Androstanolone(DHT)

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Androstanolone(DHT) Pubchem(10635) A potent androgenic metabolite of TESTOSTERONE. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to ESTRADIOL therefore DHT is considered a pure androgenic steroid.

KEGG Pathway(C03917)

  • Androgen and estrogen metabolism
  • Prostate cancer

Activity Androgen

Table I:
MMDB ID PDB ID Reference
13575 1D2S Grishkovskaya I, Avvakumov GV, Sklenar G, Dales D, Hammond GL, Muller YACrystal structure of human sex hormone-binding globulin: steroid transport by a laminin G-like domainEMBO J. v19, p.504-512
13985 1F5F Avvakumov GV, Muller YA, Hammond GLSteroid-binding specificity of human sex hormone-binding globulin is influenced by occupancy of a zinc-binding siteJ. Biol. Chem. v275, p.25920-25925
19532 1KDK Grishkovskaya I, Avvakumov GV, Hammond GL, Muller YAResolution of a disordered region at the entrance of the human sex hormone-binding globulin steroid-binding siteJ. Mol. Biol. v318, p.621-626
19533 1KDM Grishkovskaya I, Avvakumov GV, Hammond GL, Muller YAResolution of a disordered region at the entrance of the human sex
29012 1T73 Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor coactivator binding interfacePLoS Biol. v2, p.E274
29013 1T74 Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor
29014 1T76 Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor coactivator binding interfacePLoS Biol. v2, p.E274
29015 1T79 Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor coactivator binding interfacePLoS Biol. v2, p.E274
29016 1T7F Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor coactivator binding interfacePLoS Biol. v2, p.E274
29017 1T7M Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor coactivator binding interfacePLoS Biol. v2, p.E274
29018 1T7R Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor coactivator binding interfacePLoS Biol. v2, p.E274
29019 1T7T Hur E, Pfaff SJ, Payne ES, Gron H, Buehrer BM, Fletterick RJRecognition and accommodation at the androgen receptor coactivator binding interfacePLoS Biol. v2, p.E274
31245 1T5Z Estebanez-Perpina E, Moore JM, Mar E, Delgado-Rodrigues E, Nguyen P, Baxter JD, Buehrer BM, Webb P, Fletterick RJ, Guy RKThe molecular mechanisms of coactivator utilization in ligand-dependent transactivation by the androgen receptorJ. Biol. Chem. v280, p.8060-8068
31246 1T63 Estebanez-Perpina E, Moore JM, Mar E, Delgado-Rodrigues E, Nguyen P, Baxter JD, Buehrer BM, Webb P, Fletterick RJ, Guy RKThe molecular mechanisms of coactivator utilization in ligand-dependent transactivation by the androgen receptorJ. Biol. Chem. v280, p.8060-8068
31247 1T65 Estebanez-Perpina E, Moore JM, Mar E, Delgado-Rodrigues E, Nguyen P, Baxter JD, Buehrer BM, Webb P, Fletterick RJ, Guy RKThe molecular mechanisms of coactivator utilization in ligand-dependent transactivation by the androgen receptorJ. Biol. Chem. v280, p.8060-8068
31438 1XJ7 Estebanez-Perpina E, Moore JM, Mar E, Delgado-Rodrigues E, Nguyen P, Baxter JD, Buehrer BM, Webb P, Fletterick RJ, Guy RKThe molecular mechanisms of coactivator utilization in ligand-dependent transactivation by the androgen receptorJ. Biol. Chem. v280, p.8060-8068
39038 2AMA Pereira de Je, Cote PL, Cantin L, Blanchet J, Labrie F, Breton RComparison of crystal structures of human androgen receptor ligand-binding domain complexed with various agonists reveals molecular determinants responsible for binding affinityProtein Sci. v15, p.987-999
59291 2PIO Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59292 2PIP Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59293 2PIQ Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59294 2PIR Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59295 2PIT Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59296 2PIU Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59297 2PIV Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59298 2PIW Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59299 2PIX Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59302 2PKL Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
59526 2QPY Estebanez-Perpina E, Arnold LA, Nguyen P, Rodrigues ED, Mar E, Bateman R, Pallai P, Shokat KM, Baxter JD, Guy RK, Webb P, Fletterick RJA surface on the androgen receptor that allosterically regulates coactivator bindingProc. Natl. Acad. Sci. U. S. A. v104, p.16074-16079
61083 2Z4J Jouravel N, Sablin E, Arnold LA, Guy RK, Fletterick RJInteraction between the androgen receptor and a segment of its corepressor SHPActa Crystallogr. D Biol. Crystallogr. v63, p.1198-1200
Table I:
Physical Property Value Units Temp (deg C) Source
Melting Point 181 deg C EXP
log P (octanol-water) 3.55 (none) EXP
Water Solubility 5.25E+05 mg/L 25 EXP
Vapor Pressure 2.79E-08 mm Hg 25 EST
Henry's Law Constant 6.37E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.17E-11 cm3/molecule-sec 25 EST