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1806-98-0,MFCD00198971
Catalog No.:AA002239

1806-98-0 | β-D-Glucopyranosiduronic acid, (17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl

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Min. 98% [1H-NMR]
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10mg
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA002239
Chemical Name:
β-D-Glucopyranosiduronic acid, (17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl
CAS Number:
1806-98-0
Molecular Formula:
C24H32O8
Molecular Weight:
448.5061
MDL Number:
MFCD00198971
SMILES:
OC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3CCc3c2ccc(c3)O)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
716  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
3  
XLogP3:
2.7  

Literature

Title: Acute regulation of multidrug resistance-associated protein 2 localization and activity by cAMP and estradiol-17β-D-glucuronide in rat intestine and Caco-2 cells.

Journal: Archives of toxicology 20180201

Title: Activation of insulin-like growth factor 1 receptor participates downstream of GPR30 in estradiol-17β-D-glucuronide-induced cholestasis in rats.

Journal: Archives of toxicology 20180201

Title: Polymorphic variants of MRP4/ABCC4 differentially modulate the transport of methylated arsenic metabolites and physiological organic anions.

Journal: Biochemical pharmacology 20161115

Title: Arsenic Triglutathione [As(GS)3] Transport by Multidrug Resistance Protein 1 (MRP1/ABCC1) Is Selectively Modified by Phosphorylation of Tyr920/Ser921 and Glycosylation of Asn19/Asn23.

Journal: Molecular pharmacology 20160801

Title: EGFR participates downstream of ERα in estradiol-17β-D-glucuronide-induced impairment of Abcc2 function in isolated rat hepatocyte couplets.

Journal: Archives of toxicology 20160401

Title: Pharmaceutical excipients influence the function of human uptake transporting proteins.

Journal: Molecular pharmaceutics 20120904

Title: Casein kinase 2α regulates multidrug resistance-associated protein 1 function via phosphorylation of Thr249.

Journal: Molecular pharmacology 20120901

Title: Application of quantitative time-lapse imaging (QTLI) for evaluation of Mrp2-based drug-drug interaction induced by liver metabolites.

Journal: Toxicology and applied pharmacology 20120901

Title: The development, characterization, and application of an OATP1B1 inhibition assay in drug discovery.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120801

Title: Effects of glycyrrhizin on biliary transport and hepatic levels of glutathione in rats.

Journal: Biopharmaceutics & drug disposition 20120701

Title: Effect of multiple cysteine substitutions on the functionality of human multidrug resistance protein 1 expressed in human embryonic kidney 293 cells: identification of residues essential for function.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120701

Title: Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions.

Journal: Journal of medicinal chemistry 20120524

Title: Impact of probe compound in MRP2 vesicular transport assays.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20120512

Title: Mutation of Glu521 or Glu535 in cytoplasmic loop 5 causes differential misfolding in multiple domains of multidrug and organic anion transporter MRP1 (ABCC1).

Journal: The Journal of biological chemistry 20120302

Title: Oral availability of cefadroxil depends on ABCC3 and ABCC4.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120301

Title: In vitro and in silico strategies to identify OATP1B1 inhibitors and predict clinical drug-drug interactions.

Journal: Pharmaceutical research 20120201

Title: Monomethylarsenic diglutathione transport by the human multidrug resistance protein 1 (MRP1/ABCC1).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20111201

Title: Interaction of fluvastatin with the liver-specific Na+ -dependent taurocholate cotransporting polypeptide (NTCP).

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20111120

Title: OATP1B1/1B3 activity in plated primary human hepatocytes over time in culture.

Journal: Biochemical pharmacology 20111101

Title: Isolation of modulators of the liver-specific organic anion-transporting polypeptides (OATPs) 1B1 and 1B3 from Rollinia emarginata Schlecht (Annonaceae).

