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CHEBI:83025 - 2α-hydroxytestosterone

ChEBI IDCHEBI:83025
ChEBI Name2α-hydroxytestosterone
Stars
ASCII Name2alpha-hydroxytestosterone
DefinitionAn androstanoid that is testosterone substituted by a α-hydroxy group at position 2. A natural product found in Daphnia magna exposed to the biocide tributyltin.
Last Modified31 July 2020
DownloadsMolfile
FormulaC19H28O3
Net Charge0
Average Mass304.430
Monoisotopic Mass304.20384
SMILES[H][C@@]12CCC3=CC(=O)[C@H](O)C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]
InChIInChI=1S/C19H28O3/c1-18-8-7-14-12(13(18)5-6-17(18)22)4-3-11-9-15(20)16(21)10-19(11,14)2/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18-,19-/m0/s1
InChIKeyZOIPFFUVGMVQGE-DTQPDNRZSA-N
Species of MetaboliteComponentSourceComments
Daphnia magna (ncbitaxon:35525) - Article (Alteration of [14C]-Testosterone Metabolism After Chronic Exposure of Daphnia magna to TributyltinE. Oberdörster, D. Rittschof, G. A. LeBlancArch. Environ. Contam. Toxicol. 34, 21-25 (1998))
Roles Classification
Biological Roles:
androgen  A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
Daphnia magna metabolite  A Daphnia metabolite produced by the species Daphnia magna.
ChEBI Ontology
Outgoing Relation(s)
2α-hydroxytestosterone (CHEBI:83025) has functional parent testosterone (CHEBI:17347)
2α-hydroxytestosterone (CHEBI:83025) has role Daphnia magna metabolite (CHEBI:83056)
2α-hydroxytestosterone (CHEBI:83025) has role androgen (CHEBI:50113)
2α-hydroxytestosterone (CHEBI:83025) is a 17β-hydroxy steroid (CHEBI:35343)
2α-hydroxytestosterone (CHEBI:83025) is a 2α-hydroxy steroid (CHEBI:36858)
2α-hydroxytestosterone (CHEBI:83025) is a 3-oxo-Δ4 steroid (CHEBI:47909)
2α-hydroxytestosterone (CHEBI:83025) is a androstanoid (CHEBI:50402)
2α-hydroxytestosterone (CHEBI:83025) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
2α,17β-dihydroxyandrost-4-en-3-one
UniProt Name  Source
2α,17β-dihydroxyandrost-4-en-3-oneUniProt
Registry NumbersSources
Reaxys:2625793Reaxys
Citations