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Adrenosterone

Cat No.:V10381 Purity: ≥98%
Adrenosterone ((+)-Adrenosterone) is a competitive hydroxysteroid (11-β) dehydrogenase 1 (HSD11β1) inhibitor.
Adrenosterone
Adrenosterone Chemical Structure CAS No.: 382-45-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
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Top Publications Citing lnvivochem Products
Product Description
Adrenosterone ((+)-Adrenosterone) is a competitive hydroxysteroid (11-β) dehydrogenase 1 (HSD11β1) inhibitor. Adrenosterone is a steroid hormone with weak androgenic activity. Adrenosterone is a dietary supplement that can reduce fat and increase muscle mass. Adrenosterone inhibits metastatic progression of human cancer/tumor cells.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
The HCCLM3 and MDA-MB-231 cells' expression of Snail and Slug was substantially decreased by epinephrine. The highly metastatic human cancer cells (HCCLM3, MDA-MB-231, and MDA-MB-435 cells) are inhibited in their ability to move and invade by epinephrine [1]. Epinephrine functions as a competitive inhibitor of HSD11β1, facilitating the interconversion of the stress hormone cortisol and the inactive metabolite cortisone. Cortisol levels are lowered by epinephrine [1].
References

[1]. A Novel Zebrafish Model of Metastasis Identifies the HSD11β1 Inhibitor Adrenosterone as a Suppressor of Epithelial-Mesenchymal Transition and Metastatic Dissemination. Mol Cancer Res. 2020 Mar;18(3):477-487.

[2]. Carbon isotope ratio analysis of endogenous glucocorticoid urinary metabolites after cortisone acetate andadrenosterone administration for doping control. Drug Test Anal. 2012 Dec;4(12):951-61.

[3]. Biotransformation of adrenosterone by filamentous fungus, Cunninghamella elegans. Steroids. 2007 Dec;72(14):923-9.

Additional Infomation
Adrenosterone is a 3-oxo Delta(4)-steroid that is androst-4-ene carrying three oxo-substituents at positions 3, 11 and 17. It has a role as an androgen, a human urinary metabolite, a marine metabolite and an EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor. It is a 3-oxo-Delta(4) steroid, a 17-oxo steroid, an androstanoid and an 11-oxo steroid. It derives from a hydride of an androstane.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H24O3
Molecular Weight
300.3921
Exact Mass
300.172
CAS #
382-45-6
PubChem CID
223997
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
476.1±45.0 °C at 760 mmHg
Melting Point
219-222 °C(lit.)
Flash Point
206.0±23.9 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.561
LogP
1.19
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Heavy Atom Count
22
Complexity
616
Defined Atom Stereocenter Count
5
SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CCC4=O)C
InChi Key
RZRPTBIGEANTGU-IRIMSJTPSA-N
InChi Code
InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1
Chemical Name
(8S,9S,10R,13S,14S)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11,17-trione
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 : ~25 mg/mL (~83.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.92 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 20.8 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: ≥ 2.08 mg/mL (6.92 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 20.8 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: ≥ 2.08 mg/mL (6.92 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 20.8 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 3.3290 mL 16.6450 mL 33.2901 mL
5 mM 0.6658 mL 3.3290 mL 6.6580 mL
10 mM 0.3329 mL 1.6645 mL 3.3290 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05263557 Recruiting Dietary Supplement:
11-ketoandrostenedione (11KA4)
Polycystic Ovary Syndrome
Insulin Resistance
Royal College of Surgeons, Ireland August 19, 2022 Not Applicable
NCT05246865 Recruiting Drug: oral androgen challenge with
dehydroepiandrosterone (DHEA)
Polycystic Ovary Syndrome University of Birmingham October 10, 2021 Not Applicable
NCT03578497 Completed Drug: IL-1 receptor antagonist Anakinra Polycystic Ovary Syndrome University Hospital, Basel, Switzerland August 31, 2018 Phase 2
Biological Data
  • Twist1a-ERT2 activation induced EMT in the liver. A, Scheme of fabp10a:mCherry-T2A-Twist1a-ERT2 (top) and fabp10a:mCherry-T2A-ERT2 (bottom) transgene constructs. B, Twist1a-ERT2 and ERT2 transgene expression in the liver of wild-type (WT), ERT2, and Twist1a-ERT2 transgenic fish by RT-PCR. C, E-cadherin expression levels in the liver of ERT2 and Twist1a-ERT2 transgenic fish. These fish were treated with either 0, 0.1, or 0.5 μmol/L 4-OHT for 48 hours. mCherry-positive cells were collected from the liver of these zebrafish under fluorescence microscope, lysed, and then subjected to Western blot analysis. D, Immunofluorescence images of E-cadherin expression (green), mCherry (red), and nuclei (blue) in the liver of Twist1a-ERT2/xmrk or ERT2/xmrk double transgenic fish. These fish were treated with doxycycline and 4-OHT by following experimental design in Fig. 2A. After 48 hours from 4-OHT addition, these fish were fixed with 4% paraformaldehyde and then subjected to frozen section procedure. The images were taken in 100 × magnification.
  • Twist1a-ERT2 activation induced cell dissemination of mCherry-positive cells in Twist1a-ERT2/xmrk double transgenic zebrafish. A, The experimental design is outlined. From 8 dpf, doxycycline treatment was started. From 11 dpf, 4-OHT treatment was done in presence of doxycycline. B, Representative images of dissemination of mCherry-labeled hepatic cells from the liver in ERT2, Twist1a-ERT2, ERT2/xmrk, or Twist1a-ERT2/xmrk double transgenic fish. Some disseminated mCherry-positive cells are indicated by arrowheads. The images are shown as Z-stack images using 100 × magnification. Scale bar, 200 μm. C, Representative images of dissemination patterns of mCherry-positive cells in Twist1a-ERT2/xmrk double transgenic fish. mCherry-positive cells disseminated to closed region from the liver (top), whole region of the abdomen (middle), or the region distributing from the trunk to the tail (bottom) of the fish. D, The mean frequencies of the fish showing the dissemination patterns in ERT2, Twist1a-ERT2, ERT2/xmrk, or Twist1a-ERT2/xmrk double transgenic fish. Each value is presented as mean ± SEM of three independent experiments. Supplementary Table S2 provides more precise information.
  • Reported antimetastasis drugs: ki16425 and Y27632 could suppress dissemination of mCherry-labeled hepatic cells from the liver of Twist1a-ERT2/xmrk double transgenic zebrafish. A, Representative images of the dissemination in the fish that were treated with doxycycline and 4-OHT in presence of vehicle (left), 10 μmol/L of ki16425 (middle), or 10 μmol/L of Y27632 (right) by following experimental design in Fig. 2A. Some disseminated mCherry-positive cells are indicated by arrowheads. The images were shown as Z-stack images using 100 × magnification. Scale bar, 200 μm. B, The mean frequencies of the fish showing the dissemination patterns in the vehicle-, ki16425-, or Y27632-treated groups. Each value is presented as mean ± SEM of two independent experiments. Statistical analysis was determined by Student t test. Supplementary Table S3 provides more precise information.
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