From Wikipedia, the free encyclopedia
Dihydrodeoxycorticosterone
|
Names
|
IUPAC name
21-Hydroxy-5α-pregnane-3,20-dione
|
Systematic IUPAC name
(1S,3aS,3bR,5aS,9aS,9bS,11aS)-1-(Hydroxyacetyl)-9a,11a-dimethylhexadecahydro-7H-cyclopenta[a]phenanthren-7-one
|
Other names
5α-Dihydro-11-deoxycorticosterone
|
Identifiers
|
|
|
|
|
ChEBI
|
|
ChemSpider
|
|
|
|
UNII
|
|
|
|
InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13,15-18,22H,3-12H2,1-2H3/t13-,15-,16-,17-,18+,20-,21-/m0/s1 Key: USPYDUPOCUYHQL-KVHKMPIWSA-N InChI=1/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13,15-18,22H,3-12H2,1-2H3/t13-,15-,16-,17-,18+,20-,21-/m0/s1 Key: USPYDUPOCUYHQL-KVHKMPIWBY
|
C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CO)C
|
Properties
|
|
C21H32O3
|
Molar mass
|
332.484 g·mol−1
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Chemical compound
5α-Dihydrodeoxycorticosterone (abbreviated as DHDOC), also known as 21-hydroxy-5α-pregnan-20-one, is an endogenous progestogen and neurosteroid.[1] It is synthesized from the adrenal hormone deoxycorticosterone (DOC) by the enzyme 5α-reductase type I.[1] DHDOC is an agonist of the progesterone receptor, as well as a positive allosteric modulator of the GABAA receptor, and is known to have anticonvulsant effects.[1][2]
Chemistry[edit]
See also[edit]
References[edit]
|
---|
PRTooltip Progesterone receptor | Agonists |
- Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone
- 6,6-Difluoronorethisterone acetate
- 17α-Allyl-19-nortestosterone
- Allylestrenol
- Altrenogest
- Chloroethynylnorgestrel
- Cingestol
- Danazol
- Desogestrel
- Dienogest
- Ethinylandrostenediol
- Ethisterone
- Ethynerone
- Etonogestrel
- Etynodiol
- Etynodiol diacetate
- Gestodene
- Gestrinone
- Levonorgestrel
- Levonorgestrel esters (e.g., levonorgestrel butanoate)
- Lynestrenol
- Lynestrenol phenylpropionate
- Metynodiol
- Metynodiol diacetate
- Norelgestromin
- Norethisterone (norethindrone)
- Norethisterone esters (e.g., norethisterone acetate, norethisterone enanthate)
- Noretynodrel
- Norgesterone
- Norgestimate
- Norgestrel
- Norgestrienone
- Norvinisterone
- Oxendolone
- Quingestanol
- Quingestanol acetate
- Tibolone
- Tigestol
- Tosagestin; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone
- 11β-Methyl-19-nortestosterone dodecylcarbonate
- 19-Nor-5-androstenediol
- 19-Nor-5-androstenedione
- 19-Nordehydroepiandrosterone
- Bolandiol
- Bolandiol dipropionate
- Bolandione
- Dimethisterone
- Dienedione
- Dienolone
- Dimethandrolone
- Dimethandrolone buciclate
- Dimethandrolone dodecylcarbonate
- Dimethandrolone undecanoate
- Dimethyldienolone
- Dimethyltrienolone
- Ethyldienolone
- Ethylestrenol (ethylnandrol)
- Methyldienolone
- Metribolone (R-1881)
- Methoxydienone (methoxygonadiene)
- Mibolerone
- Nandrolone
- Nandrolone esters (e.g., nandrolone decanoate, nandrolone phenylpropionate)
- Norethandrolone
- Normethandrone (methylestrenolone, normethandrolone, normethisterone)
- RU-2309
- Tetrahydrogestrinone
- Trenbolone (trienolone)
- Trenbolone esters (e.g., trenbolone acetate, trenbolone enanthate)
- Trendione
- Trestolone
- Trestolone acetate
|
---|
Mixed (SPRMsTooltip Selective progesterone receptor modulators) | |
---|
Antagonists | |
---|
|
---|
mPRTooltip Membrane progesterone receptor (PAQRTooltip Progestin and adipoQ receptor) | |
---|
|
|
---|
Alcohols | |
---|
Barbiturates | |
---|
Benzodiazepines | |
---|
Carbamates | |
---|
Flavonoids | |
---|
Imidazoles | |
---|
Kava constituents | |
---|
Monoureides | |
---|
Neuroactive steroids | |
---|
Nonbenzodiazepines | |
---|
Phenols | |
---|
Piperidinediones | |
---|
Pyrazolopyridines | |
---|
Quinazolinones | |
---|
Volatiles/gases | |
---|
Others/unsorted |
- 3-Hydroxybutanal
- α-EMTBL
- AA-29504
- Alogabat
- Avermectins (e.g., ivermectin)
- Bromide compounds (e.g., lithium bromide, potassium bromide, sodium bromide)
- Carbamazepine
- Chloralose
- Chlormezanone
- Clomethiazole
- Darigabat
- DEABL
- Deuterated etifoxine
- Dihydroergolines (e.g., dihydroergocryptine, dihydroergosine, dihydroergotamine, ergoloid (dihydroergotoxine))
- DS2
- Efavirenz
- Etazepine
- Etifoxine
- Fenamates (e.g., flufenamic acid, mefenamic acid, niflumic acid, tolfenamic acid)
- Fluoxetine
- Flupirtine
- Hopantenic acid
- KRM-II-81
- Lanthanum
- Lavender oil
- Lignans (e.g., 4-O-methylhonokiol, honokiol, magnolol, obovatol)
- Loreclezole
- Menthyl isovalerate (validolum)
- Monastrol
- Niacin
- Niacinamide
- Org 25,435
- Phenytoin
- Propanidid
- Retigabine (ezogabine)
- Safranal
- Seproxetine
- Stiripentol
- Sulfonylalkanes (e.g., sulfonmethane (sulfonal), tetronal, trional)
- Terpenoids (e.g., borneol)
- Topiramate
- Valerian constituents (e.g., isovaleric acid, isovaleramide, valerenic acid, valerenol)
|
---|
|