CHEBI:45081 - pentamidine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name pentamidine
ChEBI ID CHEBI:45081
Definition A diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45077, CHEBI:7976
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C19H24N4O2
Net Charge 0
Average Mass 340.420
Monoisotopic Mass 340.190
InChI InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)
InChIKey XDRYMKDFEDOLFX-UHFFFAOYSA-N
SMILES C(CCCOC1=CC=C(C=C1)C(N)=N)COC2=CC=C(C=C2)C(N)=N
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
chemokine receptor 5 antagonist
An antogonist that blocks chemokine receptor 5 (CCR5).
EC 2.3.1.48 (histone acetyltransferase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the function of histone acetyltransferase (EC 2.3.1.48).
calmodulin antagonist
An antagonist that interferes with the action of the calcium-binding messenger protein calmodulin.
S100 calcium-binding protein B inhibitor
Any inhibitor of S100 calcium-binding protein B.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pentamidine (CHEBI:45081) has role anti-inflammatory agent (CHEBI:67079)
pentamidine (CHEBI:45081) has role antifungal agent (CHEBI:35718)
pentamidine (CHEBI:45081) has role calmodulin antagonist (CHEBI:130181)
pentamidine (CHEBI:45081) has role chemokine receptor 5 antagonist (CHEBI:63673)
pentamidine (CHEBI:45081) has role EC 2.3.1.48 (histone acetyltransferase) inhibitor (CHEBI:76395)
pentamidine (CHEBI:45081) has role NMDA receptor antagonist (CHEBI:60643)
pentamidine (CHEBI:45081) has role S100 calcium-binding protein B inhibitor (CHEBI:136651)
pentamidine (CHEBI:45081) has role trypanocidal drug (CHEBI:36335)
pentamidine (CHEBI:45081) has role xenobiotic (CHEBI:35703)
pentamidine (CHEBI:45081) is a aromatic ether (CHEBI:35618)
pentamidine (CHEBI:45081) is a carboxamidine (CHEBI:35359)
pentamidine (CHEBI:45081) is a diether (CHEBI:46786)
pentamidine (CHEBI:45081) is conjugate base of pentamidinium(2+) (CHEBI:64383)
Incoming pentamidinium(2+) (CHEBI:64383) is conjugate acid of pentamidine (CHEBI:45081)
IUPAC Name
4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide
INN Source
pentamidine KEGG DRUG
Synonyms Sources
1,5-bis(4-amidinophenoxy)pentane ChEBI
4,4'-(1,5-pentanediylbis(oxy))bis-benzenecarboximidamide ChemIDplus
4,4'-(pentamethylenedioxy)dibenzamidine ChemIDplus
4,4'-Diamidinodiphenoxypentane DrugBank
p,p'-(pentamethylenedioxy)dibenzamidine ChemIDplus
pentamidin DrugCentral
Pentamidine KEGG COMPOUND
Database Links Databases
2090 DrugCentral
C07420 KEGG COMPOUND
D08333 KEGG DRUG
DB00738 DrugBank
EP975608 Patent
GB507565 Patent
HMDB14876 HMDB
LSM-4540 LINCS
Pentamidine Wikipedia
PNT PDBeChem
US2006235001 Patent
US2008167296 Patent
US2008214569 Patent
US2394003 Patent
US7115665 Patent
View more database links
Registry Numbers Types Sources
100-33-4 CAS Registry Number KEGG COMPOUND
100-33-4 CAS Registry Number ChemIDplus
3159790 Beilstein Registry Number ChemIDplus
3159790 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10415905 PubMed citation Europe PMC
10917591 PubMed citation Europe PMC
11438428 PubMed citation Europe PMC
11584934 PubMed citation Europe PMC
14603035 PubMed citation Europe PMC
15711592 PubMed citation Europe PMC
18346045 PubMed citation Europe PMC
18971316 PubMed citation Europe PMC
19966562 PubMed citation Europe PMC
20144237 PubMed citation Europe PMC
20599360 PubMed citation Europe PMC
22046004 PubMed citation Europe PMC
22093811 PubMed citation Europe PMC
22200378 PubMed citation Europe PMC
22327112 PubMed citation Europe PMC
26052915 PubMed citation Europe PMC
26117647 PubMed citation Europe PMC
26295040 PubMed citation Europe PMC
26344166 PubMed citation Europe PMC
26418240 PubMed citation Europe PMC
26431253 PubMed citation Europe PMC
26515653 PubMed citation Europe PMC
26606757 PubMed citation Europe PMC
26648589 PubMed citation Europe PMC
26734860 PubMed citation Europe PMC
26824946 PubMed citation Europe PMC
26828608 PubMed citation Europe PMC
26882015 PubMed citation Europe PMC
26903605 PubMed citation Europe PMC
26938448 PubMed citation Europe PMC
27011917 PubMed citation Europe PMC
27135970 PubMed citation Europe PMC
27164533 PubMed citation Europe PMC
27214074 PubMed citation Europe PMC
27297108 PubMed citation Europe PMC
27353022 PubMed citation Europe PMC
27357655 PubMed citation Europe PMC
27600039 PubMed citation Europe PMC
27729250 PubMed citation Europe PMC
28074607 PubMed citation Europe PMC
28167598 PubMed citation Europe PMC
28263303 PubMed citation Europe PMC
7542607 PubMed citation Europe PMC
7690919 PubMed citation Europe PMC
8841838 PubMed citation Europe PMC
Last Modified
31 March 2017
General Comment
2014-07-15 Pentamidinecan be found in blood and urine samples of individuals who have taken this drug.