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

MedKoo CAT#: 527007

CAS#: 567-02-2

Description: 5alpha-THDOC is a positive allosteric modulator of GABAA receptors.

Chemical Structure

CAS# 567-02-2

Theoretical Analysis

MedKoo Cat#: 527007
Name: 5alpha-THDOC
CAS#: 567-02-2
Chemical Formula: C21H34O3
Exact Mass: 334.2508
Molecular Weight: 334.5
Elemental Analysis: C, 75.41; H, 10.25; O, 14.35

Price and Availability

Size Price Availability Quantity
10.0mg USD 650.0 2 Weeks
Bulk inquiry

Synonym: 5alpha-THDOC

IUPAC/Chemical Name: 3alpha,21-Dihydroxy-5alpha-pregnan-20-one


InChi Code: InChI=1S/C21H34O3/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/h13-18,22-23H,3-12H2,1-2H3/t13-,14+,15-,16-,17-,18+,20-,21-/m0/s1

SMILES Code: C[C@@]12[C@@H](C(CO)=O)CC[C@@]1([H])[C@]3([H])CC[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC2

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

Preparing Stock Solutions

The following data is based on the product molecular weight 334.5 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

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.


Dilution Calculator

Calculate the dilution required to prepare a stock solution.

1: Ghosh B, Tsao TW, Czajkowski C. A chimeric prokaryotic-eukaryotic pentameric ligand gated ion channel reveals interactions between the extracellular and transmembrane domains shape neurosteroid modulation. Neuropharmacology. 2017 Oct;125:343-352. doi: 10.1016/j.neuropharm.2017.08.007. Epub 2017 Aug 10. PubMed PMID: 28803966; PubMed Central PMCID: PMC5600277.

2: Jensen JP, Nipper MA, Helms ML, Ford MM, Crabbe JC, Rossi DJ, Finn DA. Ethanol withdrawal-induced dysregulation of neurosteroid levels in plasma, cortex, and hippocampus in genetic animal models of high and low withdrawal. Psychopharmacology (Berl). 2017 Sep;234(18):2793-2811. doi: 10.1007/s00213-017-4671-0. Epub 2017 Jun 29. PubMed PMID: 28664280.

3: Krohmer A, Brehm M, Auwärter V, Szabo B. Pregnenolone does not interfere with the effects of cannabinoids on synaptic transmission in the cerebellum and the nucleus accumbens. Pharmacol Res. 2017 Sep;123:51-61. doi: 10.1016/j.phrs.2017.04.032. Epub 2017 Jun 24. PubMed PMID: 28655644.

4: Park MH, Rehman SU, Kim IS, Choi MS, Yoo HH. Stress-induced changes of neurosteroid profiles in rat brain and plasma under immobilized condition. J Pharm Biomed Anal. 2017 May 10;138:92-99. doi: 10.1016/j.jpba.2017.02.007. Epub 2017 Feb 3. PubMed PMID: 28189891.

5: Porcu P, O'Buckley TK, Lopez MF, Becker HC, Miles MF, Williams RW, Morrow AL. Initial genetic dissection of serum neuroactive steroids following chronic intermittent ethanol across BXD mouse strains. Alcohol. 2017 Feb;58:107-125. doi: 10.1016/j.alcohol.2016.07.011. Epub 2016 Nov 10. PubMed PMID: 27884493; PubMed Central PMCID: PMC5253318.

6: Modgil A, Parakala ML, Ackley MA, Doherty JJ, Moss SJ, Davies PA. Endogenous and synthetic neuroactive steroids evoke sustained increases in the efficacy of GABAergic inhibition via a protein kinase C-dependent mechanism. Neuropharmacology. 2017 Feb;113(Pt A):314-322. doi: 10.1016/j.neuropharm.2016.10.010. Epub 2016 Oct 12. PubMed PMID: 27743930; PubMed Central PMCID: PMC5148695.

7: Newman EL, Gunner G, Huynh P, Gachette D, Moss SJ, Smart TG, Rudolph U, DeBold JF, Miczek KA. Effects of Gabra2 Point Mutations on Alcohol Intake: Increased Binge-Like and Blunted Chronic Drinking by Mice. Alcohol Clin Exp Res. 2016 Nov;40(11):2445-2455. doi: 10.1111/acer.13215. Epub 2016 Sep 26. PubMed PMID: 27717041; PubMed Central PMCID: PMC5073020.

8: Wongsamitkul N, Baur R, Sigel E. Toward Understanding Functional Properties and Subunit Arrangement of α4β2δ γ-Aminobutyric Acid, Type A (GABAA) Receptors. J Biol Chem. 2016 Aug 26;291(35):18474-83. doi: 10.1074/jbc.M116.738906. Epub 2016 Jul 5. PubMed PMID: 27382064; PubMed Central PMCID: PMC5000092.

