20-beta-Dihydrocortisol

cas: 116-58-5 — see every product listed under this CAS number, including other names

20-beta-Dihydrocortisol (CAS 116-58-5) is a chemical reagent available from Chemat. Available pack sizes: on request. Offered by: Chemat Brand.

brandChemat Brand
catalog numberULC278
cas116-58-5
sizeon request
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Structural formula: {0} (CAS {1})

20beta-dihydrocortisol is a 17alpha-hydroxy-C21-steroid that is cortisol in which the 20-oxo group has been reduced to a hydroxy group. It is a metabolite of cortisol identified in the urine of horses and humans, and its urinary excretion is increased in obesity. It has a role as a mammalian metabolite and a human urinary metabolite. It is a 17alpha-hydroxy-C21-steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-hydroxy steroid and a 3-oxo-Delta(4) steroid. It is functionally related to a cortisol.

Source: ChEBI

Identity
Molecular formulaC21H32O5
Molecular weight364.5 g/mol
IUPAC name(8S,9S,10R,11S,13S,14S,17R)-17-[(1R)-1,2-dihydroxyethyl]-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
InChIKeyAWWCEQOCFFQUKS-LCGKLAOVSA-N
SMILESC[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4([C@@H](CO)O)O)C)O

Computed by PubChem (NCBI)

Synonyms: 20beta-Dihydrocortisol, 20beta-Hydroxycortisol, 4-Pregnene-11beta,17alpha,20beta,21-tetrol-3-one, 20-beta-DIHYDROCORTISOL, (20R)-dihydrocortisol, (11beta,20R)-11,17,20,21-Tetrahydroxypregn-4-en-3-one, 4-Pregnene-11beta,17alpha,20beta,21-tetrol-3-one [MI], delta4-Pregnene-11beta,17alpha,20beta,21-tetraol-3-one, 11,17,20,21-Tetrahydroxypregn-4-en-3-one, (11beta,20R)-, Pregn-4-en-3-one, 11,17,20,21-tetrahydroxy-, (11beta,20R)-
Related forms of this compound
(8S,9S,10R,11S,13S,14S,17R)-17-[(1S)-1,2-dihydroxyethyl]-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one C21H32O5
Isomers (same molecular formula)
(3R,5R,8S,9S,10S,13R,14S,17S)-3-hydroxy-17-(2-hydroxyacetyl)-13-(hydroxymethyl)-10-methyl-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one C21H32O5
1-[(1R,2S,5S,6S,9R,11R,14S,15S,16S)-11,18-dihydroxy-14-methyl-17-oxapentacyclo[14.2.1.01,5.06,15.09,14]nonadecan-2-yl]-2-hydroxyethanone C21H32O5
(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 C21H32O5
(5R,8S,9S,10S,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one C21H32O5
(5S,8S,9S,10S,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one C21H32O5
(3R,5S,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 C21H32O5

Also listed as

20b-Dihydrocortisol, >95% (HPLC) TRC CAS 116-58-5
20betha-Dihydrocortisol, >95% (HPLC) TRC CAS 116-58-5
(11β,20R)-11,17,20,21-Tetrahydroxypregn-4-en-3-one, ≥95%, ≥95% Chemat CAS 116-58-5