Quantitative metabolomics services for biomarker discovery and validation.
Specializing in ready to use metabolomics kits.
Your source for quantitative metabolomics technologies and bioinformatics.
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Small Molecule Pathway Database.
Loading Pathway...
HMDB00015 HMDB 82579 ChemSpider HMDB00016 HMDB 1.0 937 ChemSpider 3a-Hydroxy-5b-pregnane-20-one 17a,21-Dihydroxypreg-nenolone HMDB00253 HMDB HMDB00374 HMDB CHOLESTEROL BioCyc 1.1.1.- false 1.1.1.- Cortisol + NADP → Cortisone + Hydrogen Ion + NADPH LEFT_TO_RIGHT 1.0 1.14.99.10 false 1.14.99.10 21-Deoxycortisol + Oxygen + Reduced acceptor → Acceptor + Cortisol + Water LEFT_TO_RIGHT 439153 PubChem-compound ReactionCatalysis948 ACTIVATION SMP00023 SMPDB 1.0 ReactionCatalysis947 ACTIVATION 83782 ChemSpider 1.14.15.4 false 1.14.15.4 Deoxycorticosterone + Oxygen + Reduced adrenal ferredoxin → Corticosterone + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT ReactionCatalysis943 ACTIVATION 53477897 PubChem-compound 53477896 PubChem-compound HMDB00268 HMDB 1.0 53477898 PubChem-compound 1.0 Cytochrome P450 11B2, mitochondrial 389571 ChemSpider NADPH PW000050 PathWhiz 1.0 1.0 216208 ChemSpider 11b,17a,21-Trihydroxypreg-nenolone 600-57-7 CAS 1.14.99.10 false 1.14.99.10 11b-Hydroxyprogesterone + Oxygen + Reduced acceptor → Acceptor + Corticosterone + Water LEFT_TO_RIGHT Reaction1245 false 21-Deoxycortisol + Acceptor + Water → 11b-Hydroxyprogesterone + Oxygen + Reduced acceptor LEFT_TO_RIGHT 1.0 ReactionCatalysis971 ACTIVATION 6166 PubChem-compound 11b,21-Dihydroxy-5b-pregnane-3,20-dione 1164-98-3 CAS 24779614 PubChem-compound C05475 KEGG Compound 1.0 C01780 KEGG Compound PREGNENOLONE BioCyc 1.0 CHEBI:16474 ChEBI Hydrogen Ion CHEBI:15022 ChEBI Progesterone 952 ChemSpider 1.14.15.4 false 1.14.15.4 Cortexolone + Oxygen + Reduced adrenal ferredoxin → Cortisol + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT 1.14.15.4 false 1.14.15.4 17-Hydroxyprogesterone + Oxygen + Reduced adrenal ferredoxin → 21-Deoxycortisol + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT HMDB59597 HMDB HMDB01318 HMDB ReactionCatalysis964 ACTIVATION Reaction1279 false Oxygen + Progesterone + Reduced acceptor → 17-Hydroxyprogesterone + Acceptor + Water LEFT_TO_RIGHT 1.0 53477676 PubChem-compound 53477678 PubChem-compound HMDB03759 HMDB 68-54-2 CAS 1.0 2.0 167685 PubChem-compound 1010 ChemSpider CHEBI:16485 ChEBI HMDB00363 HMDB 1.14.99.10 false 1.14.99.10 Oxygen + Progesterone + Reduced acceptor → Acceptor + Deoxycorticosterone + Water LEFT_TO_RIGHT ReactionCatalysis957 ACTIVATION ReactionCatalysis956 ACTIVATION 1.0 1.14.99.10 false 1.14.99.10 Oxygen + Pregnenolone + Reduced acceptor → 21-Hydroxypregnenolone + Acceptor + Water LEFT_TO_RIGHT Reaction1267 false Oxygen + Progesterone + Reduced adrenal ferredoxin → 11b-Hydroxyprogesterone + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT ReactionCatalysis993 ACTIVATION CHEBI:17026 ChEBI ReactionCatalysis991 ACTIVATION 1.0 1.0 1.0 20A-HYDROXY-CHOLESTEROL BioCyc HMDB00217 HMDB HMDB01547 HMDB 24774738 ChemSpider Transport69 false Progesterone (→) Transport: Homo sapiens, Cell, Endoplasmic Reticulum to Homo sapiens, Cell, Cytoplasm LEFT_TO_RIGHT Tetrahydrocortisol 1.14.15.6 false 1.14.15.6 20alpha-Hydroxycholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 