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Record Information
Version1.0
Creation Date2016-09-30 23:25:51 UTC
Update Date2020-04-22 15:18:32 UTC
BMDB IDBMDB0006770
Secondary Accession Numbers
  • BMDB06770
Metabolite Identification
Common Name5b-Dihydrotestosterone
Description5b-Dihydrotestosterone, also known as 5-beta-DHT or 5-β-DHT, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 5b-dihydrotestosterone is considered to be a steroid lipid molecule. 5b-Dihydrotestosterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5b-Dihydrotestosterone can be converted into testosterone through its interaction with the enzyme 3-oxo-5-beta-steroid 4-dehydrogenase. In cattle, 5b-dihydrotestosterone is involved in the metabolic pathway called the androgen and estrogen metabolism pathway.
Structure
Thumb
Synonyms
ValueSource
(5beta,17beta)-17-Hydroxyandrostan-3-oneChEBI
(5beta,8alpha,17beta)-17-Hydroxyandrostan-3-oneChEBI
17beta-Hydroxyetiocholan-3-oneChEBI
5-beta-DHTChEBI
5beta,17beta-Hydroxyandrostan-3-oneChEBI
5beta-Androstan-17beta-ol-3-oneChEBI
Etiocholan-17-beta-ol-3-oneChEBI
(5b,17b)-17-Hydroxyandrostan-3-oneGenerator
(5Β,17β)-17-hydroxyandrostan-3-oneGenerator
(5b,8a,17b)-17-Hydroxyandrostan-3-oneGenerator
(5Β,8α,17β)-17-hydroxyandrostan-3-oneGenerator
17b-Hydroxyetiocholan-3-oneGenerator
17Β-hydroxyetiocholan-3-oneGenerator
5-b-DHTGenerator
5-Β-DHTGenerator
5b,17b-Hydroxyandrostan-3-oneGenerator
5Β,17β-hydroxyandrostan-3-oneGenerator
5b-Androstan-17b-ol-3-oneGenerator
5Β-androstan-17β-ol-3-oneGenerator
Etiocholan-17-b-ol-3-oneGenerator
Etiocholan-17-β-ol-3-oneGenerator
5beta-DihydrotestosteroneHMDB
17beta-Hydroxy-5beta-androstan-3-oneHMDB
Chemical FormulaC19H30O2
Average Molecular Weight290.4403
Monoisotopic Molecular Weight290.224580204
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number571-22-2
SMILESNot Available
InChI Identifier
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
InChI KeyNVKAWKQGWWIWPM-MISPCMORSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • 3-oxosteroid
  • 3-oxo-5-beta-steroid
  • 17-hydroxysteroid
  • Oxosteroid
  • Hydroxysteroid
  • Cyclic alcohol
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0006770
DrugBank IDDB07447
Phenol Explorer Compound IDNot Available
FooDB IDFDB024072
KNApSAcK IDNot Available
Chemspider ID10827
KEGG Compound IDC05293
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11302
PDB IDNot Available
ChEBI ID428206
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available