979-02-2
Chemical Structure
16-Dehydropregnenolone acetate
Synonym(s): 16-DPA
- CAS No.: 979-02-2
- Formula:C23H32O3
- Molecular Weight:356.50
IUPAC Name: (3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate
InChIKey: MZWRIOUCMXPLKV-RFOVXIPZSA-N
SMILES: CC(C1=CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OC(C)=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)=O
Biological Activity: 16-Dehydropregnenolone acetate (16-DPA), a sterols compound, is an orally active 17α-hydroxylase and 5α-reductase inhibitor. 16-Dehydropregnenolone is also a potent bile acid receptor (BAR)/farnesoid X receptor (FXR) antagonist. 16-Dehydropregnenolone hypolipidemic and anticancer effects. 16-Dehydropregnenolone acetate (16-DPA) is the drug intermediate that can be used for synthesis of Dexamethasone (HY-14648) and related other steroidal pharmacophores[1][2][3].
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16-Dehydropregnenolone acetate | 16-Dehydropregnenolone acetate (16-DPA), a sterols compound, is an orally active 17α-hydroxylase and 5α-reductase inhibitor. 16-Dehydropregnenolone is also a potent bile acid receptor (BAR)/farnesoid X receptor (FXR) antagonist. 16-Dehydropregnenolone hypolipidemic and anticancer effects. 16-Dehydropregnenolone acetate (16-DPA) is the drug intermediate that can be used for synthesis of Dexamethasone (HY-14648) and related other steroidal pharmacophores. | |||||||||||||||||||||
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- [1]. Kumar M, et al., Aza-annulation on the 16-dehydropregnenolone, via tandem intermolecular aldol process and intramolecular Michael addition. Bioorg Med Chem Lett. 2011 Apr 15;21(8):2232-7. [Content Brief]
- [2]. Ramakrishna R, Kumar D, Bhateria M, Gaikwad AN, Bhatta RS. 16-Dehydropregnenolone lowers serum cholesterol by up-regulation of CYP7A1 in hyperlipidemic male hamsters. J Steroid Biochem Mol Biol. 2017 Apr;168:110-117. [Content Brief]
- [3]. Deng Z, Wang X, Wang F, Qin Z, Cui Y, Sun Y, Sun L. Pharmacokinetics and tissue distribution study of 16-dehydropregnenolone liposome in female mice after intravenous administration. Drug Deliv. 2016 Oct;23(8):2787-2795. [Content Brief]
Keywords
