CHEBI:2150 - 5β-dihydrotestosterone

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ChEBI Name 5β-dihydrotestosterone
ChEBI ID CHEBI:2150
ChEBI ASCII Name 5beta-dihydrotestosterone
Definition A 17β-hydroxyandrostan-3-one that has β- configuration at position 5. It is a metabolite of testosterone.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H30O2
Net Charge 0
Average Mass 290.441
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/h12,14-17,21H,3-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1
InChIKey NVKAWKQGWWIWPM-MISPCMORSA-N
SMILES [C@@]12([C@@]([C@@]3([C@@](CC(=O)CC3)(CC1)[H])C)(CC[C@]4(C)[C@H](CC[C@@]24[H])O)[H])[H]
Metabolite of Species Details
Mus musculus (NCBI:txidtxid10090) Source: BioModels - MODEL1507180067 See: PubMed
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).
androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5β-dihydrotestosterone (CHEBI:2150) has role androgen (CHEBI:50113)
5β-dihydrotestosterone (CHEBI:2150) has role human metabolite (CHEBI:77746)
5β-dihydrotestosterone (CHEBI:2150) has role mouse metabolite (CHEBI:75771)
5β-dihydrotestosterone (CHEBI:2150) has role vasodilator agent (CHEBI:35620)
5β-dihydrotestosterone (CHEBI:2150) is a 17β-hydroxyandrostan-3-one (CHEBI:85278)
5β-dihydrotestosterone (CHEBI:2150) is a 3-oxo-5β-steroid (CHEBI:1624)
IUPAC Name
17β-hydroxy-5βandrostan-3-one
Synonyms Sources
(5β,17β)-17-hydroxyandrostan-3-one IUPAC
(5β,8α,17β)-17-hydroxyandrostan-3-one PDBeChem
17β-hydroxyetiocholan-3-one ChemIDplus
5-beta-DHT ChemIDplus
5β,17β-hydroxyandrostan-3-one ChemIDplus
5β-androstan-17β-ol-3-one ChemIDplus
5β-dihydrotestosterone UniProt
etiocholan-17-beta-ol-3-one ChemIDplus
Manual Xrefs Databases
BDT PDBeChem
C05293 KEGG COMPOUND
DB07447 DrugBank
HMDB0006770 HMDB
LMST02020069 LIPID MAPS
View more database links
Registry Numbers Types Sources
2334616 Reaxys Registry Number Reaxys
571-22-2 CAS Registry Number KEGG COMPOUND
571-22-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10357254 PubMed citation Europe PMC
11430920 PubMed citation Europe PMC
15758151 PubMed citation Europe PMC
17804019 PubMed citation Europe PMC
18276759 PubMed citation Europe PMC
19215525 PubMed citation Europe PMC
591837 PubMed citation Europe PMC
6542571 PubMed citation Europe PMC
Last Modified
22 August 2017