic variation at the locus encompassing 11-beta hydroxylase and aldosterone synthase accounts for heritability in cortisol precursor (11-deoxycortisol) urinary metabolite excretion. J Clin Endocrinol Metab. 2005 Feb;90(2):1072-7. Epub 2004 Nov 2. [PubMed:15522937 ]
  3. Kennon B, Ingram MC, Friel EC, Anderson NH, MacKenzie SM, Davies E, Shakerdi L, Wallace AM, Fraser R, Connell JM: Aldosterone synthase gene variation and adrenocortical response to sodium status, angiotensin II and ACTH in normal male subjects. Clin Endocrinol (Oxf). 2004 Aug;61(2):174-81. [PubMed:15272911 ]