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

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

ATC code	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
Synonyms	Pregna-4,20-diene-3,6-dione
PubChem (CID)	15429665
ChemSpider	21375166
Chemical and physical data
Formula	C₂₁H₂₈O₂
Molar mass	312.446 g/mol
3D model (Jmol)	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=CNHWGARUXXETPK-SMWYYAGTSA-N Key: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

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

1 2 3 Hayes W (2003). "Human pheromones: have they been demonstrated?". Behavioral Ecology and Sociobiology. 54 (2): 89–97. doi:10.1007/s00265-003-0613-4.
1 2 3 Monti-Bloch, Louis; Diaz-Sanchez, Vicente; Jennings-White, Clive; Berliner, David L (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. ISSN 0960-0760.

Human pheromones and vomeropherines

Pheromones	3α-Androstenol 3β-Androstenol Androstadienol Androstadienone Androstenone Androsterone Estratetraenol

Pherines	ETA PDD PH10 PH15 PH30 PH56 PH78 PH80 PH84 PH94B (Aloradine; 4,16-androstadien-3β-ol) Salubrin

See also: Steroid hormones

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