Journal: The Journal of pharmacology and experimental therapeutics 20111101

Title: Efflux transport is an important determinant of ethinylestradiol glucuronide and ethinylestradiol sulfate pharmacokinetics.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20111001

Title: Characterization of organic anion-transporting polypeptide (Oatp) 1a1 and 1a4 null mice reveals altered transport function and urinary metabolomic profiles.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20110801

Title: Functional analysis of nonsynonymous single nucleotide polymorphisms of multidrug resistance-associated protein 2 (ABCC2).

Journal: Pharmacogenetics and genomics 20110801

Title: Determination of OATP-, NTCP- and OCT-mediated substrate uptake activities in individual and pooled batches of cryopreserved human hepatocytes.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20110717

Title: Interactions of green tea catechins with organic anion-transporting polypeptides.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110501

Title: Effect of cryopreservation on the activity of OATP1B1/3 and OCT1 in isolated human hepatocytes.

Journal: Chemico-biological interactions 20110425

Title: Further characterization of the electrogenicity and pH sensitivity of the human organic anion-transporting polypeptides OATP1B1 and OATP1B3.

Journal: Molecular pharmacology 20110301

Title: Characterization of digoxin uptake in sandwich-cultured human hepatocytes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110101

Title: The association of polymorphisms in hormone metabolism pathway genes, menopausal hormone therapy, and breast cancer risk: a nested case-control study in the California Teachers Study cohort.

Journal: Breast cancer research : BCR 20110101

Title: A predictive ligand-based Bayesian model for human drug-induced liver injury.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20101201

Title: Focused ultrasound-assisted acceleration of enzymatic hydrolysis of alkylphenols and 17β-oestradiol glucuronide in fish bile.

Journal: Analytical and bioanalytical chemistry 20101101

Title: Phosphoinositide 3-kinase/protein kinase B signaling pathway is involved in estradiol 17β-D-glucuronide-induced cholestasis: complementarity with classical protein kinase C.

Journal: Hepatology (Baltimore, Md.) 20101001

Title: Sulindac and its metabolites inhibit multiple transport proteins in rat and human hepatocytes.

Journal: The Journal of pharmacology and experimental therapeutics 20100801

Title: Screening of OATP1B1/3 and OCT1 inhibitors in cryopreserved hepatocytes in suspension.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20100711

Title: Mechanism of polybrominated diphenyl ether uptake into the liver: PBDE congeners are substrates of human hepatic OATP transporters.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100601

Title: Interplay of phase II enzymes and transporters in futile cycling: influence of multidrug resistance-associated protein 2-mediated excretion of estradiol 17beta-D-glucuronide and its 3-sulfate metabolite on net sulfation in perfused TR(-) and Wistar rat liver preparations.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100501

Title: Effect of genipin on cholestasis induced by estradiol-17beta-glucuronide and lithocholate-3-O-glucuornide in rats.

Journal: Hepatology research : the official journal of the Japan Society of Hepatology 20100501

Title: Cloning/characterization of the canine organic anion transporting polypeptide 1b4 (Oatp1b4) and classification of the canine OATP/SLCO members.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20100401

Title: Interaction of eight HIV protease inhibitors with the canalicular efflux transporter ABCC2 (MRP2) in sandwich-cultured rat and human hepatocytes.

Journal: Biopharmaceutics & drug disposition 20100301

Title: Roles of rat renal organic anion transporters in transporting perfluorinated carboxylates with different chain lengths.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100201

Title: Validation of cell-based OATP1B1 assays to assess drug transport and the potential for drug-drug interaction to support regulatory submissions.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20100101

Title: Interaction of porphyrins with human organic anion transporting polypeptide 1B1.

Journal: Chemico-biological interactions 20091110

Title: The blood-brain barrier thyroxine transporter organic anion-transporting polypeptide 1c1 displays atypical transport kinetics.

Journal: Endocrinology 20091101

Title: Construction of triple-transfected cells [organic anion-transporting polypeptide (OATP) 1B1/multidrug resistance-associated protein (MRP) 2/MRP3 and OATP1B1/MRP2/MRP4] for analysis of the sinusoidal function of MRP3 and MRP4.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20091001

Title: In vitro inhibition of OATP-mediated uptake of phalloidin using bile acid derivatives.

