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Desoxycortone

Alias: Desoxycortone Desoxycorticosteronum Desoxycorticosterone
Cat No.:V5591 Purity: ≥98%
Deoxycorticosterone is a steroid hormone generated by the adrenal glands that has mineralocorticoid activity and works as an aldosterone precursor.
Desoxycortone
Desoxycortone Chemical Structure CAS No.: 64-85-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
250mg
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Product Description
Deoxycorticosterone is a steroid hormone generated by the adrenal glands that has mineralocorticoid activity and works as an aldosterone precursor.
Biological Activity I Assay Protocols (From Reference)
Targets
Desoxycortone (DOC) is a potent agonist of the rainbow trout (Oncorhynchus mykiss) mineralocorticoid receptor (rtMR).[2]
ln Vitro
Desoxycortone inhibited basal and LH-stimulated production of the maturation-inducing steroid (MIS, 17α,20β-dihydroxyprogesterone) in testis fragment cultures from rainbow trout. At 100 ng/ml, DOC inhibited basal MIS production by 66% and LH-stimulated MIS production by 58%.
Cortisol (a corticosteroid) also inhibited MIS production in a similar manner.
The study used an in vitro testis explant system incubated for 24 hours at 12°C.[2]
ln Vivo
Intraperitoneal implantation of Desoxycortone (10 mg/kg) in mature male rainbow trout significantly elevated plasma DOC levels (5- to 10-fold) for at least 41 days.
DOC treatment alone did not significantly affect the initiation of spermiation (percentage of males producing milt), milt volume, seminal fluid osmolality, sodium/potassium concentrations, sperm pH, or sperm motility.
However, when co-administered with MIS (5 mg/kg), DOC significantly reduced the spermatocrit (by 26% on average), indicating increased milt fluidity/hydration.
DOC alone did not affect spermatocrit.[2]
Enzyme Assay
Plasma DOC levels were measured using two radioimmunoassay (RIA) protocols with extraction and chromatographic separation.
In one protocol, plasma samples were extracted with ethyl acetate + triethylamine, purified by celite column chromatography, and then subjected to RIA using a tritiated DOC tracer and a specific rabbit anti-DOC antibody.
In another protocol, extraction was performed with cyclohexane/ethyl acetate, followed by HPLC separation on a C18 column with acetonitrile/water mobile phase, and then RIA.
Cross-reactivity with other steroids was minimal (<1.66% for corticosterone, <0.01% for MIS and cortisone).[2]
Animal Protocol
Male rainbow trout (2 years old, spring spawning strain) at the onset of spermiation were anaesthetized and implanted intraperitoneally with silastic implants containing Desoxycortone at a dose of 10 mg/kg body weight.
Implants were designed for sustained release.
Control fish received sham implants.
In some groups, DOC was co-implanted with MIS (5 mg/kg).
Fish were sampled at 2, 9, 16, 23, and 41 days post-implantation for blood collection and milt analysis.[2]
ADME/Pharmacokinetics
Metabolites/Metabolites 21-Hydroxyprogesterone is a known human progesterone metabolite. Mature male rainbow trout had 10 to 50 times higher plasma deoxycorticosterone (DOC) levels during sperm release compared to immature fish. In fall-spawning strains, peak DOC levels during complete sperm release were approximately 1 ng/ml. In spring-spawning strains, peak DOC levels averaged 1048 pg/ml (range 240–1800 pg/ml). Following intraperitoneal injection (10 mg/kg), plasma DOC levels remained elevated for at least 41 days (5 to 10 times higher than in the control group). [2]
Toxicity/Toxicokinetics
No significant toxicity or mortality was reported after intraperitoneal administration of 10 mg/kg deoxycorticosterone to rainbow trout for 41 days. [2]
References

[1]. Action of new steroids in blocking effects of aldosterone and desoxycorticosterone on salt. Science. 1957 Nov 15;126(3281):1015-6.

[2]. Plasma 11-deoxycorticosterone (DOC) and mineralocorticoid receptor testicular expression during rainbow trout Oncorhynchus mykiss spermiation: implication with 17alpha, 20beta-dihydroxyprogesterone on the milt fluidity? Reprod Biol Endocrinol. 2008 May 19;6:19.

[3]. 11-deoxycorticosterone is a potent agonist of the rainbow trout (Oncorhynchus mykiss) mineralocorticoid receptor. Endocrinology. 2005 Jan;146(1):47-55.

