Adrenosterone | CAS#382-45-6 | endogenous steroid

MedKoo Cat#: 461206 | Name: Adrenosterone

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Adrenosterone (11-Oxoandrostenedione) is a naturally occurring steroid with mild androgenic activity and moderate inhibition of 11β-HSD1 (IC₅₀ ~1-2 μM), reducing cortisol levels by blocking its regeneration from cortisone. It serves as a prohormone to 11-ketotestosterone, exhibiting weak androgen receptor binding while influencing metabolic and endocrine pathways. With a short half-life (~1-2 hours) and limited oral bioavailability, Adrenosterone has been explored for its potential in cortisol modulation and body composition management.

Chemical Structure

Adrenosterone

CAS#382-45-6

Theoretical Analysis

MedKoo Cat#: 461206

Name: Adrenosterone

CAS#: 382-45-6

Chemical Formula: C19H24O3

Exact Mass: 300.1725

Molecular Weight: 300.39

Elemental Analysis: C, 75.97; H, 8.05; O, 15.98

Price and Availability

Size	Price	Availability	Quantity
1g	USD 350.00	2 Weeks
5g	USD 750.00	2 Weeks

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Related CAS #

No Data

Synonym

Adrenosterone; 11-Oxoandrostenedione;

IUPAC/Chemical Name

(8S,9S,10R,13S,14S)-10,13-dimethyl-6,7,8,9,10,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,11,17(2H)-trione