Journal: Toxicology and applied pharmacology 20090815

Title: Complex pharmacokinetic behavior of ezetimibe depends on abcc2, abcc3, and abcg2.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090801

Title: Identification, Ki determination and CoMFA analysis of nuclear receptor ligands as competitive inhibitors of OATP1B1-mediated estradiol-17beta-glucuronide transport.

Journal: Pharmacological research 20090701

Title: Functional analysis of a mutation in the SLCO1B1 gene (c.1628T>G) identified in a Japanese patient with pravastatin-induced myopathy.

Journal: The pharmacogenomics journal 20090601

Title: Regulation of expression and activity of rat intestinal multidrug resistance-associated protein 2 by cholestatic estrogens.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090601

Title: The eighth and ninth transmembrane domains in organic anion transporting polypeptide 1B1 affect the transport kinetics of estrone-3-sulfate and estradiol-17beta-D-glucuronide.

Journal: The Journal of pharmacology and experimental therapeutics 20090501

Title: Intestinal breast cancer resistance protein (BCRP)/Bcrp1 and multidrug resistance protein 3 (MRP3)/Mrp3 are involved in the pharmacokinetics of resveratrol.

Journal: Molecular pharmacology 20090401

Title: Multidrug resistance protein 2-mediated estradiol-17beta-D-glucuronide transport potentiation: in vitro-in vivo correlation and species specificity.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090401

Title: Role of hepatic transporters in the disposition and hepatotoxicity of a HER2 tyrosine kinase inhibitor CP-724,714.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20090401

Title: Involvement of Mrp2/MRP2 in the species different excretion route of benzylpenicillin between rat and human.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20090201

Title: Structural determinants of substrate specificity differences between human multidrug resistance protein (MRP) 1 (ABCC1) and MRP3 (ABCC3).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081201

Title: Ca(2+)-dependent protein kinase C isoforms are critical to estradiol 17beta-D-glucuronide-induced cholestasis in the rat.

Journal: Hepatology (Baltimore, Md.) 20081201

Title: The configuration of the 17-hydroxy group variably influences the glucuronidation of beta-estradiol and epiestradiol by human UDP-glucuronosyltransferases.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081101

Title: ABCC1: a gateway for pharmacological compounds to the ischaemic brain.

Journal: Brain : a journal of neurology 20081001

Title: Lapatinib (Tykerb, GW572016) reverses multidrug resistance in cancer cells by inhibiting the activity of ATP-binding cassette subfamily B member 1 and G member 2.

Journal: Cancer research 20081001

Title: Use of tc-99m mebrofenin as a clinical probe to assess altered hepatobiliary transport: integration of in vitro, pharmacokinetic modeling, and simulation studies.

Journal: Pharmaceutical research 20080801

Title: Inhibitory effects of terpenoids on multidrug resistance-associated protein 2- and breast cancer resistance protein-mediated transport.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080701

Title: Prediction and identification of drug interactions with the human ATP-binding cassette transporter multidrug-resistance associated protein 2 (MRP2; ABCC2).

Journal: Journal of medicinal chemistry 20080612

Title: Characterization of organic anion transporting polypeptide 1b2-null mice: essential role in hepatic uptake/toxicity of phalloidin and microcystin-LR.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20080501

Title: Role of proline 1150 in functional interactions between the membrane spanning domains and nucleotide binding domains of the MRP1 (ABCC1) transporter.

Journal: Biochemical pharmacology 20080415

Title: Effect of pregnane X receptor ligands on transport mediated by human OATP1B1 and OATP1B3.

Journal: European journal of pharmacology 20080414

Title: Investigation of the inhibitory effects of various drugs on the hepatic uptake of fexofenadine in humans.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080401

Title: Modulation of human multidrug resistance protein (MRP) 1 (ABCC1) and MRP2 (ABCC2) transport activities by endogenous and exogenous glutathione-conjugated catechol metabolites.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080301

Title: Noninvasive monitoring of transporter-substrate interaction at cell membrane.

