TETRAHYDROCORTISONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H32O5
Molecular Weight	364.4758
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]3([H])[C@@]2([H])CC[C@]4([H])C[C@H](O)CC[C@]34C

InChI

InChIKey=SYGWGHVTLUBCEM-ZIZPXRJBSA-N

InChI=1S/C21H32O5/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/h12-15,18,22-23,26H,3-11H2,1-2H3/t12-,13-,14+,15+,18-,19+,20+,21+/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
In vivo 11beta-HSD-2 activity: variability, salt-sensitivity, and effect of licorice.	2001 Dec 1	11751713
Toxic multinodular goitre in a patient with generalized resistance to thyroid hormone who harbours the R429Q mutation in the thyroid hormone receptor beta gene.	2001 Jan	11167935
Modulation of cortisol metabolism by the growth hormone receptor antagonist pegvisomant in patients with acromegaly.	2001 Jul	11443156
Interference by danazol with the Porter-Silber method for determination of urinary 17-hydroxycorticosteroids.	2001 May	11392505
Hydrolysis of conjugated steroids by the combined use of beta-glucuronidase preparations from helix pomatia and ampullaria: determination of urinary cortisol and its metabolites.	2001 Nov	11576618
Determination of natural corticosteroids in urine samples from sportsmen.	2001 Sep 15	11585134
Steroid hormone metabolism in women with pelvic organ prolapse.	2002 Apr	12012882
11beta-hydroxysteroid dehydrogenase activity in proteinuric patients and the effect of angiotensin-II receptor blockade.	2002 Jul	12153552
Increased cortisol metabolites and reduced activity of 11beta-hydroxysteroid dehydrogenase in patients on hemodialysis.	2002 May	11967038
Endogenous urinary steroids in premenopausal women with uterine leiomyomas.	2004 Jan	14698830
Production rates of cortisol in obesity.	2004 Sep	15483206
Urinary steroid excretion rates in acromegaly.	2005	15900108
Activity of 11beta-hydroxysteroid dehydrogenase type 2 in normotensive blacks and whites.	2005 Summer	16108299
Determination of free tetrahydrocortisol and tetrahydrocortisone ratio in urine by liquid chromatography-tandem mass spectrometry.	2006	16537248
Diurnal excretion of urinary cortisol, cortisone, and cortisol metabolites in chronic fatigue syndrome.	2006 Feb	16439267
Comprehensive study of urinary cortisol metabolites in hyperthyroid and hypothyroid patients.	2006 Jan	16402926
Direct determination of the ratio of tetrahydrocortisol+allo-tetrahydrocortisol to tetrahydrocortisone in urine by LC-MS-MS.	2006 Jan 18	16310418
RP-HPLC method with fluorescence detection for determination of small quantities of triamcinolone in plasma in presence of endogenous steroids after derivatization with 9-anthroyl nitrile; pharmacokinetic studies.	2006 Jul 24	16551513
Urinary cortisol and cortisol metabolite excretion in chronic fatigue syndrome.	2006 Jul-Aug	16868267
Development of a liquid chromatography-tandem mass spectrometry method for the determination of 23 endogenous steroids in small quantities of primate urine.	2008 Feb 1	18054529
Determination of urine steroid profile in untrained men to evaluate recovery after a strength training session.	2008 Jul	18545203
11beta-hydroxysteroid dehydrogenase 2 activity is elevated in severe obesity and negatively associated with insulin sensitivity.	2008 Jun	18421276
Impaired glucose tolerance and insulin resistance are associated with increased adipose 11beta-hydroxysteroid dehydrogenase type 1 expression and elevated hepatic 5alpha-reductase activity.	2008 Oct	18633104
Simultaneous determination of twelve tetrahydrocorticosteroid glucuronides in human urine by liquid chromatography/electrospray ionization-linear ion trap mass spectrometry.	2009 Dec 15	19874001
Urinary steroid profile after the completion of concentric and concentric/eccentric trials with the same total workload.	2009 Jun	19886389
11β-Hydroxysteroid dehydrogenase type-2 and type-1 (11β-HSD2 and 11β-HSD1) and 5β-reductase activities in the pathogenia of essential hypertension.	2010 Feb	19882252
Intense physical exercise increases systemic 11beta-hydroxysteroid dehydrogenase type 1 activity in healthy adult subjects.	2010 Mar	19902242

Name

Type

Language

TETRAHYDROCORTISONE

Common Name

English

TETRAHYDROCORTISONE [MI]

Common Name

English

UROCORTISONE

Common Name

English

NSC-76984

Code

English

Classification Tree Code System Code

LOINC

82894-7