Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H12N6O3 |
| Molecular Weight | 312.2835 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC2=C(N=C(CNC3=CC=C(C=C3)C(O)=O)C=N2)C(=O)N1
InChI
InChIKey=JOAQINSXLLMRCV-UHFFFAOYSA-N
InChI=1S/C14H12N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,6,16H,5H2,(H,22,23)(H3,15,17,19,20,21)
| Molecular Formula | C14H12N6O3 |
| Molecular Weight | 312.2835 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Pteroic acid belongs to the class of chemical entities known as pterins. These are polycyclic aromatic compounds containing a pterin moiety, which consists of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one. It is known that pteroic acid inhibits Dihydropterate synthase from Bacillus anthracis, which is a target for the sulfonamide class of antibiotics. However, increasing resistance has encouraged the development of new therapeutic agents against this enzyme.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Crystal structure of the 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase•dihydropteroate synthase bifunctional enzyme from Francisella tularensis. | 2010-11-30 |
|
| Targeting of nanoparticles: folate receptor. | 2010 |
|
| Properties influencing the relative binding affinity of pteroate derivatives and drug conjugates thereof to the folate receptor. | 2009-06 |
|
| Calculation of absolute ligand binding free energy to a ribosome-targeting protein as a function of solvent model. | 2008-10-23 |
|
| Structures of Mycobacterium tuberculosis folylpolyglutamate synthase complexed with ADP and AMPPCP. | 2008-07 |
|
| Mutagenesis of folylpolyglutamate synthetase indicates that dihydropteroate and tetrahydrofolate bind to the same site. | 2008-02-26 |
|
| Fragment-based identification of determinants of conformational and spectroscopic change at the ricin active site. | 2007-11-06 |
|
| Reactivity of conjugated and unconjugated pterins with singlet oxygen (O2(1Deltag)): physical quenching and chemical reaction. | 2006-11-02 |
|
| Preclinical evaluation of novel organometallic 99mTc-folate and 99mTc-pteroate radiotracers for folate receptor-positive tumour targeting. | 2006-09 |
|
| Substituent effects on the photophysical properties of pterin derivatives in acidic and alkaline aqueous solutions. | 2005-10-18 |
|
| Targeting the tumor-associated folate receptor with an 111In-DTPA conjugate of pteroic acid. | 2005-05-25 |
|
| Crystal structure of 7,8-dihydropteroate synthase from Bacillus anthracis: mechanism and novel inhibitor design. | 2004-09 |
|
| Chemiluminescence quenching of pteroic acid-N-sulfonyl-acridinium-9-carboxamide conjugates by folate binding protein. | 2004-05-03 |
|
| Folate-liposome-mediated antisense oligodeoxynucleotide targeting to cancer cells: evaluation in vitro and in vivo. | 2003-07-17 |
|
| Synthesis of N-acetyl-D-galactosamine and folic acid conjugated ribozymes. | 2002-09-19 |
|
| Mutation of an essential glutamate residue in folylpolyglutamate synthetase and activation of the enzyme by pteroate binding. | 2002-06-01 |
|
| 2.8-A crystal structure of a nontoxic type-II ribosome-inactivating protein, ebulin l. | 2001-05-15 |
|
| Synthesis and evaluation of pteroic acid-conjugated nitroheterocyclic phosphoramidates as folate receptor-targeted alkylating agents. | 2001-01-04 |
Patents
Sample Use Guides
oral administration of from 2 to 10 mg of pteroic acid resulted in only a very small amount of urinary pteroic acid.
Following the intravenous administration of 2 mg of pteroic acid the microbiological assays of the urine indicated that from 15 to 46% of the compound was excreted as pteroic acid and that only about 1% appeared to be converted to pteroylglutamic acid.
Route of Administration:
Other
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 19:55:42 GMT 2025
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Mon Mar 31 19:55:42 GMT 2025
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| Record UNII |
8258W48TBZ
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| Record Status |
Validated (UNII)
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