16-Dehydropregnenolone acetate

16-Dehydropregnenolone acetate
Names
IUPAC name
20-Oxopregna-5,16-dien-3β-yl acetate
Systematic IUPAC name
(3aS,3bR,7S,9aR,9bS,11aS)-1-Acetyl-9a,11a-dimethyl-3a,3b,4,6,7,8,9,9a,9b,10,11,11a-dodecahydro-3H-cyclopenta[a]phenanthren-7-yl acetate
Other names
16-DPA; 5,16-Pregnadien-3β-ol-20-one acetate; 3β-Hydroxy-5,16-pregnadien-20-one acetate; 3β-Acetoxy-5,16-pregnadien-20-one
Identifiers
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.012.326
EC Number
  • 213-558-7
KEGG
UNII
  • InChI=1S/C23H32O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h5,7,17-18,20-21H,6,8-13H2,1-4H3/t17-,18-,20-,21-,22-,23+/m0/s1
    Key: MZWRIOUCMXPLKV-VMNVZBNLSA-N
Properties
C23H32O3
Molar mass 356.506 g·mol−1
Appearance White crystalline powder
Melting point 171–172 °C (340–342 °F; 444–445 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

16-Dehydropregnenolone acetate (16-DPA) is a chemical compound used as an intermediate or synthon in the production of many semisynthetic steroids. While it is not easy to synthesize, it is a convenient intermediate which can be made from other more available materials, and which can then be modified to produce the desired target compound.