PROPIDIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C27H34N4
Molecular Weight	414.5857
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	2

SHOW SMILES / InChI

Structure Search

SMILES

CC[N+](C)(CC)CCC[N+]1=C(C2=CC=CC=C2)C3=C(C=CC(N)=C3)C4=C1C=C(N)C=C4

InChI

InChIKey=ZDWVWKDAWBGPDN-UHFFFAOYSA-O

InChI=1S/C27H33N4/c1-4-31(3,5-2)17-9-16-30-26-19-22(29)13-15-24(26)23-14-12-21(28)18-25(23)27(30)20-10-7-6-8-11-20/h6-8,10-15,18-19,29H,4-5,9,16-17,28H2,1-3H3/q+1/p+1

HIDE SMILES / InChI

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 207 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15633997\| https://www.ncbi.nlm.nih.gov/pubmed/1125207	Inhibitor 8297
DNA 278 Target ID: DNA Sources: https://www.ncbi.nlm.nih.gov/pubmed/15633997	Binding Agent 1064

PubMed

Title	Date	PubMed
Flow cytometry analysis of the effect of allopurinol and the dinitroaniline compound (Chloralin) on the viability and proliferation of Leishmania infantum promastigotes.	2001	11299045
Coordinate regulation of RARgamma2, TBP, and TAFII135 by targeted proteolysis during retinoic acid-induced differentiation of F9 embryonal carcinoma cells.	2001	11285139
Invasion assays and matrix metalloproteinases. Quantification of cellular invasion using propidium iodide labeling and confocal laser scanning microscopy.	2001	11217323
A novel role for interleukin-18 in human natural killer cell death: high serum levels and low natural killer cell numbers in patients with systemic autoimmune diseases.	2001 Apr	11315928
Apoptosis, bcl2 expression, and cell cycle analyses in nickel(II)-treated normal rat kidney cells.	2001 Apr	11306741
Comparison of anti-apoptotic signalling by the insulin receptor and IGF-I receptor in preadipocytes and adipocytes.	2001 Apr	11306245
Protection of primary glial cells by grape seed proanthocyanidin extract against nitrosative/oxidative stress.	2001 Apr	11292363
Verocytotoxin-induced apoptosis of human microvascular endothelial cells.	2001 Apr	11274238
In vitro study of monocyte viability during the initial adhesion to albumin- and fibrinogen-coated surfaces.	2001 Apr	11246951
The in vitro fate of rabbit fetal brain cells after acute in vivo hypoxia.	2001 Apr 1	11264330
Evaluation of red blood cell lysing solutions in the study of neutrophil oxidative burst by the DCFH assay.	2001 Apr 1	11260596
The metabotropic glutamate receptor agonist 1S,3R-ACPD stimulates and modulates NMDA receptor mediated excitotoxicity in organotypic hippocampal slice cultures.	2001 Apr 13	11292452
Rapid astrocyte death induced by transient hypoxia, acidosis, and extracellular ion shifts.	2001 Apr 15	11307162
CD99 signals caspase-independent T cell death.	2001 Apr 15	11290771
TNF-alpha stimulates caspase-3 activation and apoptotic cell death in primary septo-hippocampal cultures.	2001 Apr 15	11288141
Brief exposure to low-pH stress causes irreversible damage to the growing root in Arabidopsis thaliana: pectin-Ca interaction may play an important role in proton rhizotoxicity.	2001 Feb	11283181
Cytotoxicity of anti-CD64-ricin a chain immunotoxin against human acute myeloid leukemia cells in vitro and in SCID mice.	2001 Feb	11276363
The decrease of PKCalpha is associated with hepatic apoptosis at early and late phases of polymicrobial sepsis.	2001 Feb	11220641
Inhibition of apoptosis: a potential mechanism for syndromic craniosynostosis.	2001 Feb	11214058
Insulin-like growth factors I and II induce cell death in Wilms's tumour cells.	2001 Feb	11212886
Pharmacological interventions of cyanide-induced cytotoxicity and DNA damage in isolated rat thymocytes and their protective efficacy in vivo.	2001 Feb 3	11275422
Ceramide generation occurring during 7beta-hydroxycholesterol- and 7-ketocholesterol-induced apoptosis is caspase independent and is not required to trigger cell death.	2001 Jan	11313706
Effects of genotypically different strains of Helicobacter pylori on human microvascular endothelial cells in vitro.	2001 Jan	11270794
Induction of final maturation by sperm penetration in canine oocytes.	2001 Jan	11226032
Intramitochondrial pyruvate attenuates hydrogen peroxide-induced apoptosis in bovine pulmonary artery endothelium.	2001 Jan	11216862
Radiation sensitivity and apoptosis in human lymphoma cells.	2001 Jan	11213341
Hydration changes for DNA intercalation reactions.	2001 Jan 10	11273594
Protection of boar spermatozoa from cold shock damage by 2-hydroxypropyl-beta-cyclodextrin.	2001 Jan 15	11233787
Morphine mimics preconditioning via free radical signals and mitochondrial K(ATP) channels in myocytes.	2001 Jan 16	11208691
Development of a double-drug-resistant human leukemia model to cytosine arabinoside and L-asparaginase: evaluation of cross-resistance to other treatment modalities.	2001 Jan-Feb	11299723
In vivo effects of apoptosis in asthma examined by a murine model.	2001 Jan-Mar	11306985
Thioflavin T is a fluorescent probe of the acetylcholinesterase peripheral site that reveals conformational interactions between the peripheral and acylation sites.	2001 Jun 29	11313335
Targeted inactivation of Gh/tissue transglutaminase II.	2001 Jun 8	11274171
Acidic fibroblast growth factor attenuates the cytotoxic effects of peroxynitrite in primary human osteoblast precursors.	2001 Mar	11265022
Application of laser scanning cytometry for evaluation of DNA ploidy in routine cytologic specimens.	2001 Mar	11241905
Use of formalin-fixed, propidium iodide-stained human leukocytes as a standard for enumerating CD4+ T lymphocytes in a single-platform assay.	2001 Mar	11238228
Two-color, cytokeratin-labeled dna flow cytometric analysis of 332 breast cancers: lack of prognostic value with 12-year follow-up.	2001 Mar	11231485
Chromatin status in human ejaculated spermatozoa from infertile patients and relationship to seminal parameters.	2001 Mar	11228225
Quantitative analysis of specific mRNA species in minute cell samples by RT-PCR and flow cytometry.	2001 Mar 1	11226479
Calcium ionophore A23187 specifically decreases the secretion of beta-secretase cleaved amyloid precursor protein during apoptosis in primary rat cortical cultures.	2001 Mar 1	11223918
Fas-L up-regulation by highly malignant myeloma plasma cells: role in the pathogenesis of anemia and disease progression.	2001 Mar 1	11222356
Nerve-muscle interactions regulate motor terminal growth and myoblast distribution during muscle development.	2001 Mar 15	11237464
Biocompatibility of silicon-based arrays of electrodes coupled to organotypic hippocampal brain slice cultures.	2001 Mar 30	11277967
Effect of an acute glucose overload on Islet cell morphology and secretory function in the toad.	2001 May	11316418
Synthetic phytoceramides induce apoptosis with higher potency than ceramides.	2001 May	11306710
Febrile and acute hyperthermia enhance TNF-induced necrosis of murine L929 fibrosarcoma cells via caspase-regulated production of reactive oxygen intermediates.	2001 May	11268005
Oncosis is associated with exposure of phosphatidylserine residues on the outside layer of the plasma membrane: a reconsideration of the specificity of the annexin V/propidium iodide assay.	2001 May 1	11309810
Supravital exposure to propidium iodide identifies apoptosis on adherent cells.	2001 May 1	11309809
Early functional apoptotic responses of thymocytes induced by Tri-n-butyltin.	2001 May 1	11309808
Clostridium perfringens epsilon toxin induces a rapid change of cell membrane permeability to ions and forms channels in artificial lipid bilayers.	2001 May 11	11278669

Name

Type

Language

PROPIDIUM

Common Name

English

PROPIDIUM ION

Common Name

English

PROPIDIUM CATION

Common Name

English

PHENANTHRIDINIUM, 3,8-DIAMINO-5-(3-(DIETHYLMETHYLAMMONIO)PROPYL)-6-PHENYL-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID20189583