Page last updated: 2024-11-07

testosterone 17-glucosiduronate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Testosterone 17-glucosiduronate is a major metabolite of testosterone formed by the enzyme UDP-glucuronosyltransferase. It is a water-soluble compound that is excreted in the urine. Testosterone 17-glucosiduronate is inactive as an androgen and is thought to be a mechanism for removing testosterone from the body. It is studied in the context of androgen metabolism and potential roles in conditions like prostate cancer and polycystic ovary syndrome.'

testosterone glucuronate: natural conjugate isolated from human plasma; RN given refers to (beta)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

testosterone 17-glucosiduronic acid : A steroid glucosiduronic that is testosterone carrying a glucosiduronic acid residue at position 17. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID108192
CHEMBL ID2074651
CHEBI ID28835
SCHEMBL ID1331091
MeSH IDM0064869

Synonyms (36)

Synonym
LMST05010012
17beta-hydroxyandrost-4-en-3-one 3-d-glucuronide
CHEBI:28835 ,
testosterone 17-glucosiduronic acid
testosterone glucuronoside
3-oxoandrost-4-en-17beta-yl beta-d-glucopyranosiduronic acid
1180-25-2
testosterone 17beta-(beta-d-glucuronide)
testosterone glucuronide
(2s,3s,4s,5r,6r)-6-[[(8r,9s,10r,13s,14s,17s)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
6-[[(8r,9s,10r,13s,14s,17s)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SCHEMBL1331091
bdbm50420248
nsc 92192
epitestosterone glucuronide
testosterone glucuronate
beta-d-glucopyranosiduronic acid, (17beta)-3-oxoandrost-4-en-17-yl
testosterone 17-glucosiduronate
CHEMBL2074651 ,
AKOS022180222
W-200911
testosterone b-d-glucuronide
17beta-hydroxy-4-androsten-3-one 17-d-glucuronide
b-d-3-oxoandrost-4-en-17b-yl glucopyranosiduronic acid
testosterone-glucuronide
testosterone 17-glucuronide
testosterone glucopyranuronoside
testosterone glucosiduronide
testosterone 17b-(b-d-glucuronide)
(17b)-3-oxoandrost-4-en-17-yl b-d-glucopyranosiduronic acid
b-d-androstane glucopyranosiduronic acid
16996-33-1
DTXSID00904352
Q27103923
.beta.-d-glucopyranosiduronic acid, (17.beta.)-3-oxoandrost-4-en-17-yl
(2s,3s,4s,5r,6r)-6-{[(1s,3as,3br,9ar,9bs,11as)-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,7h,8h,9h,9ah,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" Bioavailability and the rate of anabolic steroid testosterone metabolism can be affected upon UGT glucuronidation enzyme alteration."( Potential Assessment of UGT2B17 Inhibition by Salicylic Acid in Human Supersomes In Vitro.
Barker, J; Naughton, DP; Salhab, H, 2021
)
0.62
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
steroid glucosiduronic acid
3-oxo steroidAny oxo steroid where an oxo substituent is located at position 3.
beta-D-glucosiduronic acidA glucosiduronic acid resulting from the formal condensation of any substance with beta-D-glucuronic acid to form a glycosidic bond.
enoneAn alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (4)

PathwayProteinsCompounds
Androgen and Estrogen Metabolism1230
17-beta Hydroxysteroid Dehydrogenase III Deficiency1230
Aromatase Deficiency1230
Male steroid hormones in cardiomyocyte energy metabolism1119

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Solute carrier organic anion transporter family member 1A1Rattus norvegicus (Norway rat)Ki3.80001.10004.51259.8000AID681147
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID681147TP_TRANSPORTER: inhibition of E217betaG uptake in Oatp1-expressing HeLa cells1996The American journal of physiology, Feb, Volume: 270, Issue:2 Pt 2
Estradiol 17 beta-D-glucuronide is a high-affinity substrate for oatp organic anion transporter.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (51)

TimeframeStudies, This Drug (%)All Drugs %
pre-199019 (37.25)18.7374
1990's8 (15.69)18.2507
2000's10 (19.61)29.6817
2010's10 (19.61)24.3611
2020's4 (7.84)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.51

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index10.51 (24.57)
Research Supply Index4.06 (2.92)
Research Growth Index4.57 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.51)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (3.64%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (1.82%)4.05%
Observational0 (0.00%)0.25%
Other52 (94.55%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]