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Record Information
Version1.0
Creation Date2016-09-30 23:25:53 UTC
Update Date2020-04-22 15:18:33 UTC
BMDB IDBMDB0006772
Secondary Accession Numbers
  • BMDB06772
Metabolite Identification
Common NameAdrenosterone
DescriptionAdrenosterone, also known as Adrenosterone or NSC 12166, 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. Adrenosterone is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Adrenosterone can be biosynthesized from 11b-hydroxyandrost-4-ene-3,17-dione through its interaction with the enzyme corticosteroid 11-beta-dehydrogenase isozyme 1. In cattle, adrenosterone is involved in the metabolic pathway called the androstenedione metabolism pathway.
Structure
Thumb
Synonyms
ValueSource
11-Keto-androstenedioneChEBI
11-KetoandrostenedioneChEBI
11-oxoChEBI
11-Oxoandrost-4-ene-3,17-dioneChEBI
11-OxoandrostenedioneChEBI
11-Oxy-4-androstenedioneChEBI
4-Androsten-3,11,17-trioneChEBI
AndrenosteroneChEBI
Androst-4-ene-3,11,17-trioneChEBI
NSC 12166ChEBI
Reichstein's substance gChEBI
4-Androstene-3,11,17-trioneHMDB
Adrenosterone, 3H-labeledHMDB
Chemical FormulaC19H24O3
Average Molecular Weight300.3921
Monoisotopic Molecular Weight300.172544634
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number382-45-6
SMILESNot Available
InChI Identifier
InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1
InChI KeyRZRPTBIGEANTGU-IRIMSJTPSA-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-oxo-delta-4-steroid
  • 3-oxosteroid
  • Oxosteroid
  • 17-oxosteroid
  • 11-oxosteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • 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 IDHMDB0006772
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024074
KNApSAcK IDNot Available
Chemspider ID194597
KEGG Compound IDC05285
BioCyc IDCPD-18926
BiGG IDNot Available
Wikipedia LinkAdrenosterone
METLIN IDNot Available
PubChem Compound223997
PDB IDNot Available
ChEBI ID2495
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available