[4]. First evidence of the possible implication of the 11-deoxycorticosterone (DOC) in immune activity of Eurasian perch (Perca fluviatilis, L.): comparison with cortisol. Comp Biochem Physiol A Mol Integr Physiol. 2013 Jun;165(2):149-58.

Additional Infomation
11-Deoxycorticosterone is a mineralocorticoid hormone formed by the substitution of a hydroxyl group at the 21-position of progesterone. It is a metabolite in both humans and mice. It is a mineralocorticoid, a 3-oxo-Δ⁴ steroid, a 20-oxo steroid, a 21-hydroxy steroid, and a primary α-hydroxy ketone. Its function is related to progesterone. Deoxycorticosterone has been reported in Abedus huxleyi mice, Homo sapiens, and other organisms with relevant data. Deoxycorticosterone is a C-21 steroid hormone synthesized by the adrenal glands, a precursor to cortisol and aldosterone, and possesses potential mineralocorticoid activity. Deoxycorticosterone is a steroid or mineralocorticoid hormone secreted by the zona fasciculata of the adrenal cortex. It is a precursor to aldosterone. Deoxycorticosterone is not the primary secretory hormone. It is produced from progesterone by 21β-hydroxylase, which then converts it to corticosterone by 11β-hydroxylase. Corticosterone is subsequently converted to aldosterone by aldosterone synthase. Deoxycorticosterone stimulates the collecting ducts of the kidneys, causing them to continue excreting potassium, similar to aldosterone. Deoxycorticosterone has approximately 1/20 the sodium retention capacity and 1/5 the potassium excretion capacity of aldosterone. Deoxycorticosterone can be used to treat adrenal insufficiency. Specifically, deoxycorticosterone acetate (DOCA) is used as a replacement therapy for Addison's disease. It is a steroid metabolite, an 11-deoxy derivative of corticosterone and a 21-hydroxy derivative of progesterone. See also: deoxycorticosterone acetate (its active fraction), deoxycorticosterone neovalerate (active ingredient). Deoxycorticosterone is a corticosteroid and a potential physiological ligand for the mineralocorticoid receptor (rtMR) in rainbow trout. Plasma levels are significantly elevated during sperm release in mature male rainbow trout.
rtMR is expressed in testicular somatic cells (Steeling cells and/or peritubular cells) and vas deferens epithelium.
DOC may interact with the MIS signaling pathway, thereby regulating semen fluidity/hydration during sperm release.
DOC can also inhibit testicular MIS production in vitro, suggesting a possible feedback mechanism.
This study suggests that DOC plays a role in the reproduction of male bony fish, particularly in controlling water and ion exchange during sperm hydration. [2]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H30O3
Molecular Weight
330.47
Exact Mass
330.219
CAS #
64-85-7
PubChem CID
6166
Appearance
White to off-white solid powder
Density
1.15 g/cm3
Boiling Point
488ºC at 760 mmHg
Melting Point
138-144 °C
Flash Point
263.1ºC
Index of Refraction
1.559
LogP
3.695
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
24
Complexity
606
Defined Atom Stereocenter Count
6
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)CO)CCC4=CC(=O)CC[C@]34C
InChi Key
ZESRJSPZRDMNHY-YFWFAHHUSA-N
InChi Code
InChI=1S/C21H30O3/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/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1
Chemical Name
(8S,9S,10R,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms
Desoxycortone Desoxycorticosteronum Desoxycorticosterone
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 250 mg/mL (~756.52 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.57 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.57 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (7.57 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.0260 mL 15.1300 mL 30.2599 mL
5 mM 0.6052 mL 3.0260 mL 6.0520 mL
10 mM 0.3026 mL 1.5130 mL 3.0260 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01186484 COMPLETED Drug: JNJ-212082 Prostatic Neoplasms Janssen Pharmaceutical K.K. 2010-06-01 Phase 1
NCT02826278 UNKNOWN STATUS Other: External genitalia measurements in female newborns Newborn Genitalia Hospices Civils de Lyon 2014-10
NCT05633953 COMPLETED Drug: Osilodrostat Cushing's Syndrome RECORDATI GROUP 2023-01-16
NCT03082339 COMPLETED Other: Cortisone QTc-interval Asklepios Neurological Clinic Bad Salzhausen 2017-04-01
NCT03491696 UNKNOWN STATUS Drug: Metyrapone Depressive Disorder
Hormone Disturbance
Centre Hospitalier Rouffach 2018-12-22 Phase 4
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