5beta-Pregnane-3,20-dione

(5beta)-pregnane-3,20-dione, also known as 3,20-pregnanedione or 5beta-dihydroprogesterone, belongs to gluco/mineralocorticoids, progestogins and derivatives class of compounds. Those are steroids with a structure based on a hydroxylated prostane moiety. Thus, (5beta)-pregnane-3,20-dione is considered to be a steroid lipid molecule (5beta)-pregnane-3,20-dione is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (5beta)-pregnane-3,20-dione can be found in a number of food items such as opium poppy, walnut, rowal, and italian sweet red pepper, which makes (5beta)-pregnane-3,20-dione a potential biomarker for the consumption of these food products.

ID EC Number Name
KEGG:R02215 1.3.99.6 5beta-pregnane-3,20-dione:(acceptor) delta4-oxidoreductase
KEGG:R02219 1.3.1.3 3-oxo-5beta-steroid:NADP+ delta4-oxidoreductase;
KEGG:R04845 1.1.1.50 3alpha-hydroxy-5beta-pregnane-20-one:NAD+ oxidoreductase (B-specific)
KEGG:R04846 1.1.1.50 3alpha-hydroxy-5beta-pregnane-20-one:NADP+ oxidoreductase (B-specific)
KEGG:R06166 1.1.1.277 3beta-hydroxy-5beta-steroid:NADP+ 3-oxidoreductase
Rhea:RHEA:22945 1.1.1.277 3β-hydroxy-5β-pregnane-20-one + NADP+ => 5β-pregnan-3,20-dione + NADPH + H+
Rhea:RHEA:22946 1.1.1.277 5β-pregnan-3,20-dione + NADPH + H+ => 3β-hydroxy-5β-pregnane-20-one + NADP+
Rhea:RHEA:22947 1.1.1.277 3β-hydroxy-5β-pregnane-20-one + NADP+ <=> 5β-pregnan-3,20-dione + NADPH + H+
Rhea:RHEA:42169 20α-hydroxy-5β-pregnan-3-one + NADP+ => 5β-pregnan-3,20-dione + NADPH + H+
Rhea:RHEA:42170 5β-pregnan-3,20-dione + NADPH + H+ => 20α-hydroxy-5β-pregnan-3-one + NADP+
Rhea:RHEA:42171 20α-hydroxy-5β-pregnan-3-one + NADP+ <=> 5β-pregnan-3,20-dione + NADPH + H+
Rhea:RHEA:46661 progesterone + NADPH + H+ => 5β-pregnan-3,20-dione + NADP+
Rhea:RHEA:46662 5β-pregnan-3,20-dione + NADP+ => progesterone + NADPH + H+
Rhea:RHEA:46663 progesterone + NADPH + H+ <=> 5β-pregnan-3,20-dione + NADP+
Rhea:RHEA:69017 3α-hydroxy-5β-pregnan-20-one + NADP+ => 5β-pregnan-3,20-dione + NADPH + H+
Rhea:RHEA:69018 5β-pregnan-3,20-dione + NADPH + H+ => 3α-hydroxy-5β-pregnan-20-one + NADP+
Rhea:RHEA:69019 3α-hydroxy-5β-pregnan-20-one + NADP+ <=> 5β-pregnan-3,20-dione + NADPH + H+