CAS 128-21-2

Epipregnanolone

Description:

Epipregnanolone, with the CAS number 128-21-2, is a neuroactive steroid that is derived from progesterone. It is characterized by its ability to modulate the activity of neurotransmitter receptors, particularly the GABA-A receptor, which plays a crucial role in inhibitory neurotransmission in the central nervous system. This compound is known for its potential anxiolytic and sedative effects, making it a subject of interest in neuropharmacology. Structurally, epipregnanolone features a steroid backbone, which is typical of many neurosteroids, and it exhibits a unique configuration that distinguishes it from its precursors and metabolites. Its lipophilic nature allows it to easily cross the blood-brain barrier, contributing to its biological activity. Research has indicated that epipregnanolone may have therapeutic implications in treating mood disorders, epilepsy, and other neurological conditions. However, further studies are necessary to fully understand its pharmacological profile and potential clinical applications.

Formula: C₂₁H₃₄O₂

InChI: InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15+,16+,17-,18+,19+,20+,21-/m1/s1

InChI key: InChIKey=AURFZBICLPNKBZ-GRWISUQFSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@H](C(C)=O)CC4)[H])(CC[C@@]1(C[C@@H](O)CC2)[H])[H])[H]

Synonyms:

• (3Beta,5Alpha,17Alpha)-3-Hydroxypregnan-20-One
• (3Beta,5Beta)-3-Hydroxypregnan-20-One
• (3Beta,5Beta,8Xi,9Xi,14Xi,17Xi)-3-Hydroxypregnan-20-One
• (3β,5β)-3-Hydroxypregnan-20-one
• 3-Beta-Hydroxy-5-Beta-Pregnan-20-One
• 3-Deoxo-3β-hydroxy-5β-dihydroprogesterone
• 3β,5β-Pregnanolone
• 3β-Hydroxy-5β-pregnan-20-one
• 3β-Hydroxy-5β-pregnane-20-one
• 3β-Hydroxy-5β-tetrahydroprogesterone
• 5β-Pregnan-20-one, 3β-hydroxy-
• 5β-Pregnan-3β-ol-20-one
• 5β-Pregnane-3β-hydroxy-20-one
• 5β-Pregnane-3β-ol-20-one
• Epipregnanolone
• NSC 21450
• Pregnan-20-one, 3-hydroxy-, (3β,5β)-

Epipregnanolone

CAS: 128-21-2

Formula: C₂₁H₃₄O₂

Molecular weight: 318.50

Ref: 4Z-P-32111

Epipregnanolone

Controlled Product

CAS: 128-21-2

Applications Epipregnanolone is an epimer of the hyponotic-anaesthetic agent Pregnanolone (P711300). Epipregnanolone displays anesthetic, hypnotic, and sedative properties. Epipregnanolone has been shown to reduce alcohol self-administration in rats.
References O’Dell, L.E. et al.: Pharmacol. Biochem. Behav., 81, 543 (2005); Engel, S.R. et al.: J. Pharmacol. Exp. Ther., 297, 489 (2001); Shannon, E.E. et al.: Alcohol, 37, 35 (2005);

Formula: C₂₁H₃₄O₂

Color and Shape: Neat

Molecular weight: 318.49

Ref: TR-E588640

Epipregnanolone

Controlled Product

CAS: 128-21-2

Epipregnanolone is a neuroactive steroid that interacts with the GABAA receptor to produce sedative, anxiolytic, and anticonvulsant effects. It is also used in the treatment of premenstrual syndrome in women and as an adjunct therapy for catamenial epilepsy. Epipregnanolone has been shown to bind to benzodiazepine-sensitive GABAA receptors and increase GABAergic neurotransmission. This drug has been shown to have a number of physiological effects on the brain, including decreased anxiety and increased sleepiness. Epipregnanolone has also been shown to be a potent inhibitor of hydrogen bonds between bases in DNA polymerase chain reactions, leading to enzymatic activity changes.

Formula: C₂₁H₃₄O₂

Purity: Min. 95%

Molecular weight: 318.49 g/mol

Ref: 3D-FE177267

Epipregnanolone

CAS: 128-21-2

Formula: C₂₁H₃₄O₂

Molecular weight: 318.5

Ref: ST-EA-CP-P133142