CHEBI:34161 - 15α-hydroxytestosterone

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ChEBI Name 15α-hydroxytestosterone
ChEBI ID CHEBI:34161
ChEBI ASCII Name 15alpha-hydroxytestosterone
Definition An androstanoid that is testosterone substituted by a α-hydroxy group at position 15. A natural product found in Daphnia magna exposed to the biocide tributyltin.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:83028
Supplier Information
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Formula C19H28O3
Net Charge 0
Average Mass 304.42380
Monoisotopic Mass 304.204
InChI InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)16(22)10-15(21)17(13)19/h9,13-17,21-22H,3-8,10H2,1-2H3/t13-,14+,15+,16+,17-,18+,19-/m1/s1
InChIKey KYGUQDTWUBBBSD-MJVYMRHDSA-N
SMILES C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1[C@@H](O)C[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 15α-hydroxytestosterone (CHEBI:34161) has functional parent testosterone (CHEBI:17347)
15α-hydroxytestosterone (CHEBI:34161) has role Daphnia magna metabolite (CHEBI:83056)
15α-hydroxytestosterone (CHEBI:34161) has role androgen (CHEBI:50113)
15α-hydroxytestosterone (CHEBI:34161) is a 15α-hydroxy steroid (CHEBI:83147)
15α-hydroxytestosterone (CHEBI:34161) is a 17β-hydroxy steroid (CHEBI:35343)
15α-hydroxytestosterone (CHEBI:34161) is a 3-oxo-Δ4 steroid (CHEBI:47909)
15α-hydroxytestosterone (CHEBI:34161) is a androstanoid (CHEBI:50402)
IUPAC Name
15α,17β-dihydroxyandrost-4-en-3-one
Manual Xref Database
C14649 KEGG COMPOUND
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Registry Numbers Types Sources
2226-70-2 CAS Registry Number KEGG COMPOUND
2419711 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
9419269 PubMed citation Europe PMC
Last Modified
25 September 2014
General Comment
2014-10-17 Suggested Classification: ISA:17-hydroxy steroid(CHEBI:36838); ISA:3-oxo Delta(4)-steroid(CHEBI:47909); ISA:steroid(CHEBI:35341); ISA:enol ether(CHEBI:47985); ISA:enone(CHEBI:51689); ISA:organic hydroxy compound(CHEBI:33822); ISA:secondary alcohol(CHEBI:35681); ISA:cyclic ketone(CHEBI:3992);