17alpha-hydroxyprogesterone

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

179 compounds within 3 steps: 6 in 1, 34 in 2, 139 in 3

Three steps

2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 2 routes
1-octadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 5 routes
2-octadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-(9Z)-octadecenoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-octadecanoyl-sn-glycero-3-phosphocholine + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
1-hexadecanoyl-N-(acetyl)-sphing-4-enineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 9 routes
2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-hexadecanoyl-N-(acetyl)-sphing-4-enine + 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 2 routes
1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 3 routes
2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 3 routes
1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + N-(acetyl)-sphing-4-enine = 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + N-(acetyl)-sphing-4-enine = 2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + 1-O-acyl-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-N-(acetyl)-sphing-4-enine + 2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
16alpha-hydroxyestroneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. cytochrome P450 (4-androstene-3,17-dione)
3. unspecific monooxygenase (estrone)
Catalysed by CYP17A1, CYP19A1, CYP1A1, CYP1A2 and 21 morecytosol, endoplasmic reticulumOne of 3 routes
19-oxo-androst-4-ene-3,17-dioneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. 19-hydroxyandrostenedione,NADPH-hemoprotein reductase:oxygen 19-oxidoreductase
3. cytochrome P450 (19-hydroxyandrostenedione)
Catalysed by CYP17A1, CYP19A1cytosolOne of 2 routes
11beta,17beta-dihydroxyandrost-4-ene-3-oneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. testosterone:NADP+ 17-oxidoreductase
3. testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 11beta,17beta-dihydroxyandrost-4-ene-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP17A1, HSD17B6, HSD17B1, HSD17B3 and 6 morecytosolOne of 3 routes
16beta,17beta-dihydroxyandrost-4-en-3-oneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. testosterone:NADP+ 17-oxidoreductase
3. testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 16beta,17beta-dihydroxyandrost-4-en-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP17A1, HSD17B6, HSD17B1, HSD17B3 and 7 morecytosol
1-octadecanoyl-sn-glycero-3-phosphoserineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-sn-glycero-3-phosphoserine + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosol
1-O-acyl-N-(acetyl)-sphing-4-enineReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine
Catalysed by CYP17A1, ASAH1, PLA2G15cytosolOne of 8 routes
N-(acetyl)-sphing-4-enine-1-phosphateReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
3. N-(acetyl)-sphing-4-enine + ATP = N-(acetyl)-sphing-4-enine-1-phosphate + ADP + H(+)
Catalysed by CYP17A1, ASAH1, CERKcytosol
2-hydroxytestosteroneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. testosterone:NADP+ 17-oxidoreductase
3. testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 2-hydroxytestosterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP17A1, HSD17B6, HSD17B1, HSD17B3 and 6 morecytosol
4-hydroxyestroneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. cytochrome P450 (4-androstene-3,17-dione)
3. estrone + reduced [NADPH--hemoprotein reductase] + O2 = 4-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP17A1, CYP19A1, CYP1A1, CYP1A2 and 4 morecytosol, endoplasmic reticulum
6alpha-hydroxyestroneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. cytochrome P450 (4-androstene-3,17-dione)
3. estrone + reduced [NADPH--hemoprotein reductase] + O2 = 6alpha-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP17A1, CYP19A1, CYP1A1cytosol, endoplasmic reticulum
15alpha-hydroxyestroneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. cytochrome P450 (4-androstene-3,17-dione)
3. estrone + reduced [NADPH--hemoprotein reductase] + O2 = 15alpha-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP17A1, CYP19A1, CYP1A1cytosol, endoplasmic reticulum
3beta-hydroxy-5beta-androstane-17-oneReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. androst-4-ene-3,17-dione + NADPH + H(+) = 5beta-androstane-3,17-dione + NADP(+)
3. 5beta-androstane-3,17-dione + NADPH + H(+) = 3beta-hydroxy-5beta-androstane-17-one + NADP(+)
Catalysed by CYP17A1, AKR1D1, DHRS4cytosol
2-(1-hydroxyethyl)thiamine diphosphateReach from here →
1. cytochrome P450 (17alpha-hydroxyprogesterone)
2. transport of acetate and pyruvate (cytosol to extracellular)
3. pyruvate:thiamin diphosphate acetaldehydetransferase (decarboxylating)
Catalysed by CYP17A1, SLC16A4, SLC16A5, SLC16A3 and 5 morecytosol, extracellular space, mitochondrial matrix