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Record Information
Version1.0
Creation Date2016-09-30 23:03:05 UTC
Update Date2020-05-21 16:27:12 UTC
BMDB IDBMDB0003193
Secondary Accession Numbers
  • BMDB03193
Metabolite Identification
Common NameTestosterone glucuronide
DescriptionTestosterone glucuronide belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Thus, testosterone glucuronide is considered to be a steroid conjugate lipid molecule. Testosterone glucuronide exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Testosterone glucuronide can be biosynthesized from testosterone; which is catalyzed by the enzyme UDP-glucuronosyltransferase 2B17. In cattle, testosterone glucuronide is involved in the metabolic pathway called the androgen and estrogen metabolism pathway.
Structure
Thumb
Synonyms
ValueSource
Testosterone 17beta-(beta-D-glucuronide)ChEBI
Testosterone glucuronosideChEBI
Testosterone 17b-(b-D-glucuronide)Generator
Testosterone 17β-(β-D-glucuronide)Generator
(17b)-3-Oxoandrost-4-en-17-yl b-D-glucopyranosiduronic acidHMDB
b-D-3-Oxoandrost-4-en-17b-yl glucopyranosiduronic acidHMDB
b-D-Androstane glucopyranosiduronic acidHMDB
Epitestosterone glucuronideHMDB
Testosterone 17-glucosiduronateHMDB
Testosterone 17-glucuronideHMDB
Testosterone glucopyranuronosideHMDB
Testosterone glucosiduronideHMDB
Testosterone glucuronateHMDB
Testosterone-glucuronideHMDB
(alpha)-Isomer OF testosterone glucuronateHMDB
Chemical FormulaC25H36O8
Average Molecular Weight464.5485
Monoisotopic Molecular Weight464.241018128
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number1180-25-2
SMILESNot Available
InChI Identifier
InChI=1S/C25H36O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h11,14-21,23,27-29H,3-10H2,1-2H3,(H,30,31)/t14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
InChI KeyNIKZPECGCSUSBV-HMAFJQTKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroidal glycosides
Direct ParentSteroid glucuronide conjugates
Alternative Parents
Substituents
  • Steroid-glucuronide-skeleton
  • Androgen-skeleton
  • Androstane-skeleton
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • Oxosteroid
  • Delta-4-steroid
  • 1-o-glucuronide
  • O-glucuronide
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • Cyclohexenone
  • Beta-hydroxy acid
  • Monosaccharide
  • Hydroxy acid
  • Pyran
  • Oxane
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Polyol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Acetal
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Endoplasmic reticulum
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point155 - 156 °CNot 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
  • Endoplasmic reticulum
  • Membrane
Biospecimen Locations
  • Brain
  • Kidney
  • Liver
  • Skeletal Muscle
  • Testis
  • Urine
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BrainExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Skeletal MuscleExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
TestisExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Treated with steroids
details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Treated with steroids
details
HMDB IDHMDB0003193
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023122
KNApSAcK IDNot Available
Chemspider ID97270
KEGG Compound IDC11134
BioCyc IDNot Available
BiGG ID2304840
Wikipedia LinkTestosterone glucuronide
METLIN ID2794
PubChem Compound108192
PDB IDNot Available
ChEBI ID28835
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Carbohydrate transport and metabolism
Specific function:
UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds (By similarity).
Gene Name:
UGT3A1
Uniprot ID:
Q1LZI1
Molecular weight:
59682.0
Reactions
Testosterone → Testosterone glucuronidedetails