Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C9H9N2O3.Na |
| Molecular Weight | 216.1691 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].NC1=CC=C(C=C1)C(=O)NCC([O-])=O
InChI
InChIKey=UNZMYCAEMNVPHX-UHFFFAOYSA-M
InChI=1S/C9H10N2O3.Na/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13;/h1-4H,5,10H2,(H,11,14)(H,12,13);/q;+1/p-1
Approval Year
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
250 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16844357/ |
30 mg/kg single, intravenous dose: 30 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
AMINOHIPPURIC ACID plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
880 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16844357/ |
30 mg/kg single, intravenous dose: 30 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
AMINOHIPPURIC ACID plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
5.67 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16844357/ |
30 mg/kg single, intravenous dose: 30 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
AMINOHIPPURIC ACID plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FED |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| yes [IC50 8.8 uM] | yes (co-administration study) Comment: co-administered with adefovir as substrate. See https://pubmed.ncbi.nlm.nih.gov/24747579/ |
|||
| yes [Ki 19.6 uM] | yes (co-administration study) Comment: co-administered with benzylpenicillin as substrate. See https://pubmed.ncbi.nlm.nih.gov/24747579/ |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Molecular cloning and characterization of a new multispecific organic anion transporter from rat brain. | 1999 May 7 |
|
| Renal function of children exposed to cyclosporin in utero. | 2000 Oct |
|
| Biodistribution and renal excretion of isomers of the cationic tracer, (99m)Tc diaminocyclohexane (DACH): biodistribution of cationic renal tracers. | 2001 Apr |
|
| [Quantitative assay of metabolic rate of para-aminobenzoic acid combining glycine for the assessment of rabbit liver function]. | 2001 Aug |
|
| Long-term follow-up of renal function in recipients and donors following pediatric kidney transplantation. | 2001 Dec |
|
| Alternative high-performance liquid chromatographic assay for p-aminohippuric acid (PAH): effect of aging on PAH excretion in the isolated perfused rat kidney. | 2001 Dec |
|
| Fading renal hyperfiltration in children following liver transplantation. | 2001 Feb |
|
| Effect of familial hypertension on glomerular hemodynamics and tubulo-glomerular feedback after uninephrectomy. | 2001 Feb |
|
| Analytical validation for a series of marker compounds used to assess renal drug elimination processes. | 2001 Feb |
|
| Simultaneous determination of inulin and p-aminohippuric acid in plasma and urine by reversed-phase high-performance liquid chromatography. | 2001 Feb 10 |
|
| Modulation by cyclic AMP and phorbol myristate acetate of cephaloridine-induced injury in rat renal cortical slices. | 2001 Jan |
|
| Glucose and insulin exert additive ocular and renal vasodilator effects on healthy humans. | 2001 Jan |
|
| Secretory transport of p-aminohippuric acid across intestinal epithelial cells in Caco-2 cells and isolated intestinal tissue. | 2001 Jan |
|
| Transport of levofloxacin in the OK kidney epithelial cell line: interaction with p-aminohippurate transport. | 2001 May |
|
| The effects of prone positioning on intraabdominal pressure and cardiovascular and renal function in patients with acute lung injury. | 2001 May |
|
| Interaction of 2,3-dimercapto-1-propane sulfonate with the human organic anion transporter hOAT1. | 2001 Nov |
|
| Transport characteristics of grepafloxacin and levofloxacin in the human intestinal cell line Caco-2. | 2001 Nov 23 |
|
| Mild to severe lithium-induced nephropathy models and urine N-acetyl-beta-D-glucosaminidase in rats. | 2001 Oct |
|
| Adenine nucleotide and calpain inhibitor I protect against atractyloside-induced toxicity in rat renal cortical slices in vitro. | 2001 Oct |
|
| Cationic amino acids involved in dicarboxylate binding of the flounder renal organic anion transporter. | 2001 Oct |
|
| Tubular segment-specific biomarkers of nephrotoxicity in the rat. | 2001 Oct 15 |
|
| Characterization of the mechanisms involved in the gender differences in p-aminohippurate renal elimination in rats. | 2001 Sep |
|
| Characterization of ochratoxin A transport by human organic anion transporters. | 2001 Sep 21 |
|
| Endothelin ETA receptor-subtype specific antagonism does not mitigate the acute systemic or renal effects of exogenous angiotensin II in humans. | 2002 Apr |
|
| Comparative inhibitory effects of different compounds on rat oatpl (slc21a1)- and Oatp2 (Slc21a5)-mediated transport. | 2002 Feb |
|
| Effects of gender on the pharmacokinetics of drugs secreted by the renal organic anions transport systems in the rat. | 2002 Feb |
|
| Increased glomerular permeability in patients with nephropathia epidemica caused by Puumala hantavirus. | 2002 Feb |
|
| Renal arginine and protein synthesis are increased during early endotoxemia in mice. | 2002 Feb |
|
| Comparison of bidirectional cephalexin transport across MDCK and caco-2 cell monolayers: interactions with peptide transporters. | 2002 Jan |
|
| Uraemic toxins induce proximal tubular injury via organic anion transporter 1-mediated uptake. | 2002 Jan |
|
| Altered aldosterone response to salt intake and angiotensin II infusion in young normotensive men with parental history of arterial hypertension. | 2002 Jan |
|
| Isolation, characterization and differential gene expression of multispecific organic anion transporter 2 in mice. | 2002 Jul |
|
| E3040 sulphate, a novel thromboxane synthase inhibitor, blocks the Cl- secretion induced by platelet-activating factor in isolated rat colon. | 2002 Jun |
|
| Acute and long-term effects of ACE inhibition on renal haemodynamics in glomerular and interstitial nephropathies. | 2002 Mar |
|
| Involvement of rat organic anion transporter 3 (rOAT3) in cephaloridine-induced nephrotoxicity: in comparison with rOAT1. | 2002 Mar 8 |
|
| Effects of short-term treatment with diclofenac-colestyramine on renal function and urinary prostanoid excretion in patients with type-2 diabetes. | 2002 May |
|
| Expression and functional characterization of rat organic anion transporter 3 (rOat3) in the choroid plexus. | 2002 May |
Patents
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| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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NCI_THESAURUS |
C1937
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42837
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203194
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94-16-6
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443971
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64703
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C47392
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SUO3KVS1O9
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104011
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DB00345
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SUB12851MIG
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100000077687
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31204
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DTXSID40916717
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202-309-8
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CHEMBL463
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ACTIVE MOIETY
SUBSTANCE RECORD