20a,22b-Dihydroxycholesterol + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT 1.14.15.6 false 1.14.15.6 Cholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 22b-Hydroxycholesterol + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT 1.0 1.14.15.6 false 1.14.15.6 22b-Hydroxycholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 20a,22b-Dihydroxycholesterol + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT 1.14.15.6 false 1.14.15.6 17a,20a-Dihydroxycholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 17a-Hydroxypregnenolone + 4-Methylpentanal + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT 1.0 CHEBI:28043 ChEBI 1.14.15.6 false 1.14.15.6 Cholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 20alpha-Hydroxycholesterol + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT ReactionCatalysis985 ACTIVATION 21506239 ChemSpider HMDB00221 HMDB 1.0 ReactionCatalysis983 ACTIVATION C00007 KEGG Compound C21H34O5 Tetrahydrocortisol 366.24063 C00006 KEGG Compound ReactionCatalysis981 ACTIVATION 566-65-4 CAS CHEBI:18009 ChEBI C00001 KEGG Compound NADP C21H32O2 5a-Pregnane-3,20-dione 316.24023 C00005 KEGG Compound 1.0 C00004 KEGG Compound C00003 KEGG Compound NADP 1.14.99.10 false 1.14.99.10 17a-Hydroxypregnenolone + Hydrogen Ion + NADPH + Oxygen ↔ 17a,21-Dihydroxypreg-nenolone + NADP + Water REVERSIBLE Steroid 21-hydroxylase Reaction1284 false Oxygen + Pregnenolone + Reduced acceptor → 17a-Hydroxypregnenolone + Acceptor + Water LEFT_TO_RIGHT 5a-Pregnane-3,20-dione 1.14.99.10 false 1.14.99.10 17-Hydroxyprogesterone + Oxygen + Reduced acceptor → Acceptor + Cortexolone + Water LEFT_TO_RIGHT 11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al 22b-Hydroxycholesterol ReactionCatalysis975 ACTIVATION 17a-Hydroxypregnenolone 57-88-5 CAS 1.0 Corticosterone ReactionCatalysis974 ACTIVATION 1.14.15.6 false 1.14.15.6 20a,22b-Dihydroxycholesterol + 2 Hydrogen Ion + Oxygen + 2 Reduced adrenal ferredoxin → 4-Methylpentanal + 2 Oxidized adrenal ferredoxin + Pregnenolone + 2 Water LEFT_TO_RIGHT C21H32O5 3a,11b,21-Trihydroxy-20-oxo-5b-pregnan-18-al 364.22498 BiologicalState49 C21H32O5 11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al 364.22498 Aldo-keto reductase family 1 member C4 C21H32O4 3a,21-Dihydroxy-5b-pregnane-11,20-dione 348.23007 15234-55-6 CAS C21H30O4 21-Hydroxy-5b-pregnane-3,11,20-trione 346.21442 C21H32O5 Tetrahydrocortisone 364.22498 1.0 C21H28N7O14P2 NAD 664.11694 Deoxycorticosterone 11-Dehydrocorticosterone Oxygen 1.0 NAD(P) BioCyc 1.0 P05108 UniProt 1.0 C27H46O3 17a,20a-Dihydroxycholesterol 418.3447 11222 PubChem-compound H Hydrogen Ion 1.007825 C21H28O5 Cortisone 360.19366 72-23-1 CAS 5773 ChemSpider CHEBI:17252 ChEBI C21H32O4 11b,21-Dihydroxy-5b-pregnane-3,20-dione 348.23007 6238 PubChem-compound Cholesterol side-chain cleavage enzyme, mitochondrial 53-84-9 CAS C21H30O5 17a,21-Dihydroxy-5b-pregnane-3,11,20-trione 362.20932 C21H32O5 Dihydrocortisol 364.22498 C21H34O2 3a-Hydroxy-5b-pregnane-20-one 318.2559 C21H32O5 11b,17a,21-Trihydroxypreg-nenolone 364.22498 C21H32O4 17a,21-Dihydroxypreg-nenolone 348.23007 17a-Hydroxypregnenolone C27H46O3 20a,22b-Dihydroxycholesterol 418.3447 HMDB00319 HMDB ReactionCatalysis999 ACTIVATION P14060 UniProt ReactionCatalysis998 ACTIVATION ReactionCatalysis995 ACTIVATION ReactionCatalysis996 