CHEBI:83025 - 2α-hydroxytestosterone

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ChEBI Name 2α-hydroxytestosterone
ChEBI ID CHEBI:83025
ChEBI ASCII Name 2alpha-hydroxytestosterone
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H28O3
Net Charge 0
Average Mass 304.42380
Monoisotopic Mass 304.20384
InChI InChI=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
InChIKey ZOIPFFUVGMVQGE-DTQPDNRZSA-N
SMILES C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@H](O)C[C@]34C)[C@@H]1CC[C@@H]2O
Metabolite of Species Details
Daphnia magna (NCBI:txid35525) See: 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 Role(s): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Synonym Source
2α,17β-dihydroxyandrost-4-en-3-one UniProt
Registry Number Type Source
2625793 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10245 PubMed citation Europe PMC
15372139 PubMed citation Europe PMC
Last Modified
31 July 2020