Pregnan-20-one,3,11,17,21-tetrahydroxy-, (3a,5b,11b)-

Names

[ CAS No. ]:
53-02-1

[ Name ]:
Pregnan-20-one,3,11,17,21-tetrahydroxy-, (3a,5b,11b)-

[Synonym ]:
5beta-Tetrahydrocortisol
Urocortisol
3alpha,5beta-Tetrahydrocortisol
Cortisol,tetrahydro
Tetrahydro F
Tetrahydrohydrocortisone
Tetrahydrocompound F
2-hydroxy-1-[(3R,5R,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
Ba 2682

Biological Activity

[Description]:

Tetrahydrocortisol is cortisol metabolite. The urinary Tetrahydrocortisol/Tetrahydrocortisone ratio decreases with increasing 11β-hydroxysteroid dehydrogenase (11β-HSD) activity[1][2].

[Target]

Human Endogenous Metabolite

[References]

[1]. Webster SP, et al. Selection and early clinical evaluation of the brain-penetrant 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor UE2343 (Xanamem™). Br J Pharmacol. 2017 Mar;174(5):396-408.

[2]. Turpeinen U, et al. Determination of free tetrahydrocortisol and tetrahydrocortisone ratio in urine by liquid chromatography-tandem mass spectrometry. Scand J Clin Lab Invest. 2006;66(2):147-59.

Chemical & Physical Properties

[ Density]:
1.253g/cm3

[ Boiling Point ]:
65-67ºC(lit.)

[ Melting Point ]:
-108ºC(lit.)

[ Molecular Formula ]:
C₂₁H₃₄O₅

[ Molecular Weight ]:
366.49200

[ Flash Point ]:
297.6ºC

[ Exact Mass ]:
366.24100

[ PSA ]:
97.99000

[ LogP ]:
1.65330

[ Index of Refraction ]:
n20/D 1.407(lit.)

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU4460000

CHEMICAL NAME :: 5-beta-Pregnan-20-one, 3-alpha,11-beta,17,21-tetrahydroxy-

CAS REGISTRY NUMBER :: 53-02-1

LAST UPDATED :: 199712

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C21-H34-O5

MOLECULAR WEIGHT :: 366.55

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: DNA adduct

TEST SYSTEM :: Human Liver

DOSE/DURATION :: 2 mmol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 370,49,1996

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37

[ RIDADR ]:
UN 2056 3/PG 2

[ RTECS ]:
LU5950000