ACTIVATION 44263339 PubChem-compound 1.0 20alpha-Hydroxycholesterol CL:0000000 CELL TYPE ONTOLOGY C01124 KEGG Compound SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O SMILES [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])C2CC=C2C[C@H](O)CC[C@]12C 1.0 13783449 PubChem-compound 657311 PubChem-compound 1.0 P17516 UniProt 17-Hydroxyprogesterone 1.0 C05499 KEGG Compound 1.0 C03681 KEGG Compound Cytochrome P450 11B1, mitochondrial Progesterone 1.0 1.0 SMILES [H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])C2CC[C@]2([H])C[C@H](O)CC[C@]12C Progesterone Pregnenolone C05502 KEGG Compound C03205 KEGG Compound 17a,20a-Dihydroxycholesterol 44725717 PubChem-compound 7732-18-5 CAS 571435 ChemSpider Cholesterol side-chain cleavage enzyme, mitochondrial C27H46O2 20alpha-Hydroxycholesterol 402.3498 1.0 C05501 KEGG Compound C05500 KEGG Compound Water SMILES [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C Corticosteroid 11-beta-dehydrogenase isozyme 2 Corticosteroid 11-beta-dehydrogenase isozyme 1 24850110 ChemSpider 1167-48-2 CAS 247020 PubChem-compound 4-METHYLPENTANAL BioCyc Corticosteroid 11-beta-dehydrogenase isozyme 2 Corticosteroid 11-beta-dehydrogenase isozyme 1 44263345 PubChem-compound 1.0 44263347 PubChem-compound 68-96-2 CAS 1.0 1.0 C00187 KEGG Compound BiologicalState18 C02373 KEGG Compound SMILES CC(C)CCC=O 1.0 SMILES [H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(O)CC[C@]12C SMILES [H][C@@]12CC[C@@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C 18-Hydroxycorticosterone 44263342 PubChem-compound SMP00575 SMPDB 24850104 ChemSpider 24850108 ChemSpider 52-39-1 CAS 24850107 ChemSpider 962 PubChem-compound Cortexolone 65554 PubChem-compound 1.0 Reduced adrenal ferredoxin Oxidized adrenal ferredoxin 92810 PubChem-compound 1.0 1.0 SMILES [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C CPD-293 BioCyc C02140 KEGG Compound C00080 KEGG Compound Steroid 17-alpha-hydroxylase/17,20 lyase SMILES O=O 152-58-9 CAS 192735 PubChem-compound Corticosteroid 11-beta-dehydrogenase isozyme 2 1119-16-0 CAS BiologicalState8 P28845 UniProt SMILES [H][C@@]12CC[C@H](C(O)=O)[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C SMILES [H][C@@]12CC[C@H]([C@H](C)[C@H](O)CCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C BiologicalState3 3a,21-Dihydroxy-5b-pregnane-11,20-dione HMDB01830 HMDB Reduced adrenal ferredoxin HMDB02802 HMDB C01176 KEGG Compound P15538 UniProt 20a,22b-Dihydroxycholesterol NADP HMDB06283 HMDB SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@]([H])(O)C[C@]12C)C(=O)CO 68-42-8 CAS Oxidized adrenal ferredoxin Dihydrocortisol 17a,21-Dihydroxypreg-nenolone 3-oxo-5-beta-steroid 4-dehydrogenase CPD-272 BioCyc 21-Deoxycortisol 1.0 1.0 22833512 PubChem-compound Cytochrome P450 11B1, mitochondrial 144508 ChemSpider H2O Water 18.010565 NADH BioCyc ReactionCatalysis921 ACTIVATION HMDB00949 HMDB 2.0 NAD BioCyc 977 PubChem-compound NADPH 50-23-7 CAS 5932 ChemSpider CPD-286 BioCyc 11b,17a,21-Trihydroxypreg-nenolone 17a,21-Dihydroxy-5b-pregnane-3,11,20-trione Steroid 17-alpha-hydroxylase/17,20 lyase 9863245 PubChem-compound 11b-Hydroxyprogesterone 21-Hydroxy-5b-pregnane-3,11,20-trione SMILES [H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C P51857 UniProt SMILES [H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C