The identification of 14 alpha,17 beta-dihydroxyandrost-4-en-3-one monohydrate and 14 alpha,17 beta-dihydroxyandrosta-1,4-dien-3-one monohydrate, metabolites of androstenedione in Mucor piriformis.
The microorganism Mucor piriformis transforms androst-4-ene-3,17-dione into a major and several minor metabolites. X-ray crystallographic analysis of two of these metabolites was undertaken to determine unambiguously their composition and chirality. Crystals belong to the orthorhombic space-group P2(1)2(1)2(1), with a = 7.199(4) A and a = 6.023(3) A, b = 11.719(3) A and b = 13.455(4) A, c = 20.409(3) A and c = 20.702(4) A for the two title compounds, respectively. The structures have been refined to final R values of 0.060 and 0.040, respectively.
Krishnan
R
R
Department of Physics, Indian Institute of Science, Bangalore.
Madyastha
K M
KM
Seshadri
T P
TP
Viswamitra
M A
MA
D000730:Androstadienes / Q000032:analysis* / Q000737:chemistry; D000735:Androstenedione / Q000378:metabolism*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003460:Crystallization; D006860:Hydrogen Bonding; D006915:Hydroxytestosterones / Q000032:analysis* / Q000737:chemistry; D015394:Molecular Structure; D009089:Mucor / Q000737:chemistry*; D014961:X-Ray Diffraction
D000730:Androstadienes; D006915:Hydroxytestosterones; C030893:14-hydroxytestosterone; D000735:Androstenedione; C072929:14,17-dihydroxyandrosta-1,4-dien-3-one