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Key Documents

SMB01343

Sigma-Aldrich

Tetrahydrocortisol

≥95% (HPLC)

Synonym(s):

5β-Tetrahydrocortisol, THF, Tetrahydro F, Tetrahydrocompound F, Tetrahydrohydrocortisone, Urocortisol

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About This Item

Empirical Formula (Hill Notation):
C21H34O5
CAS Number:
Molecular Weight:
366.49
MDL number:
UNSPSC Code:
51420000
NACRES:
NA.25

Quality Level

Assay

≥95% (HPLC)

form

solid

storage temp.

2-8°C

SMILES string

O=C(CO)[C@@]1(O)CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@@]21C

InChI

1S/C21H34O5/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/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18-,19+,20+,21+/m1/s1

InChI key

AODPIQQILQLWGS-GXBDJPPSSA-N

General description

Tetrahydrocortisol, also known as Urocortisol, falls under the corticosteroid category. It serves as a byproduct of cortisol, playing a potential role in the complex transformation of cortisol into cortoic acids. This substance is naturally generated by lymphocytes and tends to be more prevalent in patients with cancer, adding to its significance in metabolomics research. Additionally, Tetrahydrocortisol is an endogenous derivative of hydrocortisone and acts as an intermediary in the synthesis of β-cortol. Its formation involves a conversion process from cortisol, triggered by the enzyme steroid 5β-reductase and subsequent dehydrogenation carried out by 20β-hydroxysteroid dehydrogenase (20β-HSD) within the liver. Notably, the levels of 5β-tetrahydrocortisol found in urine have been employed as an indicator of cortisol production and are linked with metabolic syndrome, particularly in individuals with obesity. Furthermore, Tetrahydrocortisol and Tetrahydrocortisone are steroids and inactive metabolites of hydrocortisone or cortisol. The THF/THE ratio is a valuable tool for evaluating patient health and diagnosing various medical conditions, highlighting Tetrahydrocortisol′s significance in the fields of biochemical research and metabolomics.

Application

Tetrahydrocortisol finds application in biochemical and metabolomics research.

Features and Benefits

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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