CHEBI:28195 - 3α-hydroxy-5β-androstan-17-one

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ChEBI Name 3α-hydroxy-5β-androstan-17-one ChEBI ID CHEBI:28195 ChEBI ASCII Name 3alpha-hydroxy-5beta-androstan-17-one Definition An androstanoid that is 5β-androstane substituted by an α-hydroxy group at position 3 and an oxo group at position 17. It is a metabolite of testosterone in mammals. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:40622, CHEBI:20236, CHEBI:11904, CHEBI:1710 Supplier Information ZINC000004096036 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License D-Galactose-1-phosphate is an intermediate in the intraconversion of glucose and uridine diphosphate galactose. It is formed from galactose by galactokinase.The improper metabolism of galactose-1-phosphate is a characteristic of galactosemia. The Leloir pathway is responsible for such metabolism of galactose and its intermediate, galactose-1-phosphate. Deficiency of enzymes found in this pathway can result in galactosemia; therefore, diagnosis of this genetic disorder occasionally involves measuring the concentration of these enzymes. One of such enzymes is galactose-1-phosphate uridylyltransferase (GALT). The enzyme catalyzes the transfer of a UDP-activator group from UDP-glucose to galactose-1-phosphate. Although the cause of enzyme deficiency in the Leloir pathway is still disputed amongst researchers, some studies suggest that protein misfolding of GALT, which may lead to an unfavorable conformational change that impacts its thermal stability and substrate-binding affinity, may play a role in the deficiency of GALT in Type 1 galactosemia. Increase in galactitol concentration can be seen in patients with galactosemia; putting patients at higher risk for presenile cataract. Read full article at Wikipedia Formula C19H30O2 Net Charge 0 Average Mass 290.44030 Monoisotopic Mass 290.22458 InChI InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18+,19+/m1/s1 InChIKey QGXBDMJGAMFCBF-BNSUEQOYSA-N SMILES [H][C@]12CC[C@@]3([H])[C@]4([H])CCC(=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 Metabolite of Species Details Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Homo sapiens (NCBI:txid9606) See: DOI Roles Classification Biological Role(s): mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). View more via ChEBI Ontology ChEBI Ontology Outgoing 3α-hydroxy-5β-androstan-17-one (CHEBI:28195) has parent hydride 5β-androstane (CHEBI:20659) 3α-hydroxy-5β-androstan-17-one (CHEBI:28195) has role human metabolite (CHEBI:77746) 3α-hydroxy-5β-androstan-17-one (CHEBI:28195) has role mouse metabolite (CHEBI:75771) 3α-hydroxy-5β-androstan-17-one (CHEBI:28195) is a 17-oxo steroid (CHEBI:19168) 3α-hydroxy-5β-androstan-17-one (CHEBI:28195) is a 3α-hydroxy steroid (CHEBI:36835) 3α-hydroxy-5β-androstan-17-one (CHEBI:28195) is a androstanoid (CHEBI:50402) Incoming 3α-hydroxy-5β-androstan-17-one 3-glucosiduronic acid (CHEBI:37451) has functional parent 3α-hydroxy-5β-androstan-17-one (CHEBI:28195) IUPAC Name 3α-hydroxy-5β-androstan-17-one Synonyms Sources (3α,5β)-3-hydroxyandrostan-17-one NIST Chemistry WebBook 3α-etiocholanolone NIST Chemistry WebBook 3alpha-Hydroxy-5beta-androstan-17-one KEGG COMPOUND 3α-hydroxy-5β-androstan-17-one UniProt 3alpha-Hydroxyetiocholan-17-one KEGG COMPOUND 5-isoandrosterone ChemIDplus 5β-androstan-3α-ol-17-one NIST Chemistry WebBook 5β-androsterone NIST Chemistry WebBook AETIOCHOLANOLONE PDBeChem Etiocholan-3alpha-ol-17-one KEGG COMPOUND Etiocholanolone ChemIDplus Manual Xrefs Databases AE2 PDBeChem C04373 KEGG COMPOUND DB02854 DrugBank Etiocholanolone Wikipedia HMDB0000490 HMDB LMST02020059 LIPID MAPS View more database links Registry Numbers Types Sources 2217625 Reaxys Registry Number Reaxys 53-42-9 CAS Registry Number KEGG COMPOUND 53-42-9 CAS Registry Number NIST Chemistry WebBook 53-42-9 CAS Registry Number ChemIDplus Citations Types Sources 1146492 PubMed citation Europe PMC 301822 PubMed citation Europe PMC 663966 PubMed citation Europe PMC Last Modified 18 October 2017