Human Metabolome Database Version 3.5

Showing metabocard for Triamterene (HMDB01940)

Record Information
Version 3.5
Creation Date 2006-05-18 03:06:02 -0600
Update Date 2013-02-08 17:11:04 -0700
Secondary Accession Numbers None
Metabolite Identification
Common Name Triamterene
Description Pteridine. A pteridine that is used as a mild diuretic. -- Pubchem; Triamterene is a potassium-sparing diuretic used in combination with thiazide diuretics for the treatment of hypertension. -- Wikipedia.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
  1. 6-Phenyl-2,4,7-triaminopteridine
  2. Ademin
  3. Ademine
  4. Diren
  5. Ditak
  6. Diurene
  7. Dyren
  8. Dyrenium
  9. Dytac
  10. Jatropur
  11. Noridil
  12. Noridyl
  13. Pterofen
  14. Pterophene
  15. Taturil
  16. Teriam
  17. Teridin
  18. Tri-Span
  19. Triampur
  20. Triamteren
  21. Triamterene
  22. Triamteril
  23. Triamteril complex
  24. Trispan
  25. Triteren
Chemical Formula C12H11N7
Average Molecular Weight 253.2626
Monoisotopic Molecular Weight 253.107593387
IUPAC Name 6-phenylpteridine-2,4,7-triamine
Traditional IUPAC Name triamterene
CAS Registry Number 396-01-0
InChI Identifier InChI=1S/C12H11N7/c13-9-7(6-4-2-1-3-5-6)16-8-10(14)18-12(15)19-11(8)17-9/h1-5H,(H6,13,14,15,17,18,19)
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Pteridines and Derivatives
Sub Class N/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • Aminopyrazine
  • Aminopyrimidine
  • Polyamine
  • Pyrazine
  • Pyrimidine
Direct Parent Pteridines and Derivatives
Status Expected and Not Quantified
  • Drug
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 316 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP 0.98 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 0.96 g/L ALOGPS
LogP 1.21 ALOGPS
LogP 1.11 ChemAxon
LogS -2.42 ALOGPS
pKa (strongest acidic) 15.88 ChemAxon
pKa (strongest basic) 3.11 ChemAxon
Hydrogen Acceptor Count 7 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 129.62 A2 ChemAxon
Rotatable Bond Count 1 ChemAxon
Refractivity 75.13 ChemAxon
Polarizability 25.9 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
1H NMR Spectrum
MS/MS Spectrum CI-B (Unknown)
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022755
KNApSAcK ID Not Available
Chemspider ID 5345 Link_out
KEGG Compound ID D00386 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Triamterene Link_out
NuGOwiki Link HMDB01940 Link_out
Metagene Link HMDB01940 Link_out
METLIN ID 2908 Link_out
PubChem Compound 5546 Link_out
PDB ID DX2 Link_out
ChEBI ID 117411 Link_out
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References
  1. Remonda L, Frigerio SB, Buhler R, Schroth G: Transvenous coil treatment of a type a carotid cavernous fistula in association with transarterial trispan coil protection. AJNR Am J Neuroradiol. 2004 Apr;25(4):611-3. Pubmed: 15090352 Link_out
  2. Weill A, Roy D, Georganos SA, Guilbert F, Raymond J: Use of the trispan device to assist coil embolization of high-flow arteriovenous fistulas. AJNR Am J Neuroradiol. 2002 Aug;23(7):1149-52. Pubmed: 12169472 Link_out
  3. Yang TH, Wong HF, Yang MS, Ou CH, Ho TL: "Waffle cone"technique for intra/extra-aneurysmal stent placement for the treatment of complex and wide-necked bifurcation aneurysm. Interv Neuroradiol. 2008 Nov 11;14 Suppl 2:49-52. Epub 2009 Jan 2. Pubmed: 20557801 Link_out
  4. Nakiri GS, Bravo E, Al-Khawaldeh M, Rivera R, Badilla L, Mounayer C: Endovascular treatment of aneurysm arising from fenestration of the supraclinoid internal carotid artery--two case reports. J Neuroradiol. 2012 Jul;39(3):195-9. doi: 10.1016/j.neurad.2011.10.001. Epub 2011 Dec 19. Pubmed: 22189288 Link_out
  5. Dib M, Sedat J, Raffaelli C, Petit I, Robertson WG, Jaeger P: Endovascular treatment of a wide-neck renal artery bifurcation aneurysm. J Vasc Interv Radiol. 2003 Nov;14(11):1461-4. Pubmed: 14605114 Link_out
  6. Turk AS, Rappe AH, Villar F, Virmani R, Strother CM: Evaluation of the TriSpan neck bridge device for the treatment of wide-necked aneurysms: an experimental study in canines. Stroke. 2001 Feb;32(2):492-7. Pubmed: 11157188 Link_out
  7. Henkes H, Kirsch M, Mariushi W, Miloslavski E, Brew S, Kuhne D: Coil treatment of a fusiform upper basilar trunk aneurysm with a combination of "kissing" neuroform stents, TriSpan-, 3D- and fibered coils, and permanent implantation of the microguidewires. Neuroradiology. 2004 Jun;46(6):464-8. Epub 2004 Apr 22. Pubmed: 15103433 Link_out
  8. Bradac GB, Bergui M, Stura G, Fontanella M, Daniele D, Gozzoli L, Berardino M, Ducati A: Periprocedural morbidity and mortality by endovascular treatment of cerebral aneurysms with GDC: a retrospective 12-year experience of a single center. Neurosurg Rev. 2007 Apr;30(2):117-25; discussion 125-6. Epub 2007 Jan 11. Pubmed: 17216530 Link_out
  9. Cil BE, Erdogan C, Akmangit I, Cekirge S, Balkanci F: Use of the TriSpan coil to facilitate the transcatheter occlusion of pulmonary arteriovenous malformation. Cardiovasc Intervent Radiol. 2004 Nov-Dec;27(6):655-8. Pubmed: 15593430 Link_out
  10. Schroth G, Lovblad KO, Ozdoba C, Remonda L: Non-traumatic neurological emergencies: emergency neuroradiological interventions. Eur Radiol. 2002 Jul;12(7):1648-62. Epub 2002 May 18. Pubmed: 12111055 Link_out
  11. Chan DT, Boet R, Yu S, Poon WS: Trispan-assisted coiling of a wide-necked Persistent Trigeminal Artery aneurysm. Acta Neurochir (Wien). 2004 Jan;146(1):87-8; discussion 88. Epub 2003 Dec 15. Pubmed: 14740272 Link_out

Name: Amiloride-sensitive sodium channel subunit alpha
Reactions: Not Available
Gene Name: SCNN1A
Uniprot ID: P37088 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Amiloride-sensitive sodium channel subunit gamma
Reactions: Not Available
Gene Name: SCNN1G
Uniprot ID: P51170 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Amiloride-sensitive sodium channel subunit beta
Reactions: Not Available
Gene Name: SCNN1B
Uniprot ID: P51168 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Amiloride-sensitive sodium channel subunit delta
Reactions: Not Available
Gene Name: SCNN1D
Uniprot ID: P51172 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA