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
| Molecular Formula | C9H9N2O3 |
| Molecular Weight | 193.1794 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|---|---|---|
| Impaired organic anion transport in kidney and choroid plexus of organic anion transporter 3 (Oat3 (Slc22a8)) knockout mice. | 2002-07-26 |
|
| Complementary effects of adenosine and angiotensin II in hypoxemia-induced renal dysfunction in the rabbit. | 2002-07-05 |
|
| Isolation, characterization and differential gene expression of multispecific organic anion transporter 2 in mice. | 2002-07 |
|
| Expression and function of sodium transporters in two opossum kidney cell clonal sublines. | 2002-07 |
|
| The effects of losartan on renal function in the newborn rabbit. | 2002-06 |
|
| E3040 sulphate, a novel thromboxane synthase inhibitor, blocks the Cl- secretion induced by platelet-activating factor in isolated rat colon. | 2002-06 |
|
| Fenoldopam mesylate blocks reductions in renal plasma flow after radiocontrast dye infusion: a pilot trial in the prevention of contrast nephropathy. | 2002-05 |
|
| Effects of short-term treatment with diclofenac-colestyramine on renal function and urinary prostanoid excretion in patients with type-2 diabetes. | 2002-05 |
|
| Renal hemodynamic effects of somatostatin are not related to inhibition of endogenous insulin release. | 2002-05 |
|
| Major role of organic anion transporter 3 in the transport of indoxyl sulfate in the kidney. | 2002-05 |
|
| Expression and functional characterization of rat organic anion transporter 3 (rOat3) in the choroid plexus. | 2002-05 |
|
| Confocal imaging of organic anion transport in intact rat choroid plexus. | 2002-05 |
|
| Sex differences in p-aminohippuric acid transport in rat kidney: role of membrane fluidity and expression of OAT1. | 2002-04 |
|
| Endothelin ETA receptor-subtype specific antagonism does not mitigate the acute systemic or renal effects of exogenous angiotensin II in humans. | 2002-04 |
|
| Podocytopenia and disease severity in IgA nephropathy. | 2002-04 |
|
| Increased renal expression of bilirubin glucuronide transporters in a rat model of obstructive jaundice. | 2002-04 |
|
| Involvement of rat organic anion transporter 3 (rOAT3) in cephaloridine-induced nephrotoxicity: in comparison with rOAT1. | 2002-03-08 |
|
| Pharmacological characterization of the ATP-dependent low K(m) guanosine 3',5'-cyclic monophosphate (cGMP) transporter in human erythrocytes. | 2002-03-01 |
|
| Acute and long-term effects of ACE inhibition on renal haemodynamics in glomerular and interstitial nephropathies. | 2002-03 |
|
| Functional involvement of rat organic anion transporter 3 (rOat3; Slc22a8) in the renal uptake of organic anions. | 2002-03 |
|
| Determinants of hypofiltration during acute renal allograft rejection. | 2002-03 |
|
| The distribution of the anti-HIV drug, 2'3'-dideoxycytidine (ddC), across the blood-brain and blood-cerebrospinal fluid barriers and the influence of organic anion transport inhibitors. | 2002-02 |
|
| Comparative inhibitory effects of different compounds on rat oatpl (slc21a1)- and Oatp2 (Slc21a5)-mediated transport. | 2002-02 |
|
| Effects of gender on the pharmacokinetics of drugs secreted by the renal organic anions transport systems in the rat. | 2002-02 |
|
| Increased glomerular permeability in patients with nephropathia epidemica caused by Puumala hantavirus. | 2002-02 |
|
| Renal arginine and protein synthesis are increased during early endotoxemia in mice. | 2002-02 |
|
| Comparison of bidirectional cephalexin transport across MDCK and caco-2 cell monolayers: interactions with peptide transporters. | 2002-01 |
|
| Uraemic toxins induce proximal tubular injury via organic anion transporter 1-mediated uptake. | 2002-01 |
|
| Altered aldosterone response to salt intake and angiotensin II infusion in young normotensive men with parental history of arterial hypertension. | 2002-01 |
|
| The anti-influenza drug oseltamivir exhibits low potential to induce pharmacokinetic drug interactions via renal secretion-correlation of in vivo and in vitro studies. | 2002-01 |
|
| Historical control data on urinary and renal tissue biomarkers in naive male Wistar rats. | 2001-12-18 |
|
| Losartan may modulate erythropoietin production. | 2001-12 |
|
| Sodium and water homeostasis in children with shigellosis. | 2001-12 |
|
| Long-term follow-up of renal function in recipients and donors following pediatric kidney transplantation. | 2001-12 |
|
| Net flux of folates and vitamin B12 through the gastrointestinal tract and the liver of lactating dairy cows. | 2001-12 |
|
| Effect of angiotensin-converting enzyme inhibitor on renal function in ovarian hyperstimulation syndrome in the rabbit. | 2001-12 |
|
| Alternative high-performance liquid chromatographic assay for p-aminohippuric acid (PAH): effect of aging on PAH excretion in the isolated perfused rat kidney. | 2001-12 |
|
| Transport characteristics of grepafloxacin and levofloxacin in the human intestinal cell line Caco-2. | 2001-11-23 |
|
| Mercapturic acids (N-acetylcysteine S-conjugates) as endogenous substrates for the renal organic anion transporter-1. | 2001-11 |
|
| Interaction of 2,3-dimercapto-1-propane sulfonate with the human organic anion transporter hOAT1. | 2001-11 |
|
| Tubular segment-specific biomarkers of nephrotoxicity in the rat. | 2001-10-15 |
|
| Transient renal effects of sildenafil in male kidney transplant recipients. | 2001-10-15 |
|
| Mild to severe lithium-induced nephropathy models and urine N-acetyl-beta-D-glucosaminidase in rats. | 2001-10 |
|
| Adenine nucleotide and calpain inhibitor I protect against atractyloside-induced toxicity in rat renal cortical slices in vitro. | 2001-10 |
|
| Impairment of renal vasodilation with l-arginine is related to more severe disease in untreated hypertensive patients. | 2001-10 |
|
| Renal hemodynamic effect of tacrolimus in renal transplanted children. | 2001-10 |
|
| Characterization of ochratoxin A transport by human organic anion transporters. | 2001-09-21 |
|
| Characterization of the mechanisms involved in the gender differences in p-aminohippurate renal elimination in rats. | 2001-09 |
|
| Hypertension after neonatal uninephrectomy in rats precedes glomerular damage. | 2001-09 |
|
| [Quantitative assay of metabolic rate of para-aminobenzoic acid combining glycine for the assessment of rabbit liver function]. | 2001-08 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:25:11 GMT 2025
by
admin
on
Mon Mar 31 18:25:11 GMT 2025
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| Record UNII |
SUO3KVS1O9
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
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| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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NCI_THESAURUS |
C1937
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| Code System | Code | Type | Description | ||
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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
Created by
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DTXSID40916717
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202-309-8
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CHEMBL463
Created by
admin on Mon Mar 31 18:25:11 GMT 2025 , Edited by admin on Mon Mar 31 18:25:11 GMT 2025
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| Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |