MedKoo Cat#: 464020 | Name: Tetrahydrocorticosterone

Description:

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

Tetrahydrocorticosterone (THB) is a glucocorticoid (GC) that has anti-inflammatory functions. For instance, 5α THB inhibits inflammatory actions by binding to GC receptor. HPLC studies in rat brains have reported that tetrahydrocorticosterone (THB) isomers are differentially distributed in males and females.

Chemical Structure

Tetrahydrocorticosterone
CAS#68-42-8

Theoretical Analysis

MedKoo Cat#: 464020

Name: Tetrahydrocorticosterone

CAS#: 68-42-8

Chemical Formula: C21H34O4

Exact Mass: 350.2457

Molecular Weight: 350.50

Elemental Analysis: C, 71.96; H, 9.78; O, 18.26

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Tetrahydrocorticosterone; THB;
IUPAC/Chemical Name
1-((3R,5R,8S,9S,10S,11S,13S,14S,17S)-3,11-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-hydroxyethan-1-one
InChi Key
RHQQHZQUAMFINJ-DTDWNVJFSA-N
InChi Code
InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13-,14+,15+,16-,17+,19-,20+,21+/m1/s1
SMILES Code
C[C@]12CC[C@H](C[C@H]1CC[C@H]3[C@@H]4CC[C@@H]([C@]4(C[C@@H]([C@H]23)O)C)C(CO)=O)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
>2 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
2934.99.9001
More Info
Solvent mg/mL mM comments
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 350.50 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.

Recalculate based on batch purity %
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
This message contains search results from the National Center for Biotechnology Information (NCBI) at the U.S. National Library of Medicine (NLM). Do not reply directly to this message Sent On: Fri Feb 12 14:30:59 2021 Search: Tetrahydrocorticosterone 20 selected items PubMed Results Items 1-20 of 20 (Display the 20 citations in PubMed) 1: Zhao M, Xing Y, Liu L, Fan X, Liu L, Geng T, Gong D. GC-TOF-MS-Based Metabolomics Analyses of Liver and Intestinal Contents in the Overfed vs. Normally-Fed Geese. Animals (Basel). 2020 Dec 11;10(12):2375. doi: 10.3390/ani10122375. PMID: 33322323; PMCID: PMC7763799. 2: Sze Y, Brunton PJ. Effects of prenatal stress on neuroactive steroid responses to acute stress in adult male and female rats. J Neuroendocrinol. 2021 Jan;33(1):e12916. doi: 10.1111/jne.12916. Epub 2020 Dec 3. PMID: 33270955. 3: Wang Q, Shimizu K, Maehata K, Pan Y, Sakurai K, Hikida T, Fukada Y, Takao T. Lithium ion adduction enables UPLC-MS/MS-based analysis of multi-class 3-hydroxyl group-containing keto-steroids. J Lipid Res. 2020 Apr;61(4):570-579. doi: 10.1194/jlr.D119000588. Epub 2020 Feb 26. PMID: 32102801; PMCID: PMC7112144. 4: Wu PY, Chuang PY, Chang GD, Chan YY, Tsai TC, Wang BJ, Lin KH, Hsu WM, Liao YF, Lee H. Novel Endogenous Ligands of Aryl Hydrocarbon Receptor Mediate Neural Development and Differentiation of Neuroblastoma. ACS Chem Neurosci. 2019 Sep 18;10(9):4031-4042. doi: 10.1021/acschemneuro.9b00273. Epub 2019 Aug 23. PMID: 31404492. 5: Scheun J, Greeff D, Ganswindt A. Non-invasive monitoring of glucocorticoid metabolite concentrations in urine and faeces of the Sungazer (Smaug giganteus). PeerJ. 2018 Dec 21;6:e6132. doi: 10.7717/peerj.6132. PMID: 30595985; PMCID: PMC6305116. 6: Cheng X, Liu X, Liu X, Guo Z, Sun H, Zhang M, Ji Z, Sun W. Metabolomics of Non-muscle Invasive Bladder Cancer: Biomarkers for Early Detection of Bladder Cancer. Front Oncol. 2018 Nov 2;8:494. doi: 10.3389/fonc.2018.00494. PMID: 30450336; PMCID: PMC6224486. 7: Jiang H, Qin XJ, Li WP, Ma R, Wang T, Li ZQ. Effects of Shu Gan Jian Pi formula on rats with carbon tetrachloride‑induced liver fibrosis using serum metabonomics based on gas chromatography‑time of flight mass spectrometry. Mol Med Rep. 2017 Oct;16(4):3901-3909. doi: 10.3892/mmr.2017.7078. Epub 2017 Jul 24. PMID: 29067456; PMCID: PMC5646968. 8: Rougeon V, Moisan MP, Barthe N, Beauvieux MC, Helbling JC, Pallet V, Marissal-Arvy N, Barat P. Diabetes and Insulin Injection Modalities: Effects on Hepatic and Hippocampal Expression of 11β-Hydroxysteroid Dehydrogenase Type 1 in Juvenile Diabetic Male Rats. Front Endocrinol (Lausanne). 2017 Apr 18;8:81. doi: 10.3389/fendo.2017.00081. PMID: 28458655; PMCID: PMC5394469. 9: Gastaldello A, Livingstone DE, Abernethie AJ, Tsang N, Walker BR, Hadoke PW, Andrew R. Safer topical treatment for inflammation using 5α-tetrahydrocorticosterone in mouse models. Biochem Pharmacol. 2017 Apr 1;129:73-84. doi: 10.1016/j.bcp.2017.01.008. Epub 2017 Jan 24. PMID: 28131845; PMCID: PMC5342892. 10: Velikanova LI, Shafigullina ZR, Lisitsin AA, Vorokhobina NV, Grigoryan K, Kukhianidze EA, Strelnikova EG, Krivokhizhina NS, Krasnov LM, Fedorov EA, Sablin IV, Moskvin AL, Bessonova EA. Different Types of Urinary Steroid Profiling Obtained by High-Performance Liquid Chromatography and Gas Chromatography-Mass Spectrometry in Patients with Adrenocortical Carcinoma. Horm Cancer. 2016 Dec;7(5-6):327-335. doi: 10.1007/s12672-016-0267-0. Epub 2016 Jul 1. PMID: 27370636. 11: Yao W, Gu H, Zhu J, Barding G, Cheng H, Bao B, Zhang L, Ding A, Li W. Integrated plasma and urine metabolomics coupled with HPLC/QTOF-MS and chemometric analysis on potential biomarkers in liver injury and hepatoprotective effects of Er-Zhi-Wan. Anal Bioanal Chem. 2014 Nov;406(28):7367-78. doi: 10.1007/s00216-014-8169-x. Epub 2014 Sep 23. PMID: 25245419. 12: Vögeli I, Jung HH, Dick B, Erickson SK, Escher R, Funder JW, Frey FJ, Escher G. Evidence for a role of sterol 27-hydroxylase in glucocorticoid metabolism in vivo. J Endocrinol. 2013 Oct 4;219(2):119-29. doi: 10.1530/JOE-13-0141. PMID: 24096962. 13: Ikegawa S. [Detailed characterization of bile acid and glucocorticoid world by mass spectrometry]. Yakugaku Zasshi. 2013;133(6):661-79. Japanese. doi: 10.1248/yakushi.13-00099. PMID: 23728093. 14: McQuarrie EP, Freel EM, Mark PB, Fraser R, Connell JM, Jardine AG. Urinary sodium excretion is the main determinant of mineralocorticoid excretion rates in patients with chronic kidney disease. Nephrol Dial Transplant. 2013 Jun;28(6):1526-32. doi: 10.1093/ndt/gft007. Epub 2013 Feb 14. PMID: 23413088. 15: Chortis V, Taylor AE, Schneider P, Tomlinson JW, Hughes BA, O'Neil DM, Libé R, Allolio B, Bertagna X, Bertherat J, Beuschlein F, Fassnacht M, Karavitaki N, Mannelli M, Mantero F, Opocher G, Porfiri E, Quinkler M, Sherlock M, Terzolo M, Nightingale P, Shackleton CH, Stewart PM, Hahner S, Arlt W. Mitotane therapy in adrenocortical cancer induces CYP3A4 and inhibits 5α-reductase, explaining the need for personalized glucocorticoid and androgen replacement. J Clin Endocrinol Metab. 2013 Jan;98(1):161-71. doi: 10.1210/jc.2012-2851. Epub 2012 Nov 16. PMID: 23162091. 16: Lauterburg M, Escher G, Dick B, Ackermann D, Frey FJ. Uninephrectomy reduces 11β-hydroxysteroid dehydrogenase type 1 and type 2 concomitantly with an increase in blood pressure in rats. J Endocrinol. 2012 Sep;214(3):373-80. doi: 10.1530/JOE-12-0200. Epub 2012 Jun 27. PMID: 22739210. 17: Bíró I, Bufa A, Wilhelm F, Mánfai Z, Kilár F, Gocze PM. Urinary steroid profile in early pregnancy after in vitro fertilization. Acta Obstet Gynecol Scand. 2012 May;91(5):625-9. doi: 10.1111/j.1600-0412.2012.01387.x. PMID: 22375705. 18: Yang C, Nixon M, Kenyon CJ, Livingstone DE, Duffin R, Rossi AG, Walker BR, Andrew R. 5α-reduced glucocorticoids exhibit dissociated anti-inflammatory and metabolic effects. Br J Pharmacol. 2011 Nov;164(6):1661-71. doi: 10.1111/j.1476-5381.2011.01465.x. PMID: 21542833; PMCID: PMC3230813. 19: Berra M, Williams EL, Muroni B, Creighton SM, Honour JW, Rumsby G, Conway GS. Recognition of 5α-reductase-2 deficiency in an adult female 46XY DSD clinic. Eur J Endocrinol. 2011 Jun;164(6):1019-25. doi: 10.1530/EJE-10-0930. Epub 2011 Mar 14. PMID: 21402750. 20: Kotłowska A, Sworczak K, Stepnowski P. Urine metabolomics analysis for adrenal incidentaloma activity detection and biomarker discovery. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Feb 15;879(5-6):359-63. doi: 10.1016/j.jchromb.2010.12.021. Epub 2010 Dec 31. PMID: 21247813.