P26439 UniProt ReactionCatalysis915 ACTIVATION ReactionCatalysis916 ACTIVATION C21H30O5 18-Hydroxycorticosterone 362.20932 ReactionCatalysis911 ACTIVATION ReactionCatalysis912 ACTIVATION 566-01-8 CAS 17215925 ChemSpider 440708 PubChem-compound C21H28O5 Aldosterone 360.19366 129 PubChem-compound Corticosterone CHEBI:27832 ChEBI SMILES O 1.0 C21H30O3 17-Hydroxyprogesterone 330.21948 1.0 21-Hydroxypregnenolone 50-22-6 CAS Cortisol 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2 Steroid 17-alpha-hydroxylase/17,20 lyase 6002 ChemSpider 126 ChemSpider SMILES [H][C@@]12CC[C@H](C(=O)CO)[C@@]1(CO)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C C27H46O Cholesterol 386.35486 CHEBI:15846 ChEBI C21H30O5 Cortisol 362.20932 2.0 17954-98-2 CAS P19099 UniProt P80365 UniProt C21H30O4 Cortexolone 346.21442 53-59-8 CAS 1.0 1.0 C05469 KEGG Compound HMDB04030 HMDB C21H30O2 Progesterone 314.22458 1038 PubChem-compound HMDB04031 HMDB 5994 PubChem-compound 5753 PubChem-compound 1.0 HMDB04035 HMDB C05473 KEGG Compound C05472 KEGG Compound C05474 KEGG Compound 2.0 C05471 KEGG Compound CHEBI:18093 ChEBI Hydrogen Ion HMDB00902 HMDB HMDB00903 HMDB C21H30O3 Deoxycorticosterone 330.21948 CHEBI:16906 ChEBI Tetrahydrocortisone CHEBI:16908 ChEBI Tetrahydrocorticosterone 24758425 PubChem-compound 1.0 566-03-0 CAS C05477 KEGG Compound C05476 KEGG Compound 440711 PubChem-compound 53-02-1 CAS C05478 KEGG Compound C05485 KEGG Compound C05480 KEGG Compound Aldosterone C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 ALDOSTERONE BioCyc Mitochondrion C21H32O3 17a-Hydroxypregnenolone 332.23514 NADPH BioCyc 1.0 CHEBI:16973 ChEBI Acceptor SMILES [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C CPD-6641 BioCyc C05488 KEGG Compound C05487 KEGG Compound Cytochrome P450 11B2, mitochondrial SMILES [H]C12CC[C@](O)(C(=O)CO)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C C05489 KEGG Compound 58-68-4 CAS SMILES [H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C Water 1.0 C05497 KEGG Compound Cortisone 1.0 C05490 KEGG Compound 1.0 HMDB04029 HMDB NADH 21-Deoxycortisol 64-85-7 CAS Oxygen 1.0 C05498 KEGG Compound HMDB04026 HMDB NADPH C05138 KEGG Compound SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O 1.0 SMILES [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C 1.0 1.0 CHEBI:1294 ChEBI CHEBI:28952 ChEBI SMILES C[C@]12CCC(=O)C=C1CCC1C3CC[C@H](C(=O)CO)[C@]3(C[C@H](O)C21)C=O CHEBI:1296 ChEBI SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O C21H32O3 21-Hydroxypregnenolone 332.23514 91451 PubChem-compound 53-57-6 CAS Reaction58 false Cortexolone + Hydrogen Ion + NADH ← 17a,21-Dihydroxypreg-nenolone + NAD RIGHT_TO_LEFT Reaction56 false 21-Hydroxypregnenolone + NAD → Deoxycorticosterone + Hydrogen Ion + NADH LEFT_TO_RIGHT 17-Hydroxyprogesterone 3a,11b,21-Trihydroxy-20-oxo-5b-pregnan-18-al 10748 ChemSpider C6H12O 4-Methylpentanal 100.08881 16735652 ChemSpider 11-DEOXY-CORTISOL BioCyc Reaction55 false 17a-Hydroxypregnenolone + NAD → 17-Hydroxyprogesterone + Hydrogen Ion + NADH LEFT_TO_RIGHT 222803 PubChem-compound SubPathwayInteraction817 SubPathway817Reaction SubPathwayReaction Reaction52 false NAD + Pregnenolone → Hydrogen Ion + NADH + Progesterone LEFT_TO_RIGHT 1.0 C21H29N7O14P2 NADH 665.12476 Cortisone Aldosterone CHEBI:16827 ChEBI C21H32O2 Pregnenolone 316.24023 