tetrahydrocortisone

Tetrahydrocortisone
Names
	IUPAC name (3R,5R,8S,9S,10S,13S,14S,17R)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-11-one
	Other names Urocortisone; 3alpha,17,21-Trihydroxypregnane-11,20-dione
Identifiers
CAS Number	53-05-4 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1908043 ;
ChemSpider	5657 ;
ECHA InfoCard	100.000.148
PubChem CID	5866;
UNII	5HF9TM2D15 ;
	InChI 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 Key: SYGWGHVTLUBCEM-ZIZPXRJBSA-N ; InChI=1/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 Key: SYGWGHVTLUBCEM-ZIZPXRJBBU;
	SMILES O=C2[C@H]3[C@H]([C@@H]1CC[C@](O)(C(=O)CO)[C@@]1(C)C2)CC[C@@H]4C[C@H](O)CC[C@]34C;
Properties
Chemical formula	C21H32O5
Molar mass	364.48 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2019/08/05 09:20:42」(JST)

Tetrahydrocortisone, or urocortisone, is a steroid and an inactive metabolite of cortisone.^[1]

^ Thomas L. Lemke; David A. Williams (24 January 2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 915–. ISBN 978-1-60913-345-0.

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Selection and early clinical evaluation of the brain-penetrant 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor UE2343 (Xanamem™).

Webster SP1, McBride A1, Binnie M1, Sooy K1, Seckl JR1, Andrew R1, Pallin TD2, Hunt HJ3, Perrior TR4, Ruffles VS5, Ketelbey JW5, Boyd A6, Walker BR1.
British journal of pharmacology.Br J Pharmacol.2017 Mar;174(5):396-408. doi: 10.1111/bph.13699. Epub 2017 Jan 25.
PMID 28012176

Kotłowska A1, Puzyn T2, Sworczak K3, Stepnowski P4, Szefer P5.
International journal of molecular sciences.Int J Mol Sci.2017 Jan 29;18(2). pii: E294. doi: 10.3390/ijms18020294.
PMID 28146078

Urinary steroid metabolites in a case of florid Ectopic Cushing's syndrome and clinical correlations.

Kyriacou A1, Stepien KM2, Issa B1.
Hormones (Athens, Greece).Hormones (Athens).2016 Oct;15(4):540-547. doi: 10.14310/horm.2002.1695.
PMID 28222414

Classic and non-classic 21-hydroxylase deficiency can be discriminated from P450 oxidoreductase deficiency in Japanese infants by urinary steroid metabolites

Potential Corticoid Metabolites: Chemical Synthesis of 3- and 21-Monosulfates and Their Double-Conjugates of Tetrahydrocorticosteroids in the 5.ALPHA.- and 5.BETA.-Series

Spironolactone Effective Hypertension in the Elderly Due to 11.BETA.-hydroxysteroid Dehydrogenase Type 2 (11.BETA.-HSD2) Impairment: Contributory Role of Determining Serum Cortisol/Cortisone Ratio as a Marker of 11.BETA.-HSD2 Activity