A neurosteroid and an active metabolite of pregnenolone
Related Products
Isomer(s)
42751Pregnanolone
Parent Compound(s)
19864Pregnenolone
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Epipregnanolone

Item No. 34295

Restricted Product (Schedule IV)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5β)-3β-hydroxy-pregnan-20-one
CAS Number
128-21-2
Synonyms
  • NSC 21450
  • 5β-Pregnan-3β-ol-20-one
Molecular Formula
C21H34O2
Formula Weight
318.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 5 mg/ml
SMILES
C[C@@]12[C@]3([H])[C@](CC[C@]1([H])C[C@H](CC2)O)([H])[C@@]4([H])[C@](CC3)([C@H](CC4)C(C)=O)C
InChi Code
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
AURFZBICLPNKBZ-GRWISUQFSA-N
Regulatory Information
DEA Schedule
IV
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $41

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    10 mg

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    25 mg

    $128

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    50 mg

    $196

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    Product Description

    Epipregnanolone is a neurosteroid and an active metabolite of the steroid hormone pregnenolone (Item No. 19864).1 It is enzymatically formed from pregnenolone via the intermediates progesterone (Item No. 15876) and 5β-dihydroprogesterone in the placenta.2 Epipregnanolone inhibits spontaneous contractions in myometrial strips isolated from at-term pregnant women (IC50 = 156 µM).3 Epipregnanolone (10 and 20 mg/kg) decreases operant alcohol self-administration in rats.4 Maternal plasma levels of epipregnanolone increase over the duration of pregnancy.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Prince, R.J., and Simmonds, M.A. 5β-pregnan-3β-ol-20-one, a specific antagonist at the neurosteroid site of the GABAA receptor-complex. Neurosci. Lett. 135(2), 273-275 (1992).

    2. Hill, M., Cibula, D., Havlíkova, H., et al. Circulating levels of pregnanolone isomers during the third trimester of human pregnancy. J. Steroid Biochem. Mol. Biol. 105(1-5), 166-175 (2007).

    3. Perusquía, M., and Jasso-Kamel, J. Influence of 5α- and 5β-reduced progestins on the contractility of isolated human myometrium at term. Life Sci. 68(26), 2933-2944 (2001).

    4. O'Dell, L.E., Purdy, R.H., Covey, D.F., et al. Epipregnanolone and a novel synthetic neuroactive steroid reduce alcohol self-administration in rats. Pharmacol. Biochem. Behav. 81(3), 543-550 (2005).