DIPICRYLAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H5N7O12
Molecular Weight	439.2078
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][N+](=O)C1=CC(=C(NC2=C(C=C(C=C2[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)C(=C1)[N+]([O-])=O)[N+]([O-])=O

InChI

InChIKey=CBCIHIVRDWLAME-UHFFFAOYSA-N

InChI=1S/C12H5N7O12/c20-14(21)5-1-7(16(24)25)11(8(2-5)17(26)27)13-12-9(18(28)29)3-6(15(22)23)4-10(12)19(30)31/h1-4,13H

HIDE SMILES / InChI

Molecular Formula	C12H5N7O12
Molecular Weight	439.2078
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Substrate profile and metal-ion selectivity of human divalent metal-ion transporter-1.	2012-08-31	22736759
Molecular characterization of a catalase from Hydra vulgaris.	2012-06-15	22521743
Mercury chloride increases hepatic alanine aminotransferase and glucose 6-phosphatase activities in newborn rats in vivo.	2012-06-01	22413763
Proteomic discovery of biomarkers of metal contamination in Sydney Rock oysters (Saccostrea glomerata).	2012-03	22030410
Zinc at cytotoxic concentrations affects posttranscriptional events of gene expression in cancer cells.	2012	22415087
Microglial zinc uptake via zinc transporters induces ATP release and the activation of microglia.	2011-12	22253048
Genome-wide analysis discloses reversal of the hypoxia-induced changes of gene expression in colon cancer cells by zinc supplementation.	2011-12	22202117
Zinc, cadmium and nickel increase the activation of NF-κB and the release of cytokines from THP-1 monocytic cells.	2011-11	21842098
TACE/TGF-α/EGFR regulates CXCL8 in bronchial epithelial cells exposed to particulate matter components.	2011-11	21540303
Signaling cascades mediate astrocyte death induced by zinc.	2011-07-28	21575692
Zinc-chelation contributes to the anti-angiogenic effect of ellagic acid on inhibiting MMP-2 activity, cell migration and tube formation.	2011-05-04	21573219
LPS-induced decrease in intracellular labile zinc, [Zn]i, contributes to apoptosis in cultured sheep pulmonary artery endothelial cells.	2011-04	21239534
Nodal-mediated epigenesis requires dynamin-mediated endocytosis.	2011-03	21337468
Delayed biochemical changes induced by mercury intoxication are prevented by zinc pre-exposure.	2011-03	21183220
Dietary catechins and procyanidins modulate zinc homeostasis in human HepG2 cells.	2011-02	20471814
Increased level of exogenous zinc induces cytotoxicity and up-regulates the expression of the ZnT-1 zinc transporter gene in pancreatic cancer cells.	2011-01	20392624
Complex role of zinc in methamphetamine toxicity in vitro.	2010-11-24	20801194
Glucose exacerbates zinc-induced astrocyte death.	2010-11-10	20800666
Recordings from human myenteric neurons using voltage-sensitive dyes.	2010-10-15	20691728
Improved probes for hybrid voltage sensor imaging.	2010-10-06	20923671
Zinc prevents the copper-induced damage of cultured astrocytes.	2010-10	20600438
c-Jun N-terminal kinase modulates oxidant stress and peroxynitrite formation independent of inducible nitric oxide synthase in acetaminophen hepatotoxicity.	2010-07	20423716
ERK signaling leads to mitochondrial dysfunction in extracellular zinc-induced neurotoxicity.	2010-07	20412391
Can metal stress induce transferable changes in gene transcription in Daphnia magna?	2010-05-05	19683351
Cadmium down-regulation of kidney Sp1 binding to mouse SGLT1 and SGLT2 gene promoters: possible reaction of cadmium with the zinc finger domain of Sp1.	2010-05-01	20060848
Zinc deficiency suppresses matrix mineralization and retards osteogenesis transiently with catch-up possibly through Runx 2 modulation.	2010-03	19913120
Rearrangements in the KcsA cytoplasmic domain underlie its gating.	2010-02-05	19959477
1,10-phenanthroline stabilizes mRNA of the carcinogen-metabolizing enzyme, cytochrome P450 1a1.	2010-02-01	19896525
Mechanism of protection by metallothionein against acetaminophen hepatotoxicity.	2010-01-15	19835899
Targeting hypoxia in cancer cells by restoring homeodomain interacting protein-kinase 2 and p53 activity and suppressing HIF-1alpha.	2009-08-28	19714248
The cation diffusion facilitator gene cdf-2 mediates zinc metabolism in Caenorhabditis elegans.	2009-08	19448268
Submillisecond optical reporting of membrane potential in situ using a neuronal tracer dye.	2009-07-22	19625510
Zinc reverses malathion-induced impairment in antioxidant defenses.	2009-06-22	19429256
Transcription factor Nrf2 mediates an adaptive response to sulforaphane that protects fibroblasts in vitro against the cytotoxic effects of electrophiles, peroxides and redox-cycling agents.	2009-06-15	19303893
Cytokine and chemokine expression patterns in lung epithelial cells exposed to components characteristic of particulate air pollution.	2009-05-02	19428942
Analysis of differential gene-regulatory responses to zinc in human intestinal and placental cell lines.	2009-05	18947441
Cloning, expression, and characterization of cadmium-induced metallothionein-2 from the earthworms Metaphire posthuma and Polypheretima elongata.	2009-04	18834958
Inhibition of poly(ADP-ribose) polymerase-1 by arsenite interferes with repair of oxidative DNA damage.	2009-03-13	19056730
Pannexin-1-dependent caspase-1 activation and secretion of IL-1beta is regulated by zinc.	2009-02	19130485
Identification of tumor promotion marker genes for predicting tumor promoting potential of chemicals in BALB/c 3T3 cells.	2009-02	19000923
Spectroscopic and electrochemical analysis of psychotropic drugs.	2009-01	20177449
Effect of zinc exposure on HNE and GLT-1 in spinal cord culture.	2009-01	19061913
Laser spectroscopy for atmospheric and environmental sensing.	2009	22303184
Effects of diallyl sulfide and zinc on testicular steroidogenesis in cadmium-treated male rats.	2008-10-31	18972399
Zinc triggers microglial activation.	2008-05-28	18509044
Rational optimization and imaging in vivo of a genetically encoded optical voltage reporter.	2008-05-21	18495892
Modulation of Nrf2-dependent antioxidant functions in the RPE by Zip2, a zinc transporter protein.	2008-04	18385089
A combined patch-clamp and electrorotation study of the voltage- and frequency-dependent membrane capacitance caused by structurally dissimilar lipophilic anions.	2008-01	18197354
Identification and expression profile of gene transcripts differentially expressed during metallic exposure in Eisenia fetida coelomocytes.	2008	18634820
Metallothionein, zinc, and mercury levels in tissues of young rats exposed to zinc and subsequently to mercury.	2007-09-29	17916369

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:55:02 GMT 2025` Edited by `admin` on `Mon Mar 31 20:55:02 GMT 2025`
Record UNII	14STR4KG8T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-1786

Preferred Name

English

DIPICRYLAMINE

Common Name

English

HEXANITRODIPHENYLAMINE

Common Name

English

DIPICRYLAMINE [MI]

Common Name

English

Code System Code Type Description

PUBCHEM

8576