Page last updated: 2024-12-07

7-hydroxycoumarin glucuronide

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

Cross-References

ID SourceID
PubMed CID125641
CHEMBL ID1528022
CHEBI ID33678
SCHEMBL ID6753312
MeSH IDM0119176

Synonyms (18)

Synonym
7-hydroxycoumarin o-glucuronide
2-oxo-2h-1-benzopyran-7-yl beta-d-glucopyranosiduronic acid
2-oxo-2h-chromen-7-yl beta-d-glucopyranosiduronic acid
7-hydroxycoumarin o(7)-glucosiduronic acid
CHEBI:33678 ,
7-hydroxycoumarin glucuronide
66695-14-5
(2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(2-oxochromen-7-yl)oxyoxane-2-carboxylic acid
beta-d-glucopyranosiduronic acid, 2-oxo-2h-1-benzopyran-7-yl
SCHEMBL6753312
CHEMBL1528022
umbelliferone glucuronide
b-d-glucopyranosiduronic acid,2-oxo-2h-1-benzopyran-7-yl
2-oxo-2h-1-benzopyran-7-yl hexopyranosiduronic acid
DTXSID40985266
Q27115693
7-hydroxy coumarin glucuronide
PD045747

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" Coumarin blood levels were fit to pharmacokinetic models using computer programs including NONLIN, modified ESTRIP, RESID and AUCRPP."( Dose-related pharmacokinetics of coumarin, 7-hydroxycoumarin and 7-hydroxycoumarin glucuronide upon intraperitoneal administration of coumarin and 7-hydroxycoumarin in the rat.
Hardt, TJ; Ritschel, WA, 1983
)
0.5

Dosage Studied

ExcerptRelevanceReference
" 7-HC levels upon 7-HC dosing were found to have extremely short half-lives of elimination for all animals tested."( Dose-related pharmacokinetics of coumarin, 7-hydroxycoumarin and 7-hydroxycoumarin glucuronide upon intraperitoneal administration of coumarin and 7-hydroxycoumarin in the rat.
Hardt, TJ; Ritschel, WA, 1983
)
0.5
" Single compound, 7-hydroxycoumarin (7-HC), along with necessary cofactors was dosed into the matrices and incubated at 37 degrees C; formation of two metabolites, 7-HC-glucuronide and 7-HC-sulfate, was determined with liquid chromatography with tandem mass spectrometry."( Glucuronidation and sulfation of 7-hydroxycoumarin in liver matrices from human, dog, monkey, rat, and mouse.
Garcia, M; Hidalgo, IJ; Jia, R; Li, J; Wang, Q; Ye, C,
)
0.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
beta-D-glucosiduronic acidA glucosiduronic acid resulting from the formal condensation of any substance with beta-D-glucuronic acid to form a glycosidic bond.
[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]

Protein Targets (3)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Multidrug resistance-associated protein 4Homo sapiens (human)Km63.00001.90004.27259.6900AID1213499
Cytochrome P450 2C8Homo sapiens (human)Km187.00000.05002.98255.7000AID1213498
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (30)

Processvia Protein(s)Taxonomy
xenobiotic metabolic processATP-binding cassette sub-family C member 3Homo sapiens (human)
xenobiotic transmembrane transportATP-binding cassette sub-family C member 3Homo sapiens (human)
bile acid and bile salt transportATP-binding cassette sub-family C member 3Homo sapiens (human)
glucuronoside transportATP-binding cassette sub-family C member 3Homo sapiens (human)
xenobiotic transportATP-binding cassette sub-family C member 3Homo sapiens (human)
transmembrane transportATP-binding cassette sub-family C member 3Homo sapiens (human)
leukotriene transportATP-binding cassette sub-family C member 3Homo sapiens (human)
monoatomic anion transmembrane transportATP-binding cassette sub-family C member 3Homo sapiens (human)
transport across blood-brain barrierATP-binding cassette sub-family C member 3Homo sapiens (human)
prostaglandin secretionMultidrug resistance-associated protein 4Homo sapiens (human)
cilium assemblyMultidrug resistance-associated protein 4Homo sapiens (human)
platelet degranulationMultidrug resistance-associated protein 4Homo sapiens (human)
xenobiotic metabolic processMultidrug resistance-associated protein 4Homo sapiens (human)
xenobiotic transmembrane transportMultidrug resistance-associated protein 4Homo sapiens (human)
bile acid and bile salt transportMultidrug resistance-associated protein 4Homo sapiens (human)
prostaglandin transportMultidrug resistance-associated protein 4Homo sapiens (human)
urate transportMultidrug resistance-associated protein 4Homo sapiens (human)
glutathione transmembrane transportMultidrug resistance-associated protein 4Homo sapiens (human)
transmembrane transportMultidrug resistance-associated protein 4Homo sapiens (human)
cAMP transportMultidrug resistance-associated protein 4Homo sapiens (human)
leukotriene transportMultidrug resistance-associated protein 4Homo sapiens (human)
monoatomic anion transmembrane transportMultidrug resistance-associated protein 4Homo sapiens (human)
export across plasma membraneMultidrug resistance-associated protein 4Homo sapiens (human)
transport across blood-brain barrierMultidrug resistance-associated protein 4Homo sapiens (human)
guanine nucleotide transmembrane transportMultidrug resistance-associated protein 4Homo sapiens (human)
lipid hydroxylationCytochrome P450 2C8Homo sapiens (human)
organic acid metabolic processCytochrome P450 2C8Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 2C8Homo sapiens (human)
steroid metabolic processCytochrome P450 2C8Homo sapiens (human)
estrogen metabolic processCytochrome P450 2C8Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 2C8Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 2C8Homo sapiens (human)
retinol metabolic processCytochrome P450 2C8Homo sapiens (human)
retinoic acid metabolic processCytochrome P450 2C8Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 2C8Homo sapiens (human)
icosanoid biosynthetic processCytochrome P450 2C8Homo sapiens (human)
oxidative demethylationCytochrome P450 2C8Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 2C8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (28)

