List of neurosteroids#Spirostanes

• 25-Hydroxycholesterol: cholest-5-en-3β,25-diol – NMDA receptor negative allosteric modulator{{cite journal | vauthors = Linsenbardt AJ, Taylor A, Emnett CM, Doherty JJ, Krishnan K, Covey DF, Paul SM, Zorumski CF, Mennerick S | title = Different oxysterols have opposing actions at N-methyl-D-aspartate receptors | journal = Neuropharmacology | volume = 85 | pages = 232–42 | year = 2014 | pmid = 24878244 | pmc = 4107067 | doi = 10.1016/j.neuropharm.2014.05.027 }}

• 3α,5α-Androstanediol (3α-androstanediol): 5α-androstane-3α,17β-diol – GABA_A receptor positive allosteric modulator
• 3α,5β-Androstanediol (etiocholanediol): 5β-androstane-3α,17β-diol – GABA_A receptor positive allosteric modulator
• 3α-Androstenol: 5α-androst-16-en-3α-ol – GABA_A receptor positive allosteric modulator{{cite journal | vauthors = Kaminski RM, Marini H, Ortinski PI, Vicini S, Rogawski MA | title = The pheromone androstenol (5 alpha-androst-16-en-3 alpha-ol) is a neurosteroid positive modulator of GABAA receptors | journal = J. Pharmacol. Exp. Ther. | volume = 317 | issue = 2 | pages = 694–703 | year = 2006 | pmid = 16415088 | doi = 10.1124/jpet.105.098319 | s2cid = 95393004 }}
• Androsterone: 5α-androstan-3α-ol-17-one – GABA_A receptor positive allosteric modulator{{cite journal | vauthors = Kaminski RM, Marini H, Kim WJ, Rogawski MA | title = Anticonvulsant activity of androsterone and etiocholanolone | journal = Epilepsia | volume = 46 | issue = 6 | pages = 819–27 | year = 2005 | pmid = 15946323 | pmc = 1181535 | doi = 10.1111/j.1528-1167.2005.00705.x }}
• Etiocholanolone: 5β-androstan-3α-ol-17-one – GABA_A receptor positive allosteric modulator

The following are proneurosteroids:

• Dihydrotestosterone (DHT; androstanolone, stanolone): 5α-androst-17β-ol-3-one – of the above-listed inhibitory androstane neurosteroids
• Testosterone: androst-4-en-17β-ol-3-one – of the above-listed inhibitory androstane neurosteroids

• 3α-Dihydroprogesterone (3α-DHP): pregn-4-en-3α-ol-20-one – GABA_A receptor positive allosteric modulator
• 5α-Dihydroprogesterone (5α-DHP; allopregnanedione): 5α-pregnane-3,20-dione – GABA_A receptor positive allosteric modulator
• 5β-Dihydroprogesterone (5β-DHP; pregnanedione): 5β-pregnane-3,20-dione – GABA_A receptor positive allosteric modulator
• Allopregnanediol: 5α-pregnane-3α,20α-diol – GABA_A receptor positive allosteric modulator{{cite journal | vauthors = Belelli D, Lambert JJ, Peters JA, Gee KW, Lan NC | title = Modulation of human recombinant GABAA receptors by pregnanediols | journal = Neuropharmacology | volume = 35 | issue = 9–10 | pages = 1223–31 | year = 1996 | pmid = 9014137 | doi = 10.1016/s0028-3908(96)00066-4| s2cid = 10437944 }}
• Allopregnanolone (brexanolone; SAGE-547): 5α-pregnan-3α-ol-20-one – GABA_A receptor positive allosteric modulator
• Dihydrodeoxycorticosterone (DHDOC): 21-hydroxy-5α-pregnan-20-one – GABA_A receptor positive allosteric modulator
• Pregnanediol: 5β-pregnan-3α,20α-diol – GABA_A receptor positive allosteric modulator
• Pregnanolone (eltanolone): 5β-pregnan-3α-ol-20-one – GABA_A receptor positive allosteric modulator
• Tetrahydrodeoxycorticosterone (THDOC): 3α,21-dihydroxy-5α-pregnan-20-one – GABA_A receptor positive allosteric modulator