1.0 CHEBI:16962 ChEBI Progesterone 24840621 ChemSpider 23141070 ChemSpider 2.0 CHEBI:385115 ChEBI GO:0005739 GENE ONTOLOGY GO:0005737 GENE ONTOLOGY 11025495 PubChem-compound Cortisol 1.0 1.0 1.0 C21H34O4 Tetrahydrocorticosterone 350.2457 HMDB06758 HMDB HMDB06757 HMDB HMDB06756 HMDB HMDB06755 HMDB SMILES CC12CC[C@@H](O)CC1CCC1C3CCC(C(=O)CO)C3(CC(O)C21)C=O SMILES [H][C@@]12CCC(C(=O)CO)C1(CC(O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C)C=O SMILES [H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C SMILES [H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C Endoplasmic Reticulum HMDB06759 HMDB Endoplasmic Reticulum Membrane 516-72-3 CAS SMILES [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O HMDB06754 HMDB HMDB06753 HMDB 5682 ChemSpider 11b-Hydroxyprogesterone 222786 PubChem-compound Corticosteroid 11-beta-dehydrogenase isozyme 1 Aldo-keto reductase family 1 member C4 ReactionCatalysis1041 ACTIVATION 1.0 561-65-9 CAS ReactionCatalysis1042 ACTIVATION 11-Dehydrocorticosterone HMDB03259 HMDB 11-DEOXYCORTICOSTERONE BioCyc 167253 ChemSpider SMILES [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C 58997 ChemSpider 3-oxo-5-beta-steroid 4-dehydrogenase CHEBI:15339 ChEBI CHEBI:17998 ChEBI ReactionCatalysis1050 ACTIVATION 11-beta-hydroxylase deficiency (CYP11B1) P05093 UniProt SMILES [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C SMILES CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO SMILES [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C HMDB06760 HMDB Reduced acceptor SMILES [H][C@@]12CC[C@]([H])([C@@](C)(O)[C@H](O)CCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(O)CC[C@]12C 5675 ChemSpider SMILES [H]C12CC[C@](O)([C@](C)(O)CCCC(C)C)[C@@]1(C)CCC1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C SMILES [H][C@@]12CCC(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C HMDB06764 HMDB 1.0 HMDB06763 HMDB SMILES [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C 5550 ChemSpider HMDB06762 HMDB SMILES [H][C@]12CCC3C4CC[C@H](C(C)=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@@H](O)C2 1.0 4-Methylpentanal NAD ReactionCatalysis1052 ACTIVATION Cytoplasm ReactionCatalysis1051 ACTIVATION NADPH CHEBI:28750 ChEBI Cell C00735 KEGG Compound 1.0 Steroid Biosynthesis SubPathway C21H28O4 11-Dehydrocorticosterone 344.19876 C21H30O4 21-Deoxycortisol 346.21442 Acceptor 388299 ChemSpider Reduced acceptor C27H46O2 22b-Hydroxycholesterol 402.3498 Hydrogen Ion 1.0 O2 Oxygen 31.98983 GO:0005789 GENE ONTOLOGY GO:0005783 GENE ONTOLOGY Deoxycorticosterone C20H28O4 11b-Hydroxyprogesterone 332.19876 PW000551 PathWhiz C01953 KEGG Compound Cortisol 1.0 53-06-5 CAS 7782-44-7 CAS 1.0 Tetrahydrocorticosterone Cholesterol SubPathwayInput C21H30O4 Corticosterone 346.21442 Reaction1302 false 20alpha-Hydroxycholesterol + Hydrogen Ion + NADPH + Oxygen → 17a,20a-Dihydroxycholesterol + NADP + Water LEFT_TO_RIGHT 1.0 9606 TAXONOMY 1.0 57-83-0 CAS SMILES CC(C)CCC[C@@](C)(O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C 5893 PubChem-compound HMDB02111 HMDB ReactionCatalysis1004 ACTIVATION 1.0 10417-86-4 CAS ReactionCatalysis1006 ACTIVATION ReactionCatalysis1008 ACTIVATION 1.0 Reaction1217 false NADP + Tetrahydrocorticosterone ↔ 11b,21-Dihydroxy-5b-pregnane-3,20-dione + NADPH REVERSIBLE 1.3.1.3 false 1.3.1.3 Hydrogen Ion + NADPH + Progesterone ↔ 5a-Pregnane-3,20-dione + NADP REVERSIBLE Steroid 21-hydroxylase Reaction1337 false 3a-Hydroxy-5b-pregnane-20-one + NADP ↔ 5a-Pregnane-3,20-dione + Hydrogen Ion + NADPH REVERSIBLE 1.0 Reaction1334 false Cortisol + Hydrogen Ion + NADH ↔ 11b,17a,21-Trihydroxypreg-nenolone + NAD REVERSIBLE Reaction1214 true Corticosterone → 11b,21-Dihydroxy-5b-pregnane-3,20-dione LEFT_TO_RIGHT 1.14.15.4 false 1.14.15.4 17a,21-Dihydroxypreg-nenolone + Oxygen + Reduced adrenal ferredoxin → 11b,17a,21-Trihydroxypreg-nenolone + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT Reaction1211 false 18-Hydroxycorticosterone + Oxygen + Reduced adrenal ferredoxin → Aldosterone + Oxidized adrenal ferredoxin + 2 Water LEFT_TO_RIGHT 193458 ChemSpider 1.14.15.4 false 1.14.15.4 Corticosterone + Oxygen + Reduced adrenal ferredoxin → 18-Hydroxycorticosterone + Oxidized adrenal ferredoxin + Water LEFT_TO_RIGHT ReactionCatalysis1002 ACTIVATION CHEBI:15377 ChEBI HMDB00067 HMDB 193441 ChemSpider CHEBI:15379 ChEBI CHEBI:15378 ChEBI SMILES [H+] 146693 ChemSpider 53-05-4 CAS 1.3.1.3 false 1.3.1.3 11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al + NADP → Aldosterone + NADPH LEFT_TO_RIGHT P08686 UniProt 12444617 PubChem-compound 3a,21-Dihydroxy-5b-pregnane-11,20-dione 5886 PubChem-compound CHEBI:16581 ChEBI CHEBI:16341 ChEBI HMDB00063 HMDB 1.0 C00762 KEGG Compound 1.0 440695 PubChem-compound 145-13-1 CAS 9200676 ChemSpider ReactionCatalysis1017 ACTIVATION Corticosterone CHEBI:783 ChEBI Reaction1327 false NADP + Tetrahydrocortisol ↔ Dihydrocortisol + Hydrogen Ion + NADPH REVERSIBLE Reaction1207 false 11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al + NADPH → 3a,11b,21-Trihydroxy-20-oxo-5b-pregnan-18-al + NADP LEFT_TO_RIGHT ReactionCatalysis1010 ACTIVATION 387-79-1 CAS 1.3.1.3 false 1.3.1.3 Dihydrocortisol + NADP ↔ Cortisol + Hydrogen Ion + NADPH REVERSIBLE 1.3.1.3 false 1.3.1.3 17a,21-Dihydroxy-5b-pregnane-3,11,20-trione + NADP ↔ Cortisone + Hydrogen Ion + NADPH REVERSIBLE Reaction1324 false NADP + Tetrahydrocortisone ↔ 17a,21-Dihydroxy-5b-pregnane-3,11,20-trione + Hydrogen Ion + NADPH REVERSIBLE CHEBI:27584 ChEBI ReactionCatalysis1014 ACTIVATION ReactionCatalysis1013 ACTIVATION HMDB01487 HMDB 1.0 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2 HMDB00037 HMDB Cortexolone 164838 PubChem-compound 389583 ChemSpider 389586 ChemSpider C00410 KEGG Compound 1.0 Corticosterone 641-77-0 CAS 1.1.1.146 false 1.1.1.146 NADP + Tetrahydrocorticosterone → 3a,21-Dihydroxy-5b-pregnane-11,20-dione + Hydrogen Ion + NADPH LEFT_TO_RIGHT Reaction1236 false 3a,21-Dihydroxy-5b-pregnane-11,20-dione + NADP → 21-Hydroxy-5b-pregnane-3,11,20-trione + Hydrogen Ion + NADPH LEFT_TO_RIGHT Reaction1234 true 11-Dehydrocorticosterone → 21-Hydroxy-5b-pregnane-3,11,20-trione LEFT_TO_RIGHT NADP HMDB01377 HMDB CHEBI:1307929 ChEBI 1482-50-4 CAS SMILES [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C SMILES C[C@]12C[C@H](O)C3C(CCC4C[C@H](O)CC[C@]34C)C1CC[C@]2(O)C(=O)CO 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1 ReactionCatalysis1038 ACTIVATION 1.1.1.- false 1.1.1.- Corticosterone + NADP → 11-Dehydrocorticosterone + NADPH LEFT_TO_RIGHT Pregnenolone ReactionCatalysis1039 ACTIVATION 1.0 8038941 ChemSpider ReactionCatalysis2244 ACTIVATION ReactionCatalysis2243 ACTIVATION ReactionCatalysis2245 ACTIVATION