PROPIDIUM IODIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C27H34N4.2I
Molecular Weight	668.3946
Optical Activity	NONE
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[I-].[I-].CC[N+](C)(CC)CCC[N+]1=C(C2=CC=CC=C2)C3=C(C=CC(N)=C3)C4=CC=C(N)C=C14

InChI

InChIKey=XJMOSONTPMZWPB-UHFFFAOYSA-M

InChI=1S/C27H33N4.2HI/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;2*1H/q+1;;/p-1

HIDE SMILES / InChI

Molecular Formula	HI
Molecular Weight	127.91241
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C27H33N4
Molecular Weight	413.5777
Charge	1
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 209 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15633997\| https://www.ncbi.nlm.nih.gov/pubmed/1125207	Inhibitor 8504
DNA 282 Target ID: DNA Sources: https://www.ncbi.nlm.nih.gov/pubmed/15633997	Binding Agent 1076

PubMed

Title	Date	PubMed
Thioflavin T is a fluorescent probe of the acetylcholinesterase peripheral site that reveals conformational interactions between the peripheral and acylation sites.	2001-06-29	11313335
Targeted inactivation of Gh/tissue transglutaminase II.	2001-06-08	11274171
Clostridium perfringens epsilon toxin induces a rapid change of cell membrane permeability to ions and forms channels in artificial lipid bilayers.	2001-05-11	11278669
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.	2001-05-01	11309810
Supravital exposure to propidium iodide identifies apoptosis on adherent cells.	2001-05-01	11309809
Early functional apoptotic responses of thymocytes induced by Tri-n-butyltin.	2001-05-01	11309808
Effect of an acute glucose overload on Islet cell morphology and secretory function in the toad.	2001-05	11316418
Synthetic phytoceramides induce apoptosis with higher potency than ceramides.	2001-05	11306710
Febrile and acute hyperthermia enhance TNF-induced necrosis of murine L929 fibrosarcoma cells via caspase-regulated production of reactive oxygen intermediates.	2001-05	11268005
In vivo effects of apoptosis in asthma examined by a murine model.	2001-04-18	11306985
Rapid astrocyte death induced by transient hypoxia, acidosis, and extracellular ion shifts.	2001-04-15	11307162
CD99 signals caspase-independent T cell death.	2001-04-15	11290771
TNF-alpha stimulates caspase-3 activation and apoptotic cell death in primary septo-hippocampal cultures.	2001-04-15	11288141
Development of a double-drug-resistant human leukemia model to cytosine arabinoside and L-asparaginase: evaluation of cross-resistance to other treatment modalities.	2001-04-13	11299723
The metabotropic glutamate receptor agonist 1S,3R-ACPD stimulates and modulates NMDA receptor mediated excitotoxicity in organotypic hippocampal slice cultures.	2001-04-13	11292452
The in vitro fate of rabbit fetal brain cells after acute in vivo hypoxia.	2001-04-01	11264330
Evaluation of red blood cell lysing solutions in the study of neutrophil oxidative burst by the DCFH assay.	2001-04-01	11260596
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.	2001-04	11315928
Apoptosis, bcl2 expression, and cell cycle analyses in nickel(II)-treated normal rat kidney cells.	2001-04	11306741
Comparison of anti-apoptotic signalling by the insulin receptor and IGF-I receptor in preadipocytes and adipocytes.	2001-04	11306245
Protection of primary glial cells by grape seed proanthocyanidin extract against nitrosative/oxidative stress.	2001-04	11292363
Verocytotoxin-induced apoptosis of human microvascular endothelial cells.	2001-04	11274238
In vitro study of monocyte viability during the initial adhesion to albumin- and fibrinogen-coated surfaces.	2001-04	11246951
Biocompatibility of silicon-based arrays of electrodes coupled to organotypic hippocampal brain slice cultures.	2001-03-30	11277967
Activity of a novel bcl-2/bcl-xL-bispecific antisense oligonucleotide against tumors of diverse histologic origins.	2001-03-21	11259472
Encystation in Acanthamoeba castellanii: development of biocide resistance.	2001-03-16	11249185
Nerve-muscle interactions regulate motor terminal growth and myoblast distribution during muscle development.	2001-03-15	11237464
Quantitative analysis of specific mRNA species in minute cell samples by RT-PCR and flow cytometry.	2001-03-01	11226479
Calcium ionophore A23187 specifically decreases the secretion of beta-secretase cleaved amyloid precursor protein during apoptosis in primary rat cortical cultures.	2001-03-01	11223918
Fas-L up-regulation by highly malignant myeloma plasma cells: role in the pathogenesis of anemia and disease progression.	2001-03-01	11222356
Acidic fibroblast growth factor attenuates the cytotoxic effects of peroxynitrite in primary human osteoblast precursors.	2001-03	11265022
Application of laser scanning cytometry for evaluation of DNA ploidy in routine cytologic specimens.	2001-03	11241905
Campylobacter upsaliensis exerts a cytolethal distending toxin effect on HeLa cells and T lymphocytes.	2001-03	11238981
Use of formalin-fixed, propidium iodide-stained human leukocytes as a standard for enumerating CD4+ T lymphocytes in a single-platform assay.	2001-03	11238228
Two-color, cytokeratin-labeled dna flow cytometric analysis of 332 breast cancers: lack of prognostic value with 12-year follow-up.	2001-03	11231485
Chromatin status in human ejaculated spermatozoa from infertile patients and relationship to seminal parameters.	2001-03	11228225
Pharmacological interventions of cyanide-induced cytotoxicity and DNA damage in isolated rat thymocytes and their protective efficacy in vivo.	2001-02-03	11275422
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.	2001-02	11283181
Cytotoxicity of anti-CD64-ricin a chain immunotoxin against human acute myeloid leukemia cells in vitro and in SCID mice.	2001-02	11276363
Green-light transilluminator for the detection without photodamage of proteins and DNA labeled with different fluorescent dyes.	2001-02	11258745
Protection of boar spermatozoa from cold shock damage by 2-hydroxypropyl-beta-cyclodextrin.	2001-01-15	11233787
Cryopreservation of equine embryos by open pulled straw, cryoloop, or conventional slow cooling methods.	2001-01-15	11233786
Hydration changes for DNA intercalation reactions.	2001-01-10	11273594
Ceramide generation occurring during 7beta-hydroxycholesterol- and 7-ketocholesterol-induced apoptosis is caspase independent and is not required to trigger cell death.	2001-01	11313706
Effects of genotypically different strains of Helicobacter pylori on human microvascular endothelial cells in vitro.	2001-01	11270794
Altered neutrophil homeostasis in kinin B1 receptor-deficient mice.	2001-01	11258678
Induction of final maturation by sperm penetration in canine oocytes.	2001-01	11226032
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
Mechanisms of suberoylanilide hydroxamic acid inhibition of mammary cell growth.	2001	11250759

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:32:24 GMT 2025` Edited by `admin` on `Mon Mar 31 23:32:24 GMT 2025`
Record UNII	TP416O228T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PROPIDIUM IODIDE

Common Name

English

NSC-169541

Preferred Name

English

PHENANTHRIDINIUM, 3,8-DIAMINO-5-(3-(DIETHYLMETHYLAMMONIO)PROPYL)-6-PHENYL-, IODIDE (1:2)

Systematic Name

English

PROPIDIUM DIIODIDE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1937