Processvia Protein(s)Taxonomy
ATP bindingATP-binding cassette sub-family C member 3Homo sapiens (human)
ABC-type xenobiotic transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
glucuronoside transmembrane transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
ABC-type glutathione S-conjugate transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
ABC-type bile acid transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
ATP hydrolysis activityATP-binding cassette sub-family C member 3Homo sapiens (human)
ATPase-coupled transmembrane transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
xenobiotic transmembrane transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
ATPase-coupled inorganic anion transmembrane transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
icosanoid transmembrane transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
ABC-type transporter activityATP-binding cassette sub-family C member 3Homo sapiens (human)
guanine nucleotide transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
protein bindingMultidrug resistance-associated protein 4Homo sapiens (human)
ATP bindingMultidrug resistance-associated protein 4Homo sapiens (human)
ABC-type xenobiotic transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
prostaglandin transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
urate transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
purine nucleotide transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
ABC-type glutathione S-conjugate transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
ABC-type bile acid transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
efflux transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
15-hydroxyprostaglandin dehydrogenase (NAD+) activityMultidrug resistance-associated protein 4Homo sapiens (human)
ATP hydrolysis activityMultidrug resistance-associated protein 4Homo sapiens (human)
glutathione transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
ATPase-coupled transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
xenobiotic transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
ATPase-coupled inorganic anion transmembrane transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
ABC-type transporter activityMultidrug resistance-associated protein 4Homo sapiens (human)
monooxygenase activityCytochrome P450 2C8Homo sapiens (human)
iron ion bindingCytochrome P450 2C8Homo sapiens (human)
protein bindingCytochrome P450 2C8Homo sapiens (human)
arachidonic acid epoxygenase activityCytochrome P450 2C8Homo sapiens (human)
retinoic acid 4-hydroxylase activityCytochrome P450 2C8Homo sapiens (human)
caffeine oxidase activityCytochrome P450 2C8Homo sapiens (human)
aromatase activityCytochrome P450 2C8Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 2C8Homo sapiens (human)
heme bindingCytochrome P450 2C8Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 2C8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (12)

Processvia Protein(s)Taxonomy
plasma membraneATP-binding cassette sub-family C member 3Homo sapiens (human)
basal plasma membraneATP-binding cassette sub-family C member 3Homo sapiens (human)
basolateral plasma membraneATP-binding cassette sub-family C member 3Homo sapiens (human)
membraneATP-binding cassette sub-family C member 3Homo sapiens (human)
nucleolusMultidrug resistance-associated protein 4Homo sapiens (human)
Golgi apparatusMultidrug resistance-associated protein 4Homo sapiens (human)
plasma membraneMultidrug resistance-associated protein 4Homo sapiens (human)
membraneMultidrug resistance-associated protein 4Homo sapiens (human)
basolateral plasma membraneMultidrug resistance-associated protein 4Homo sapiens (human)
apical plasma membraneMultidrug resistance-associated protein 4Homo sapiens (human)
platelet dense granule membraneMultidrug resistance-associated protein 4Homo sapiens (human)
external side of apical plasma membraneMultidrug resistance-associated protein 4Homo sapiens (human)
plasma membraneMultidrug resistance-associated protein 4Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 2C8Homo sapiens (human)
plasma membraneCytochrome P450 2C8Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C8Homo sapiens (human)
cytoplasmCytochrome P450 2C8Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1213503Activity at MRP3 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of ATP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213502Activity at MRP2 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of ATP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213498Activity at MRP3 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport after 10 mins by Michaelis-Menten plot analysis2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213488Drug excretion in low dose coumarin treated human feces2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213504Activity at MRP4 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of ATP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213507Activity at MRP1 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed phase-HPLC analysis in presence of GSH2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213493Activity at MRP4 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of AMP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213492Activity at MRP3 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of AMP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213496Activity at MRP3 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM up to 20 mins by Michaelis-Menten plot analysis2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213491Activity at MRP2 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of AMP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213499Activity at MRP4 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport after 10 mins by Michaelis-Menten plot analysis2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213494Activity at BCRP (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of AMP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213497Activity at MRP4 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM up to 20 mins by Michaelis-Menten plot analysis2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213487Drug excretion in low dose coumarin treated human urine2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213505Activity at BCRP (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of ATP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213508Activity at MRP2 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed phase-HPLC analysis in presence of GSH2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213490Activity at MRP1 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of AMP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213495Activity at P-gp (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of AMP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213500Drug excretion in high dose coumarin treated human urine2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213506Activity at P-gp (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of ATP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
AID1213501Activity at MRP1 (unknown origin) expressed in baculovirus-infected HEK293 cells assessed as drug transport at 400 uM after 10 mins by reversed-phase HPLC analysis in presence of ATP2012Drug metabolism and disposition: the biological fate of chemicals, Jun, Volume: 40, Issue:6
Transport of the coumarin metabolite 7-hydroxycoumarin glucuronide is mediated via multidrug resistance-associated proteins 3 and 4.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (23.08)18.7374
1990's5 (38.46)18.2507
2000's2 (15.38)29.6817
2010's3 (23.08)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.44

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index19.44 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.64 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.44)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (6.67%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (93.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]