The following are proneurosteroids:

• Deoxycorticosterone (desoxycortone): 21-hydroxypregn-4-ene-3,20-dione – of DHDOC and THDOC
• Pregnenolone (P5): pregn-5-en-3β-ol-20-one – of pregnanolones and pregnanediols (see above)
• Progesterone (P4): pregn-4-ene-3,20-dione – of pregnanediones, pregnanolones, and pregnanediols (see above)

• Acebrochol (cholesteryl acetate dibromide): 5α,6β-dibromocholestan-3β-ol 3β-acetate – GABA_A receptor positive allosteric modulator

• Alfadolone: 3α,21-dihydroxy-5α-pregnane-11,20-dione – GABA_A receptor positive allosteric modulator
• Alfadolone acetate: 3α,21-dihydroxy-5α-pregnane-11,20-dione 21-acetate – GABA_A receptor positive allosteric modulator
• Alfaxalone: 3α-hydroxy-5α-pregnane-11,20-dione – GABA_A receptor positive allosteric modulator
• EIDD-036 (P4-20-O): 20-(hydroxyimino)pregn-4-en-3-one – progesterone-like inhibitory neurosteroid{{cite journal | vauthors = Wali B, Sayeed I, Guthrie DB, Natchus MG, Turan N, Liotta DC, Stein DG | title = Evaluating the neurotherapeutic potential of a water-soluble progesterone analog after traumatic brain injury in rats | journal = Neuropharmacology | volume = 109 | pages = 148–158 | date = October 2016 | pmid = 27267687 | doi = 10.1016/j.neuropharm.2016.05.017 | s2cid = 19906601 }}
• Ganaxolone: 3β-methyl-5α-pregnan-3α-ol-20-one – GABA_A receptor positive allosteric modulator
• Hydroxydione: 21-hydroxy-5β-pregnane-3,20-dione – GABA_A receptor positive allosteric modulator
• Minaxolone: 11α-(dimethylamino)-2β-ethoxy-5α-pregnan-3α-ol-20-one – GABA_A receptor positive allosteric modulator
• ORG-20599: 21-chloro-2β-morpholin-4-yl-5β-pregnan-3α-ol-20-one – GABA_A receptor positive allosteric modulator
• ORG-21465: 2β-(2,2-dimethyl-4-morpholinyl)-3α-hydroxy-11,20-dioxo-5α-pregnan-21-yl methanesulfonate – GABA_A receptor positive allosteric modulator
• Posovolone (Co 134444): 3β-Hydroxy-21-(1H-imidazol-1-yl)-3α-(methoxymethyl)-5α-pregnan-20-one – GABA_A receptor positive allosteric modulator
• Renanolone: 5β-pregnan-3α-ol-11,20-dione – GABA_A receptor positive allosteric modulator
• SGE-516 – GABA_A receptor positive allosteric modulator
• SGE-872 – GABA_A receptor positive allosteric modulator
• Zuranolone (SAGE-217): 3α-hydroxy-3β-methyl-21-(4-cyano-1H-pyrazol-1'-yl)-19-nor-5β-pregnan-20-one – GABA_A receptor positive allosteric modulator{{cite journal | vauthors = Martinez Botella G, Salituro FG, Harrison BL, Beresis RT, Bai Z, Blanco MJ, Belfort GM, Dai J, Loya CM, Ackley MA, Althaus AL, Grossman SJ, Hoffmann E, Doherty JJ, Robichaud AJ | title = Neuroactive Steroids. 2. 3α-Hydroxy-3β-methyl-21-(4-cyano-1H-pyrazol-1'-yl)-19-nor-5β-pregnan-20-one (SAGE-217): A Clinical Next Generation Neuroactive Steroid Positive Allosteric Modulator of the (γ-Aminobutyric Acid)A Receptor | journal = J. Med. Chem. | volume = 60 | issue = 18 | pages = 7810–7819 | year = 2017 | pmid = 28753313 | doi = 10.1021/acs.jmedchem.7b00846 }}{{cite journal | vauthors = Blanco MJ, La D, Coughlin Q, Newman CA, Griffin AM, Harrison BL, Salituro FG | title = Breakthroughs in neuroactive steroid drug discovery | journal = Bioorg. Med. Chem. Lett. | volume = 28 | issue = 2 | pages = 61–70 | year = 2018 | pmid = 29223589 | doi = 10.1016/j.bmcl.2017.11.043 }}