Journal: Analytical chemistry 20080301

Title: Hepatocyte growth factor increases uptake of estradiol 17beta-D-glucuronide and Oatp1 protein level in rat hepatocytes.

Journal: European journal of pharmacology 20080202

Title: Effects of monoglycerides on rhodamine 123 accumulation, estradiol 17 beta-D-glucuronide bidirectional transport and MRP2 protein expression within Caco-2 cells.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20080101

Title: Membrane cholesterol selectively modulates the activity of the human ABCG2 multidrug transporter.

Journal: Biochimica et biophysica acta 20071101

Title: Mutational analysis of a highly conserved proline residue in MRP1, MRP2, and MRP3 reveals a partially conserved function.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070801

Title: Bosentan is a substrate of human OATP1B1 and OATP1B3: inhibition of hepatic uptake as the common mechanism of its interactions with cyclosporin A, rifampicin, and sildenafil.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070801

Title: Expression of 25 human ABC transporters in the yeast Pichia pastoris and characterization of the purified ABCC3 ATPase activity.

Journal: Biochemistry 20070710

Title: Disruption of function and localization of tight junctional structures and Mrp2 in sustained estradiol-17beta-D-glucuronide-induced cholestasis.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20070701

Title: Mechanistic study on the intestinal absorption and disposition of baicalein.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20070701

Title: Defective hepatocyte aquaporin-8 expression and reduced canalicular membrane water permeability in estrogen-induced cholestasis.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20070301

Title: Multidrug resistance-associated protein 7 expression is involved in cross-resistance to docetaxel in salivary gland adenocarcinoma cell lines.

Journal: International journal of oncology 20070201

Title: Organic anion transporting polypeptide 2B1 and breast cancer resistance protein interact in the transepithelial transport of steroid sulfates in human placenta.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070101

Title: Effects of bosentan, an endothelin receptor antagonist, on bile salt export pump and multidrug resistance-associated protein 2.

Journal: Biopharmaceutics & drug disposition 20070101

Title: Functional analysis of mouse and monkey multidrug resistance-associated protein 2 (Mrp2).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20061201

Title: Increased estrogen sulfation of estradiol 17beta-D-glucuronide in metastatic tumor rat livers.

Journal: The Journal of pharmacology and experimental therapeutics 20061101

Title: OATP8/1B3-mediated cotransport of bile acids and glutathione: an export pathway for organic anions from hepatocytes?

Journal: The Journal of biological chemistry 20061013

Title: Use of cryopreserved human hepatocytes in sandwich culture to measure hepatobiliary transport.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060901

Title: Organic anion transporting polypeptide-C mediates arsenic uptake in HEK-293 cells.

Journal: Journal of biomedical science 20060701

Title: Drug-drug interaction between pitavastatin and various drugs via OATP1B1.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060701

Title: Predominant contribution of OATP1B3 to the hepatic uptake of telmisartan, an angiotensin II receptor antagonist, in humans.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060701

Title: Mutational analysis of polar amino acid residues within predicted transmembrane helices 10 and 16 of multidrug resistance protein 1 (ABCC1): effect on substrate specificity.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060401

Title: Use of canalicular membrane vesicles (CMVs) from rats, dogs, monkeys and humans to assess drug transport across the canalicular membrane.

Journal: Journal of pharmacological and toxicological methods 20060101

Title: Canalicular membrane localization of hepatocyte aquaporin-8 is preserved in estradiol-17beta-D-glucuronide-induced cholestasis.

Journal: Journal of hepatology 20060101

Title: Contribution of OATP (organic anion-transporting polypeptide) family transporters to the hepatic uptake of fexofenadine in humans.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20051001

Title: Identification of the hepatic efflux transporters of organic anions using double-transfected Madin-Darby canine kidney II cells expressing human organic anion-transporting polypeptide 1B1 (OATP1B1)/multidrug resistance-associated protein 2, OATP1B1/multidrug resistance 1, and OATP1B1/breast cancer resistance protein.

Journal: The Journal of pharmacology and experimental therapeutics 20050901

Title: Application of high-performance liquid chromatography-electrospray ionization-mass spectrometry to measure microsomal membrane transport of glucuronides.

