Pregna-4,20-dien-3,6-dione : Further reading Wikipedia, the free encyclopedia

Pregna-4,20-dien-3,6-dione

Chemical compound

None

Identifiers

IUPAC name

(8S,9S,10R,13R,14S,17R)-17-ethenyl-10,13-dimethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione

PubChem CID

15429665

ChemSpider

21375166

CompTox Dashboard (EPA)

DTXSID701032869

Chemical and physical dataFormulaC₂₁H₂₈O₂Molar mass312.453 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C=C)CC(=O)C4=CC(=O)CC[C@]34C

InChI

InChI=1S/C21H28O2/c1-4-13-5-6-16-15-12-19(23)18-11-14(22)7-9-21(18,3)17(15)8-10-20(13,16)2/h4,11,13,15-17H,1,5-10,12H2,2-3H3/t13-,15-,16-,17-,20+,21+/m0/s1
Key:CNHWGARUXXETPK-SMWYYAGTSA-N

Pregnadienedione (PDD), or pregna-4,20-dien-3,6-dione, is a steroid and pherine, or synthetic pheromone.^[1]^[2] PDD has been found to activate the vomeronasal organ in men.^[1]^[2] Moreover, inhalation by men has been found to affect autonomic and central function and to lower luteinizing hormone and testosterone levels, while inhalation by women has few or no effects.^[1]^[2]

References

^ ^a ^b ^c Hayes W (2003). "Human pheromones: have they been demonstrated?". Behavioral Ecology and Sociobiology. 54 (2): 89–97. doi:10.1007/s00265-003-0613-4. S2CID 37400635.
^ ^a ^b ^c Monti-Bloch L, Diaz-Sanchez V, Jennings-White C, Berliner DL (April 1998). "Modulation of serum testosterone and autonomic function through stimulation of the male human vomeronasal organ (VNO) with pregna-4,20-diene-3,6-dione". The Journal of Steroid Biochemistry and Molecular Biology. 65 (1–6): 237–242. doi:10.1016/S0960-0760(98)00025-9. PMID 9699878. S2CID 32805290.

Monti-Bloch L, Diaz-Sanchez V, Jennings-White C, Berliner DL (April 1998). "Modulation of serum testosterone and autonomic function through stimulation of the male human vomeronasal organ (VNO) with pregna-4,20-diene-3,6-dione". The Journal of Steroid Biochemistry and Molecular Biology. 65 (1–6): 237–42. doi:10.1016/s0960-0760(98)00025-9. PMID 9699878.

Human pheromones and vomeropherines

Pheromones