The following are proneurosteroids:

• EIDD-1723 – of EIDD-036 (see above)
• P1-185 – of progesterone and by extension pregnanediones, pregnanolones, and pregnanediols (see above){{cite journal | vauthors = MacNevin CJ, Atif F, Sayeed I, Stein DG, Liotta DC | title = Development and screening of water-soluble analogues of progesterone and allopregnanolone in models of brain injury | journal = J. Med. Chem. | volume = 52 | issue = 19 | pages = 6012–23 | year = 2009 | pmid = 19791804 | doi = 10.1021/jm900712n }}{{cite journal | vauthors = Guthrie DB, Stein DG, Liotta DC, Lockwood MA, Sayeed I, Atif F, Arrendale RF, Reddy GP, Evers TJ, Marengo JR, Howard RB, Culver DG, Natchus MG | title = Water-soluble progesterone analogues are effective, injectable treatments in animal models of traumatic brain injury | journal = ACS Med Chem Lett | volume = 3 | issue = 5 | pages = 362–6 | year = 2012 | pmid = 24900479 | pmc = 4025794 | doi = 10.1021/ml200303r }}
• Progesterone carboxymethyloxime (P4-3-CMO) – of progesterone and by extension pregnanediones, pregnanolones, and pregnanediols (see above){{cite journal|last1=Basu|first1=Krishnakali|last2=Mitra|first2=Ashim K.|title=Effects of 3-hydrazone modification on the metabolism and protein binding of progesterone|journal=International Journal of Pharmaceutics|volume=65|issue=1–2|year=1990|pages=109–114|issn=0378-5173|doi=10.1016/0378-5173(90)90015-V}}{{cite journal|last1=Basu|first1=Krishnakali|last2=Kildsig|first2=Dane O.|last3=Mitra|first3=Ashim K.|title=Synthesis and kinetic stability studies of progesterone derivatives|journal=International Journal of Pharmaceutics|volume=47|issue=1–3|year=1988|pages=195–203|issn=0378-5173|doi=10.1016/0378-5173(88)90231-1}}

• Cerebrosterol (24(S)-Hydroxycholesterol): cholest-5-en-3β,24S-diol – NMDA receptor positive allosteric modulator{{cite journal | vauthors = Paul SM, Doherty JJ, Robichaud AJ, Belfort GM, Chow BY, Hammond RS, Crawford DC, Linsenbardt AJ, Shu HJ, Izumi Y, Mennerick SJ, Zorumski CF | title = The major brain cholesterol metabolite 24(S)-hydroxycholesterol is a potent allosteric modulator of N-methyl-D-aspartate receptors | journal = J. Neurosci. | volume = 33 | issue = 44 | pages = 17290–300 | year = 2013 | pmid = 24174662 | pmc = 3812502 | doi = 10.1523/JNEUROSCI.2619-13.2013 }}

• 3β-Dihydroprogesterone (3β-DHP): pregn-4-en-3β-ol-20-one – GABA_A receptor negative allosteric modulator
• Epipregnanolone: 5β-pregnan-3β-ol-20-one – GABA_A receptor negative allosteric modulator
• Isopregnanolone (sepranolone): 5α-pregnan-3β-ol-20-one – GABA_A receptor negative allosteric modulator
• Pregnenolone sulfate (PS): pregn-5-en-3β-ol-20-one 3β-sulfate – GABA_A receptor negative allosteric modulator, NMDA receptor positive allosteric modulator, sigma-1 receptor agonist, TRPM3 agonist, other actions

The following are proneurosteroids:

• Pregnenolone (P5): pregn-5-en-3β-ol-20-one – of pregnenolone sulfate

• Dehydroepiandrosterone (DHEA; prasterone): androst-5-en-3β-ol-17-one – GABA_A receptor positive allosteric modulator, NMDA receptor positive allosteric modulator, sigma-1 receptor agonist, other actions
• Dehydroepiandrosterone sulfate (DHEA-S; prasterone sulfate): androst-5-en-3β-ol-17-one 3β-sulfate – GABA_A receptor negative allosteric modulator, NMDA receptor positive allosteric modulator, other actions

• 17-Phenylandrostenol (17-PA): 17-phenyl-5α-androst-16-en-3α-ol – GABA_A receptor negative allosteric modulator
• Golexanolone (GR-3027): 3α-ethynyl-3β-hydroxyandrostan-17E-one oxime – GABA_A receptor negative allosteric modulator

• SAGE-201 - oxysterol/cholesterol analogue – NMDA receptor positive allosteric modulator
• SAGE-301 - oxysterol/cholesterol analogue – NMDA receptor positive allosteric modulator
• SAGE-718: oxysterol/cholesterol analogue; exact chemical structure undisclosed – NMDA receptor positive allosteric modulator

• Cholesterol: cholest-5-en-3β-ol – NMDA receptor positive allosteric modulator, possible GABA_A receptor positive allosteric modulator, many other actions{{cite journal | vauthors = Hénin J, Salari R, Murlidaran S, Brannigan G | title = A predicted binding site for cholesterol on the GABAA receptor | journal = Biophys. J. | volume = 106 | issue = 9 | pages = 1938–49 | year = 2014 | pmid = 24806926 | pmc = 4017285 | doi = 10.1016/j.bpj.2014.03.024 | bibcode = 2014BpJ...106.1938H }}{{cite journal | vauthors = Levitan I, Singh DK, Rosenhouse-Dantsker A | title = Cholesterol binding to ion channels | journal = Front Physiol | volume = 5 | pages = 65 | year = 2014 | pmid = 24616704 | pmc = 3935357 | doi = 10.3389/fphys.2014.00065 | doi-access = free }}{{cite journal | vauthors = Lange Y, Steck TL | title = Active membrane cholesterol as a physiological effector | journal = Chem. Phys. Lipids | volume = 199 | pages = 74–93 | year = 2016 | pmid = 26874289 | doi = 10.1016/j.chemphyslip.2016.02.003 }}

• Epipregnanolone sulfate: 5β-pregnan-3β-ol-20-one 3β-sulfate – GABA_A and NMDA receptor negative allosteric modulator, TRPM3 agonist

• Dehydroepiandrosterone (DHEA; prasterone): androst-5-en-3β-ol-17-one – TrkA, TrkC, and p75^NTR agonist, TrkB ligand
• Dehydroepiandrosterone sulfate (DHEA-S; prasterone sulfate): androst-5-en-3β-ol-17-one 3β-sulfate – TrkA and p75^NTR agonist

• Anicequol (NGA0187, NGD-187): 16β-acetoxy-3β,7β,11β-trihydroxy-5α-ergost-22(E)-en-6-one – non-endogenous; fungi-derived; undefined mechanism of action; shows neurotrophic activity in vitro; was formerly under development for the treatment of cognitive disorders{{cite journal | vauthors = Nozawa Y, Sakai N, Matsumoto K, Mizoue K | title = A novel neuritogenic compound, NGA0187 | journal = J. Antibiot. | volume = 55 | issue = 7 | pages = 629–34 | year = 2002 | pmid = 12243452 | doi = 10.7164/antibiotics.55.629| doi-access = free }}

