(3a)-Allopregnanolone

CAS: 516-54-1

Ref. TR-A547100

Product Information

• Name: (3a)-Allopregnanolone
• Synonyms: (+)-3alpha,-Hydroxy-5alpha,-pregnan-20-one, (3alpha,,5alpha,)-3-Hydroxypregnan-20-one, 3alpha,,5alpha,-THP, 3alpha,,5alpha,-Tetrahydroprogesterone, 3alpha,-Hydroxy-5alpha,-dihydroprogesterone, 3alpha,-Hydroxy-5alpha,-pregnan-20-one, 3alpha,-Hydroxy-5alpha,-pregnane-20-one, 5alpha,-Pregnan-3alpha,-ol-20-one, 5alpha,-Pregnane-3alpha,-ol-20-one, Allopregnan-3alpha,-ol-20-one, Allopregnanolone, Allotetrahydroprogesterone, (+)-3α-Hydroxy-5α-pregnan-20-one, (3α)-Allopregnanolone, (3α,5α)-3-Hydroxypregnan-20-one, 3α,5α-Pregnanolone, 3α,5α-THP, 3α,5α-Tetrahydroprogesterone, 3α-Hydroxy-5α-dihydroprogesterone, 3α-Hydroxy-5α-pregnane-20-one, 5α-Pregnan-20-one, 3α-hydroxy-, 5α-Pregnan-3α-ol-20-one, 5α-Pregnane-3α-ol-20-one, Allopregnan-3α-ol-20-one, Allopregnanolone (SAGE-547), Brexanolone, Pregnan-20-one, 3-hydroxy-, (3α,5α)-, Sage 547, Zulresso

Description

Applications (3α)-Allopregnanolone acts as a GABAA receptor positive allosteric modulator. (3α)-Allopregnanolone is a metabolite of Progesterone (P755900). (3α)-Allopregnanolone is a neuroactive steroid present in the blood and also the brain. In 2019, the US Food and Drug Administration approved (3α)-Allopregnanolone as an intravenous infusion for treating postpartum depression.
References Puja, G. et al.: Neuron, 4, 759 (1990); Belelli, D. et ael. Neurosteroid, 6, 565 (2006); Viapiano, M. et al.: Neurochem. Res., 23, 155 (1998);

• Brand: TRC

Chemical properties

• Molecular weight: 318.49
• Formula: C₂₁H₃₄O₂
• Color/Form: White To Off-White
• InChI: InChI=1S/C20H32O2/c1-19-9-7-15(22)11-13(19)3-5-16-17-6-4-14(12-21)20(17,2)10-8-18(16)19/h12-18,22H,3-11H2,1-2H3/t13-,14+,15+,16-,17-,18-,19-,20+/m0/s1
• InChI key: InChIKey=AURFZBICLPNKBZ-SYBPFIFISA-N
• SMILES: CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C