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Dihydropteroate: Difference between revisions

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Revision as of 11:29, 1 December 2010 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi← Previous edit Revision as of 15:22, 15 November 2011 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,055 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'KEGG', 'CASNo').Next edit →
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WBFYVDCHGVNRBH-UHFFFAOYSA-N | StdInChIKey = WBFYVDCHGVNRBH-UHFFFAOYSA-N
| CASNo = 2134-76-1 | CASNo = <!-- blanked - oldvalue: 2134-76-1 -->
| EINECS = | EINECS =
| PubChem = 170 | PubChem = 170
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| MeSHName = | MeSHName =
| ChEBI = 4581 | ChEBI = 4581
| KEGG = C00921 | KEGG = <!-- blanked - oldvalue: C00921 -->
| Beilstein = 1226443 | Beilstein = 1226443
| ATCCode_prefix = | ATCCode_prefix =

Revision as of 15:22, 15 November 2011

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Find sources: "Dihydropteroate" – news · newspapers · books · scholar · JSTOR (December 2009) (Learn how and when to remove this message)

{{Chembox | verifiedrevid = 399903039 | ImageFile = Dihydropteroic acid.svg | ImageSize = | IUPACName = 4-{amino}benzoic acid | OtherNames = | Section1 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

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3D model (JSmol)

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Beilstein Reference

| 1226443 |- | ChEBI

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| ChemSpider

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PubChem CID

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CompTox Dashboard (EPA)

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| colspan="2" |

InChI
  • InChI=1S/C14H14N6O3/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/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21)Key: WBFYVDCHGVNRBH-UHFFFAOYSA-N
  • Key: WBFYVDCHGVNRBH-UHFFFAOYAH

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| colspan="2" |

SMILES
  • C1C(=NC2=C(N1)NC(=NC2=O)N) CNC3=CC=C(C=C3)C(=O)O
  • O=C(O)c1ccc(cc1)NCC/2=N/C=3C(=O)\N=C(/NC=3NC\2)N

|- | Section2 = ! colspan=2 style="background: #f8eaba; text-align: center;" |Properties

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Chemical formula

| C14H14N6O3

|- | Molar mass

| 314.3 g/mol

|- | Section3 = | Section4 = | Section5 = | Section6 = | Section7 = | Section8 = }}

Dihydropteroate is a pterin created from para-aminobenzoic acid (PABA) by the enzyme dihydropteroate synthetase. It is an important intermediate in folate synthesis.

Tetrahydrofolate synthesis pathway

Bacteriostatic agents, such as sulfonamides, target dihydropteroate synthetase. The effect of dihydropteroate synthetase inhibition is comparable to that of dihydrofolate reductase inhibition by trimethoprim, another bacteriostatic agent. Together these two drugs - trimethoprim-sulfamethoxazole - are commonly used to treat recurrent urinary tract, Shigella, Salmonella, and Pneumocystis jivoreci infections.

See also


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