Cyanoketone

Cyanoketone
Names

IUPAC name (2S,8R,9S,10R,13S,14S,17S)-17-hydroxy-4,4,10,13,17-pentamethyl-3-oxo-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthrene-2-carbonitrile
Identifiers
CAS Number	4248-66-2^Y
3D model (Jmol)	Interactive image
ChemSpider	19069^N
PubChem	20243
InChI InChI=1S/C23H33NO2/c1-20(2)18-7-6-15-16(21(18,3)12-14(13-24)19(20)25)8-10-22(4)17(15)9-11-23(22,5)26/h7,14-17,26H,6,8-12H2,1-5H3/t14-,15+,16-,17-,21+,22-,23-/m0/s1^N Key: GTBRTGPZZALPNS-MXHVRSFHSA-N^N InChI=1/C23H33NO2/c1-20(2)18-7-6-15-16(21(18,3)12-14(13-24)19(20)25)8-10-22(4)17(15)9-11-23(22,5)26/h7,14-17,26H,6,8-12H2,1-5H3/t14-,15+,16-,17-,21+,22-,23-/m0/s1 Key: GTBRTGPZZALPNS-MXHVRSFHBK
SMILES N#C[C@H]4C(=O)C(C\3=C\C[C@@H]2[C@H](CC[C@]1([C@H]2CC[C@@]1(O)C)C)[C@@]/3(C)C4)(C)C
Properties
Chemical formula	C₂₃H₃₃NO₂
Molar mass	355.51 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Cyanoketone is an androstenol. It has been shown to inhibit steroidogenesis.^[1]

It inhibits atrophy of apical dendrites.

References

↑ Di Prisco, C. L.; Materazzi, G.; Scattolini, B. (1971). "Inhibition of steroidogenesis by cyanoketone". Gynecologic investigation. 2 (1): 309–315. doi:10.1159/000301873. PMID 4266510.

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