Tetrahydrocortisone
Names
IUPAC name
3α,17,21-Trihydroxy-5β-pregnane-11,20-dione
Systematic IUPAC name
(1R ,3aS ,3bS ,5aR ,7R ,9aS ,9bS ,11aS )-1,7-Dihydroxy-1-(hydroxyacetyl)-9a,11a-dimethylhexadecahydro-10H -cyclopenta[a ]phenanthren-10-one
Other names
Urocortisone; 3α,5β-Tetrahydrocortisone
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard
100.000.148
UNII
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
Y Key: SYGWGHVTLUBCEM-ZIZPXRJBSA-N
Y 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
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
C21 H32 O5
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).
Infobox references
Tetrahydrocortisone , or urocortisone , also known as 3α,17α,21-trihydroxy-5β-pregnane-11,20-dione , is a steroid and an inactive metabolite of cortisone .[ 1]
See also
Tetrahydrocortisol
Tetrahydrocorticosterone
References
Endogenous steroids
Precursors
Cholesterol
22R -Hydroxycholesterol
20α,22R -Dihydroxycholesterol
Pregnenolone
11β-Hydroxypregnenolone
17α-Hydroxypregnenolone
21-Hydroxypregnenolone
17α,21-Dihydroxypregnenolone
11β,17α,21-Trihydroxypregnenolone
Corticosteroids
Glucocorticoids
Metabolites: 5α-Dihydrocortisol
3α,5α-Tetrahydrocortisol
Mineralocorticoids
Sex steroids
Androgens
Metabolites: 3α-Androstanediol
3α-Androstanediol glucuronide
3β-Androstanediol
5β-Dihydrotestosterone
3α-Etiocholanediol
3β-Etiocholanediol
Androstanetriols
Androstenediol sulfate
Androstenetriol
Androsterone glucuronide
Androsterone sulfate
Dihydrotestosterone glucuronide
Dihydrotestosterone sulfate
Etiocholanedione
Etiocholanolone
Etiocholanolone glucuronide
Epietiocholanolone
Testosterone glucuronide
Testosterone sulfate
Estrogens
Metabolites: 2-Methoxyestradiol
2-Methoxyestrone
2-Methoxyestriol
4-Methoxyestriol
Estradiol disulfate
Estradiol glucuronide
Estradiol 3-glucuronide
Estradiol 3-glucuronide 17β-sulfate
Estradiol sulfate
Estradiol 17β-sulfate
Estrone glucuronide
Estrone sulfate
Estriol glucuronide
Estriol sulfate
Lipoidal estradiol (e.g., estradiol stearate, estradiol palmitate)
Progestogens
Metabolites: Allopregnanediol
Pregnanediol
Pregnanediol glucuronide
Pregnanetriol
Neurosteroids Others