Journal: Analytical biochemistry 20050701

Title: Effects of fibrates on human organic anion-transporting polypeptide 1B1-, multidrug resistance protein 2- and P-glycoprotein-mediated transport.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20050701

Title: Mrp2/Abcc2 transport activity is stimulated by protein kinase Calpha in a baculo virus co-expression system.

Journal: Life sciences 20050617

Title: Differential interaction of 3-hydroxy-3-methylglutaryl-coa reductase inhibitors with ABCB1, ABCC2, and OATP1B1.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050401

Title: Silibinin prevents cholestasis-associated retrieval of the bile salt export pump, Bsep, in isolated rat hepatocyte couplets: possible involvement of cAMP.

Journal: Biochemical pharmacology 20050401

Title: Treatment of hyperbilirubinemia in Eisai hyperbilirubinemic rat by transfecting human MRP2/ABCC2 gene.

Journal: Pharmaceutical research 20050401

Title: Cytochrome P450-mediated oxidation of glucuronide derivatives: example of estradiol-17beta-glucuronide oxidation to 2-hydroxy-estradiol-17beta-glucuronide by CYP 2C8.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050301

Title: Role of microtubules in estradiol-17beta-D-glucuronide-induced alteration of canalicular Mrp2 localization and activity.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20050201

Title: Transport of bile acids, sulfated steroids, estradiol 17-beta-D-glucuronide, and leukotriene C4 by human multidrug resistance protein 8 (ABCC11).

Journal: Molecular pharmacology 20050201

Title: Directional trans-epithelial transport of organic anions in porcine LLC-PK1 cells that co-express human OATP1B1 (OATP-C) and MRP2.

Journal: Biochemical pharmacology 20050201

Title: Role of two adjacent cytoplasmic tyrosine residues in MRP1 (ABCC1) transport activity and sensitivity to sulfonylureas.

Journal: Biochemical pharmacology 20050201

Title: Identification and characterization of functionally important elements in the multidrug resistance protein 1 COOH-terminal region.

Journal: The Journal of biological chemistry 20041217

Title: Hepatic transport of PKI166, an epidermal growth factor receptor kinase inhibitor of the pyrrolo-pyrimidine class, and its main metabolite, ACU154.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20041101

Title: Contribution of OATP2 (OATP1B1) and OATP8 (OATP1B3) to the hepatic uptake of pitavastatin in humans.

Journal: The Journal of pharmacology and experimental therapeutics 20041001

Title: ATP-dependent transport of organic anions into isolated basolateral membrane vesicles from rat intestine.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20041001

Title: Estradiol 3-glucuronide is transported by the multidrug resistance-associated protein 2 but does not activate the allosteric site bound by estradiol 17-glucuronide.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20041001

Title: Involvement of multispecific organic anion transporter, Oatp14 (Slc21a14), in the transport of thyroxine across the blood-brain barrier.

Journal: Endocrinology 20040901

Title: Carrier-mediated uptake of H2-receptor antagonists by the rat choroid plexus: involvement of rat organic anion transporter 3.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040901

Title: Mouse reduced in osteosclerosis transporter functions as an organic anion transporter 3 and is localized at abluminal membrane of blood-brain barrier.

Journal: The Journal of pharmacology and experimental therapeutics 20040601

Title: Transport of ethinylestradiol glucuronide and ethinylestradiol sulfate by the multidrug resistance proteins MRP1, MRP2, and MRP3.

Journal: The Journal of pharmacology and experimental therapeutics 20040401

Title: Molecular cloning and functional characterization of the bovine (Bos taurus) organic anion transporting polypeptide Oatp1a2 (Slco1a2).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20040301

Title: Functional characterization of pH-sensitive organic anion transporting polypeptide OATP-B in human.

Journal: The Journal of pharmacology and experimental therapeutics 20040201

Title: Multidrug resistance protein 4 (MRP4/ABCC4) mediates efflux of bimane-glutathione.

Journal: The international journal of biochemistry & cell biology 20040201

Title: Penile apoptosis in association with p53 under lack of testosterone.

Journal: Urological research 20040201

Title: Do multidrug resistance-associated protein-1 and -2 play any role in the elimination of estradiol-17 beta-glucuronide and 2,4-dinitrophenyl-S-glutathione across the blood-cerebrospinal fluid barrier?

Journal: Journal of pharmaceutical sciences 20040101

Title: Genipin enhances Mrp2 (Abcc2)-mediated bile formation and organic anion transport in rat liver.

Journal: Hepatology (Baltimore, Md.) 20040101

Title: Functional importance of polar and charged amino acid residues in transmembrane helix 14 of multidrug resistance protein 1 (MRP1/ABCC1): identification of an aspartate residue critical for conversion from a high to low affinity substrate binding state.

Journal: The Journal of biological chemistry 20031114

Title: Biliary secretion of glutathione in estradiol 17beta-D-glucuronide-induced cholestasis.

Journal: The Journal of pharmacology and experimental therapeutics 20031001

Title: Transport of fluorescein methotrexate by multidrug resistance-associated protein 3 in IEC-6 cells.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20030901

Title: Involvement of multidrug resistance associated protein 1 (Mrp1) in the efflux transport of 17beta estradiol-D-17beta-glucuronide (E217betaG) across the blood-brain barrier.

Journal: Pharmaceutical research 20030901

Title: Characterization of the role of polar amino acid residues within predicted transmembrane helix 17 in determining the substrate specificity of multidrug resistance protein 3.

Journal: Biochemistry 20030826

Title: Estradiol-17beta-D-glucuronide induces endocytic internalization of Bsep in rats.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20030801

Title: Molecular cloning and pharmacological characterization of rat multidrug resistance protein 1 (mrp1).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030801

Title: Transport of methotrexate, methotrexate polyglutamates, and 17beta-estradiol 17-(beta-D-glucuronide) by ABCG2: effects of acquired mutations at R482 on methotrexate transport.

Journal: Cancer research 20030715

Title: Evidence for two interacting ligand binding sites in human multidrug resistance protein 2 (ATP binding cassette C2).

Journal: The Journal of biological chemistry 20030627

Title: Differential modulation of the human liver conjugate transporters MRP2 and MRP3 by bile acids and organic anions.

Journal: The Journal of biological chemistry 20030627

Title: ABCG2 transports sulfated conjugates of steroids and xenobiotics.

Journal: The Journal of biological chemistry 20030620

Title: Expression and functional involvement of organic anion transporting polypeptide subtype 3 (Slc21a7) in rat choroid plexus.

Journal: Pharmaceutical research 20030501

Title: Steroid and bile acid conjugates are substrates of human multidrug-resistance protein (MRP) 4 (ATP-binding cassette C4).

Journal: The Biochemical journal 20030415

Title: Multiple alterations of canalicular membrane transport activities in rats with CCl(4)-induced hepatic injury.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030401

Title: Characterization of the transport properties of human multidrug resistance protein 7 (MRP7, ABCC10).

Journal: Molecular pharmacology 20030201

Title: Brain efflux index method. Characterization of efflux transport across the blood-brain barrier.

Journal: Methods in molecular medicine 20030101

Title: A high-throughput assay for measurement of multidrug resistance protein-mediated transport of leukotriene C4 into membrane vesicles.

Journal: Analytical biochemistry 20021101

Title: Functional analysis of ABCA8, a new drug transporter.

Journal: Biochemical and biophysical research communications 20021018

Title: Identification of a novel human organic anion transporting polypeptide as a high affinity thyroxine transporter.

Journal: Molecular endocrinology (Baltimore, Md.) 20021001

Title: Evidence for carrier-mediated transport of unconjugated bilirubin across plasma membrane vesicles from human placental trophoblast.

Journal: Placenta 20020801

Title: Determinants of the substrate specificity of multidrug resistance protein 1: role of amino acid residues with hydrogen bonding potential in predicted transmembrane helix 17.