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

SMILES Code

C[C@@]([C@](CC1)([H])[C@]2([H])CCC3=CC(CC[C@]3(C)[C@@]2([H])C4=O)=O)(C4)C1=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 300.39 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Brooker L, Cawley A, Kazlauskas R, Goebel C, George A. Carbon isotope ratio analysis of endogenous glucocorticoid urinary metabolites after cortisone acetate and adrenosterone administration for doping control. Drug Test Anal. 2012 Dec;4(12):951-61. doi: 10.1002/dta.1403. Epub 2012 Sep 17. PubMed PMID: 22987608. 2: Dai Y, Yu B. Total synthesis of astrosterioside A, an anti-inflammatory asterosaponin. Chem Commun (Camb). 2015 Sep 18;51(72):13826-9. doi: 10.1039/c5cc04734j. Epub 2015 Aug 3. PubMed PMID: 26234958. 3: Brooker L, Parr MK, Cawley A, Flenker U, Howe C, Kazlauskas R, Schänzer W, George A. Development of criteria for the detection of adrenosterone administration by gas chromatography-mass spectrometry and gas chromatography-combustion-isotope ratio mass spectrometry for doping control. Drug Test Anal. 2009 Nov;1(11-12):587-95. doi: 10.1002/dta.108. PubMed PMID: 20355175. 4: SAVARD K, BURSTEIN S, ROSENKRANTZ H, DORFMAN RI. The metabolism of adrenosterone in vivo. J Biol Chem. 1953 Jun;202(2):717-25. PubMed PMID: 13061495. 5: Choudhary MI, Khan NT, Musharraf SG, Anjum S, Atta-Ur-Rahman. Biotransformation of adrenosterone by filamentous fungus, Cunninghamella elegans. Steroids. 2007 Dec;72(14):923-9. Epub 2007 Aug 14. PubMed PMID: 17889091. 6: O'Reilly MW, Kempegowda P, Jenkinson C, Taylor AE, Quanson JL, Storbeck KH, Arlt W. 11-Oxygenated C19 Steroids Are the Predominant Androgens in Polycystic Ovary Syndrome. J Clin Endocrinol Metab. 2017 Mar 1;102(3):840-848. doi: 10.1210/jc.2016-3285. PubMed PMID: 27901631; PubMed Central PMCID: PMC5460696. 7: Musharraf SG, Atta-Ur-Rahman, Choudhary MI, Sultan S. Microbial transformation of (+)-adrenosterone. Nat Prod Lett. 2002 Oct;16(5):345-9. PubMed PMID: 12434991. 8: FILONOVA EA. [EFFECT OF ADRENOSTERONE ON THE CONVERSION OF HYDROCORTISONE IN THE GUINEA PIG LIVER IN VITRO]. Vopr Med Khim. 1964 Sep-Oct;10:483-8. Russian. PubMed PMID: 14297229. 9: SCHUBERT K, WEHRBERGER K, FRANKENBERG G. [ISOLATION OF ADRENOSTERONE FROM THE URINE IN MEN AND WOMEN]. Acta Biol Med Ger. 1964;13:809-11. German. PubMed PMID: 14308712. 10: IUDAEV NA, FILONOVA EA. [THE EFFECT OF ADRENOSTERONE ON THE TRANSFORMATION OF HYDROCORTISONE INTO CORTISONE IN GUINEA PIG TISSUES IN VITRO]. Probl Endokrinol Gormonoter. 1965 Mar-Apr;11:72-5. Russian. PubMed PMID: 14288792. 11: Goldzieher JW, Beering SC. Metabolism of 11-beta-hydroxyandrostenedione, adrenosterone and hydrocortisone to urinary 11-oxy 17-ketosteroids. J Clin Endocrinol Metab. 1969 Feb;29(2):171-8. PubMed PMID: 5764541. 12: PLOTKA C, JEQUIER R, VELLUZ L. [Protective effect of adrenosterone in experimental adrenalin-induced atheroma]. C R Hebd Seances Acad Sci. 1957 Jan 7;244(2):264-5. French. PubMed PMID: 13414169. 13: Bradlow HL, Fukushima DK, Kozuma K, Zumoff B, Hellman L, Gallagher TF. Metabolism of adrenosterone. Steroids. 1967 Sep;10(3):233-44. PubMed PMID: 6057562. 14: Harper JN, Wright SH. Multiple mechanisms of ligand interaction with the human organic cation transporter, OCT2. Am J Physiol Renal Physiol. 2013 Jan 1;304(1):F56-67. doi: 10.1152/ajprenal.00486.2012. Epub 2012 Oct 3. PubMed PMID: 23034939; PubMed Central PMCID: PMC3971011. 15: Katz Y, Abraham M, Eckstein B. Effects of adrenosterone on gonadal and body growth in Tilapia nilotica (Teleostei, Cichlidae). Gen Comp Endocrinol. 1976 Jul;29(3):414-8. PubMed PMID: 955389. 16: Musharraf SG, Ali A, Khan NT, Yousuf M, Choudhary MI, Atta-ur-Rahman. Tandem mass spectrometry approach for the investigation of the steroidal metabolism: structure-fragmentation relationship (SFR) in anabolic steroids and their metabolites by ESI-MS/MS analysis. Steroids. 2013 Feb;78(2):171-81. doi: 10.1016/j.steroids.2012.10.017. Epub 2012 Nov 15. PubMed PMID: 23159734. 17: Boggs AS, Bowden JA, Galligan TM, Guillette LJ Jr, Kucklick JR. Development of a multi-class steroid hormone screening method using Liquid Chromatography/Tandem Mass Spectrometry (LC-MS/MS). Anal Bioanal Chem. 2016 Jun;408(15):4179-90. doi: 10.1007/s00216-016-9512-1. Epub 2016 Apr 2. PubMed PMID: 27039201; PubMed Central PMCID: PMC4906791. 18: Druzhinina KV. [In vitro dehydrogenation of 11-beta-hydroxycorticosteroids in the presence of adrenosterone]. Biokhimiia. 1965 Jan-Feb;30(1):81-7. Russian. PubMed PMID: 5870893. 19: Yudaev NA, Filonova EA. Effect of adrenosterone on conversion of hydrocortisone into cortisone in guinea-pig tissues in vitro. Fed Proc Transl Suppl. 1966 Jan-Feb;25(1):69-71. PubMed PMID: 5215809. 20: Gontscharow NP, Wehrberger K, Schubert K. [Steroid metabolism in primates. V. Isolation of dehydroepiandrosterone, androstenedione and adrenosterone from adrenal venous blood of Macacus rhesus, Papio hamadryas, Cercopithecus aethiops and Erythrocebus patas]. Endokrinologie. 1969;55(1):105-8. German. PubMed PMID: 4243440.