9: Zhang M, Liu J, Zhou MM, Wu H, Hou Y, Li YF, Yin Y, Zheng L, Liu FY, Yi M, Wan Y. Elevated Neurosteroids in the Lateral Thalamus Relieve Neuropathic Pain in Rats with Spared Nerve Injury. Neurosci Bull. 2016 Aug;32(4):311-22. doi: 10.1007/s12264-016-0044-7. Epub 2016 Jun 21. PubMed PMID: 27325509; PubMed Central PMCID: PMC5563784.

10: Wilkins ME, Caley A, Gielen MC, Harvey RJ, Smart TG. Murine startle mutant Nmf11 affects the structural stability of the glycine receptor and increases deactivation. J Physiol. 2016 Jul 1;594(13):3589-607. doi: 10.1113/JP272122. Epub 2016 May 10. PubMed PMID: 27028707; PubMed Central PMCID: PMC4929309.

11: Diver LA, MacKenzie SM, Fraser R, McManus F, Freel EM, Alvarez-Madrazo S, McClure JD, Friel EC, Hanley NA, Dominiczak AF, Caulfield MJ, Munroe PB, Connell JM, Davies E. Common Polymorphisms at the CYP17A1 Locus Associate With Steroid Phenotype: Support for Blood Pressure Genome-Wide Association Study Signals at This Locus. Hypertension. 2016 Apr;67(4):724-732. doi: 10.1161/HYPERTENSIONAHA.115.06925. Epub 2016 Feb 22. PubMed PMID: 26902494; PubMed Central PMCID: PMC4789491.

12: Crowley SK, O'Buckley TK, Schiller CE, Stuebe A, Morrow AL, Girdler SS. Blunted neuroactive steroid and HPA axis responses to stress are associated with reduced sleep quality and negative affect in pregnancy: a pilot study. Psychopharmacology (Berl). 2016 Apr;233(7):1299-310. doi: 10.1007/s00213-016-4217-x. Epub 2016 Feb 9. PubMed PMID: 26856852; PubMed Central PMCID: PMC4803569.

13: Boychuk JA, Butler CR, Halmos KC, Smith BN. Enduring changes in tonic GABAA receptor signaling in dentate granule cells after controlled cortical impact brain injury in mice. Exp Neurol. 2016 Mar;277:178-189. doi: 10.1016/j.expneurol.2016.01.005. Epub 2016 Jan 6. PubMed PMID: 26772635.

14: Butterworth RF. Neurosteroids in hepatic encephalopathy: Novel insights and new therapeutic opportunities. J Steroid Biochem Mol Biol. 2016 Jun;160:94-7. doi: 10.1016/j.jsbmb.2015.11.006. Epub 2015 Nov 14. Review. PubMed PMID: 26589093.

15: Johansson M, Strömberg J, Ragagnin G, Doverskog M, Bäckström T. GABAA receptor modulating steroid antagonists (GAMSA) are functional in vivo. J Steroid Biochem Mol Biol. 2016 Jun;160:98-105. doi: 10.1016/j.jsbmb.2015.10.019. Epub 2015 Oct 30. Review. PubMed PMID: 26523675.

16: Rahmani B, Ghasemi R, Dargahi L, Ahmadiani A, Haeri A. Neurosteroids; potential underpinning roles in maintaining homeostasis. Gen Comp Endocrinol. 2016 Jan 1;225:242-250. doi: 10.1016/j.ygcen.2015.09.030. Epub 2015 Oct 21. Review. PubMed PMID: 26432100.

17: Brunton PJ. Neuroactive steroids and stress axis regulation: Pregnancy and beyond. J Steroid Biochem Mol Biol. 2016 Jun;160:160-8. doi: 10.1016/j.jsbmb.2015.08.003. Epub 2015 Aug 7. Review. PubMed PMID: 26259885.

18: Johansson M, Agusti A, Llansola M, Montoliu C, Strömberg J, Malinina E, Ragagnin G, Doverskog M, Bäckström T, Felipo V. GR3027 antagonizes GABAA receptor-potentiating neurosteroids and restores spatial learning and motor coordination in rats with chronic hyperammonemia and hepatic encephalopathy. Am J Physiol Gastrointest Liver Physiol. 2015 Sep 1;309(5):G400-9. doi: 10.1152/ajpgi.00073.2015. Epub 2015 Jul 2. PubMed PMID: 26138462; PubMed Central PMCID: PMC4556948.

19: Schmoutz CD, Guerin GF, Runyon SP, Dhungana S, Goeders NE. A therapeutic combination of metyrapone and oxazepam increases brain levels of GABA-active neurosteroids and decreases cocaine self-administration in male rats. Behav Brain Res. 2015 Sep 15;291:108-11. doi: 10.1016/j.bbr.2015.05.019. Epub 2015 May 21. PubMed PMID: 26003946.

20: Villumsen IS, Wellendorph P, Smart TG. Pharmacological characterisation of murine α4β1δ GABAA receptors expressed in Xenopus oocytes. BMC Neurosci. 2015 Mar 5;16:8. doi: 10.1186/s12868-015-0148-4. PubMed PMID: 25887256; PubMed Central PMCID: PMC4359537.