Journal: The Journal of biological chemistry 20020607

Title: Altered localization and activity of canalicular Mrp2 in estradiol-17beta-D-glucuronide-induced cholestasis.

Journal: Hepatology (Baltimore, Md.) 20020601

Title: Analysis of methotrexate and folate transport by multidrug resistance protein 4 (ABCC4): MRP4 is a component of the methotrexate efflux system.

Journal: Cancer research 20020601

Title: Expression and functional characterization of rat organic anion transporter 3 (rOat3) in the choroid plexus.

Journal: Molecular pharmacology 20020501

Title: Transport of the sulfated, amidated bile acid, sulfolithocholyltaurine, into rat hepatocytes is mediated by Oatp1 and Oatp2.

Journal: Hepatology (Baltimore, Md.) 20020501

Title: The MRP4/ABCC4 gene encodes a novel apical organic anion transporter in human kidney proximal tubules: putative efflux pump for urinary cAMP and cGMP.

Journal: Journal of the American Society of Nephrology : JASN 20020301

Title: Estrogen mimics bind with similar affinity and specificity to the hepatic estrogen receptor in Atlantic salmon (Salmo salar) and rainbow trout (Oncorhynchus mykiss).

Journal: General and comparative endocrinology 20020301

Title: Transcellular transport of organic anions across a double-transfected Madin-Darby canine kidney II cell monolayer expressing both human organic anion-transporting polypeptide (OATP2/SLC21A6) and Multidrug resistance-associated protein 2 (MRP2/ABCC2).

Journal: The Journal of biological chemistry 20020222

Title: Effect of 17 beta-estradiol-D-17 beta-glucuronide on the rat organic anion transporting polypeptide 2-mediated transport differs depending on substrates.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020201

Title: Comparative inhibitory effects of different compounds on rat oatpl (slc21a1)- and Oatp2 (Slc21a5)-mediated transport.

Journal: Pharmaceutical research 20020201

Title: Transport activity of human MRP3 expressed in Sf9 cells: comparative studies with rat MRP3.

Journal: Pharmaceutical research 20020101

Title: Characterization of drug transport by the human multidrug resistance protein 3 (ABCC3).

Journal: The Journal of biological chemistry 20011207

Title: Comparative studies on in vitro methods for evaluating in vivo function of MDR1 P-glycoprotein.

Journal: Pharmaceutical research 20011201

Title: Vectorial transport by double-transfected cells expressing the human uptake transporter SLC21A8 and the apical export pump ABCC2.

Journal: Molecular pharmacology 20011101

Title: Localization of organic anion transporting polypeptide 4 (Oatp4) in rat liver and comparison of its substrate specificity with Oatp1, Oatp2 and Oatp3.

Journal: Pflugers Archiv : European journal of physiology 20011101

Title: Mutation of Trp1254 in the multispecific organic anion transporter, multidrug resistance protein 2 (MRP2) (ABCC2), alters substrate specificity and results in loss of methotrexate transport activity.

Journal: The Journal of biological chemistry 20011012

Title: Single amino acid substitution of rat MRP2 results in acquired transport activity for taurocholate.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20011001

Title: Multispecific substrate recognition of kidney-specific organic anion transporters OAT-K1 and OAT-K2.

Journal: The Journal of pharmacology and experimental therapeutics 20011001

Title: Transport of methotrexate (MTX) and folates by multidrug resistance protein (MRP) 3 and MRP1: effect of polyglutamylation on MTX transport.

Journal: Cancer research 20011001

Title: Transport of cyclic nucleotides and estradiol 17-beta-D-glucuronide by multidrug resistance protein 4. Resistance to 6-mercaptopurine and 6-thioguanine.

Journal: The Journal of biological chemistry 20010907

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Title: Characterization of cholestasis induced by estradiol-17 beta-D-glucuronide in the rat.

Journal: The Journal of pharmacology and experimental therapeutics 19800701

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Tags:1806-98-0 Molecular Formula|1806-98-0 MDL|1806-98-0 SMILES|1806-98-0 β-D-Glucopyranosiduronic acid, (17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl