Metabolism of steroid hormones

Payne AH, Hales DB. Overview of steroidogenic enzymes in the pathway from cholesterol to active steroid hormones. Endocr Rev. 2004 Dec;25(6):947–70. doi: 10.1210/er.2003-0030. PMID: 15583024.

Metabolites

11-Deoxycortisol

Formula: C21H30O4 (346.214398)

CAS ID: 152-58-9

18-Hydroxycorticosterone

Formula: C21H30O5 (362.209313)

CAS ID: 561-65-9

4-Methylpentanal

Formula: C6H12O (100.0888102)

CAS ID: 1119-16-0

Acetaldehyde

Formula: C2H4O (44.0262134)

CAS ID: 75-07-0

Aldosterone

Formula: C21H28O5 (360.1936638)

CAS ID: 52-39-1

Androstenedione

Formula: C19H26O2 (286.1932696)

CAS ID: 63-05-8

Calcium cation

Formula: Ca (39.962591)

CAS ID: 14127-61-8

Cholesterol

Formula: C27H46O (386.3548466)

CAS ID: 57-88-5

Corticosterone

Formula: C21H30O4 (346.214398)

CAS ID: 50-22-6

Cortisol

Formula: C21H30O5 (362.209313)

CAS ID: 50-23-7

Cortisone

Formula: C21H28O5 (360.1936638)

CAS ID: 53-06-5

Dehydroepiandrosterone

Formula: C19H28O2 (288.2089188)

CAS ID: 53-43-0

Dihydrotestosterone

Formula: C19H30O2 (290.224568)

CAS ID: 521-18-6

Estradiol-17beta

Formula: C18H24O2 (272.17762039999997)

CAS ID: 50-28-2

Estrone

Formula: C18H22O2 (270.1619712)

CAS ID: 53-16-7

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Pregnenolone

Formula: C21H32O2 (316.24021719999996)

CAS ID: 145-13-1

Progesterone

Formula: C21H30O2 (314.224568)

CAS ID: 57-83-0

Sulfate

Formula: H2SO4 (97.9673812)

CAS ID: 7664-93-9

Testosterone

Formula: C19H28O2 (288.2089188)

CAS ID: 58-22-0

Isohexanol

Formula: C6H14O (102.10445940000001)

CAS ID: 1320-98-5

pregn-5-ene-3,20-dione

Formula: C21H30O2 (314.224568)

CAS ID: 1236-09-5

formate

Formula: CHO2 (44.997654600000004)

CAS ID: 71-47-6

22S-hydroxycholesterol

Formula: C27H46O2 (402.34976159999997)

CAS ID: 22348-64-7

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NAD(1-)

Formula: C21H26N7O14P2 (662.1012936000001)

CAS ID: 53-84-9

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.1.1.-
1.1.1.122 D-threo-aldose 1-dehydrogenase D-threo-aldose:NAD+ 1-oxidoreductase
1.1.1.145 3beta-hydroxy-DELTA5-steroid dehydrogenase 3beta-hydroxy-DELTA5-steroid:NAD+ 3-oxidoreductase
1.1.1.21 aldose reductase alditol:NAD(P)+ 1-oxidoreductase
1.1.1.210 3beta(or 20alpha)-hydroxysteroid dehydrogenase 3beta(or 20alpha)-hydroxysteroid:NADP+ oxidoreductase
1.1.1.216 farnesol dehydrogenase (NADP+) (2E,6E)-farnesol:NADP+ 1-oxidoreductase
1.1.1.239 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+) 3alpha(or 17beta)-hydroxysteroid:NAD+ oxidoreductase
1.1.1.270 3beta-hydroxysteroid 3-dehydrogenase 3beta-hydroxysteroid:NADP+ 3-oxidoreductase
1.1.1.300 NADP-retinol dehydrogenase retinol:NADP+ oxidoreductase
1.1.1.372 D/L-glyceraldehyde reductase glycerol:NADP+ oxidoreductase (D/L-glyceraldehyde-forming)
1.1.1.51 3(or 17)beta-hydroxysteroid dehydrogenase 3(or 17)beta-hydroxysteroid:NAD(P)+ oxidoreductase
1.1.1.54 allyl-alcohol dehydrogenase allyl-alcohol:NADP+ oxidoreductase
1.1.1.62 17beta-estradiol 17-dehydrogenase 17beta-estradiol:NAD(P)+ 17-oxidoreductase
1.1.1.64 testosterone 17beta-dehydrogenase (NADP+) 17beta-hydroxysteroid:NADP+ 17-oxidoreductase
1.14.14.14 aromatase testosterone monooxygenase (17beta-estradiol-forming)
1.14.14.16 steroid 21-monooxygenase steroid,NADPH-hemoprotein reductase:oxygen oxidoreductase (21-hydroxylating)
1.14.14.19 steroid 17alpha-monooxygenase steroid,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating)
1.14.14.32 17alpha-hydroxyprogesterone deacetylase 17alpha-hydroxyprogesterone,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating, acetate-releasing)
1.14.15.4 steroid 11beta-monooxygenase steroid,reduced-adrenal-ferredoxin:oxygen oxidoreductase (11beta-hydroxylating)
1.14.15.5 corticosterone 18-monooxygenase corticosterone,reduced-adrenal-ferredoxin:oxygen oxidoreductase (18-hydroxylating)
1.14.15.6 cholesterol monooxygenase (side-chain-cleaving) cholesterol,reduced-adrenal-ferredoxin:oxygen oxidoreductase (side-chain-cleaving)
1.18.1.6 adrenodoxin-NADP+ reductase adrenodoxin:NADP+ oxidoreductase
1.3.1.22 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+) 3-oxo-5alpha-steroid:NADP+ DELTA4-oxidoreductase
1.3.1.94 polyprenal reductase dolichal:NADP+ 2,3-oxidoreductase
3.1.6.2 steryl-sulfatase steryl-sulfate sulfohydrolase
5.3.3.1 steroid DELTA-isomerase 3-oxosteroid DELTA5-DELTA4-isomerase


Proteins

Protein ID name full name