Dehydroepiandrosterone

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Revision as of 05:29, 31 October 2008

Dehydroepiandrosterone

Pubchem(5881)

A major C19 steroid produced by the ADRENAL CORTEX. It is also produced in small quantities in the TESTIS and the OVARY. Dehydroepiandrosterone (DHEA) can be converted to TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. Most of DHEA is sulfated (DEHYDROEPIANDROSTERONE SULFATE) before secretion.

Negative modulator of GABAA receptors.

Drug Type: Small Molecule; Experimental

KEGG Pathway(C01227) Androgen and estrogen metabolism Prostate cancer

List of PDB files having estriol as a Ligand:
MMDB ID PDB ID Reference
15983 1E3R Ha NC, Kim MS, Lee W, Choi KY, Oh BHDetection of large pKa perturbations of an inhibitor and a catalytic group at an enzyme active site, a mechanistic basis for catalytic power of many enzymesJ. Biol. Chem. v275, p.41100-41106
55806 1COY Li J, Vrielink A, Brick P, Blow DMCrystal structure of cholesterol oxidase complexed with a steroid substrate: implications for flavin adenine dinucleotide dependent alcohol oxidasesBiochemistry v32, p.11507-11515
Physiochemical properties of Estriol:
Physical Property Value Units Temp (deg C) Source
Melting Point 140-141 deg C EXP
log P (octanol-water) 3.23 (none) EXP
Water Solubility 63.5 mg/L 25 EXP
Vapor Pressure 2.23E-08 mm Hg 25 EST
Henry's Law Constant 6.62E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.27E-10 cm3/molecule-sec 25 EST
Toxicity:
Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 10mg/kg/2W-I (10mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Annals of Internal Medicine. Vol. 129, Pg. 588, 1998.
mouse LD50 oral > 10gm/kg (10000mg/kg) British UK Patent Application. Vol. #2208473,
mouse LD50 subcutaneous 900mg/kg (900mg/kg) British UK Patent Application. Vol. #2208473,
rat LD50 oral > 10gm/kg (10000mg/kg) British UK Patent Application. Vol. #2208473,
rat LD50 subcutaneous 1gm/kg (1000mg/kg) British UK Patent Ap