• BNN-20: 17β-spiro-(androst-5-en-17,2'-oxiran)-3β-ol – TrkA, TrkB, and p75^NTR agonist

• BNN-27: 17α,20R-epoxypregn-5-ene-3β,21-diol – TrkA and p75^NTR agonist

• Testosterone: androst-4-en-17β-ol-3-one – TrkA and p75^NTR antagonist

• Dexamethasone: 9α-fluoro-11β,17α,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione – TrkA and p75^NTR antagonist

{{See also|Pheromone#Humans|Sex pheromone#In_humans|Pherine}}

• 3α-Androstenol: 5α-androst-16-en-3α-ol
• 3β-Androstenol: 5α-androst-16-en-3β-ol
• Androstadienol: androsta-5,16-dien-3β-ol
• Androstadienone: androsta-4,16-dien-3-one
• Androstenone: 5α-androst-16-en-3-one
• Androsterone: 5α-androstan-3α-ol-17-one

• Estratetraenol: estra-1,3,5(10),16-tetraen-3-ol

• Fasedienol (Aloradine; PH94B; 4-androstadienol): androsta-4,16-dien-3β-ol

• Estratetraenyl acetate (ETA): estra-1,3,5(10),16-tetraen-3-yl acetate

• Pregnadienedione (PDD): pregna-4,20-dien-3,6-dione

• PH10, PH15, PH30, PH56, PH78, PH84, Salubrin (PH80) – pherines with undefined structures developed by a company called Pherin Pharmaceuticals

• Pregnenolone (P5): pregn-5-en-3β-ol-20-one – MAP2 ligand
• Progesterone (P4): pregn-4-ene-3,20-dione – sigma-1 receptor antagonist, nicotinic acetylcholine receptor negative allosteric modulator, MAP2 ligand, other actions

{{See also|spiro compound|diosgenin|caproate}}

• Caprospinol (SP-233; diosgenin 3-caproate): (22R,25R)-20α-spirost-5-en-3β-yl hexanoate – β-amyloid ligand, sigma-1 receptor ligand, other actions; found naturally in Gynura japonica; under development as a neuroprotective against Alzheimer's disease{{cite journal | vauthors = Papadopoulos V, Lecanu L | title = Caprospinol: discovery of a steroid drug candidate to treat Alzheimer's disease based on 22R-hydroxycholesterol structure and properties | journal = J. Neuroendocrinol. | volume = 24 | issue = 1 | pages = 93–101 | year = 2012 | pmid = 21623958 | doi = 10.1111/j.1365-2826.2011.02167.x | s2cid = 24032303 }}{{Cite web|url=http://adisinsight.springer.com/drugs/800017449|title = Research programme: Neurodegenerative disorders therapeutics - Samaritan/McGill University - AdisInsight}}

• Estradiol (E2): Estra-1,3,5(10)-triene-3,17β-diol; found to increase the expression of the oxytocin receptor.

• 3β-Methoxypregnenolone (MAP-4343): 3β-methoxypregn-5-en-20-one – MAP2 ligand
• Cyclopregnol (neurosterone): 6β-hydroxy-3:5-cyclopregnan-20-one – undefined mechanism of action; developed as a "psychotropic agent" for the treatment of "mental disorders" such as schizophrenia in the 1950s

• Cetadiol: androst-5-ene-3β,16α-diol – undefined mechanism of action; developed as a "tranquilizer" and for the treatment of alcoholism in the 1950s

• List of steroids
• Neurosteroidogenesis inhibitor

{{Reflist|2}}

{{Endogenous steroids}}

{{Pheromones and pherines}}

Category:Neurosteroids

Neuroactive steroids