PTERIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H4N4
Molecular Weight	132.1228
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=NC2=C(N=C1)N=CN=C2

InChI

InChIKey=CPNGPNLZQNNVQM-UHFFFAOYSA-N

InChI=1S/C6H4N4/c1-2-9-6-5(8-1)3-7-4-10-6/h1-4H

HIDE SMILES / InChI

Molecular Formula	C6H4N4
Molecular Weight	132.1228
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
Effect of ionizing radiation on the pteridine metabolic pathway and evaluation of its cytotoxicity in exposed hospital staff.	2005-08-01	15998597
Supplementation with tetrahydrobiopterin prevents the cardiovascular effects of angiotensin II-induced oxidative and nitrosative stress.	2005-07	15942460
Crystal structure of himalayan mistletoe ribosome-inactivating protein reveals the presence of a natural inhibitor and a new functionally active sugar-binding site.	2005-05-27	15774467
Syntheses of novel heterocycles as anticancer agents.	2005-05-16	15848764
Cytotoxicity of xanthopterin and isoxanthopterin in MCF-7 cells.	2005-05-10	15837549
In vitro bioassay of endotoxin using fluorescein as a pH indicator in a macrophage cell culture system.	2005-04-30	15861501
Cell-by-cell dissection of gene expression and chromosomal interactions reveals consequences of nuclear reorganization.	2005-03	15737020
Parallel synthesis of pteridine derivatives as potent inhibitors for hepatitis C virus NS5B RNA-dependent RNA polymerase.	2005-02-01	15664835
Kinetics of the natural evolution of hydrogen cyanide in plants in neotropical Pteridium arachnoideum and its ecological significance.	2005-02	15856786
Distributions of arsenic and essential elements in pinna of arsenic hyperaccumulator Pteris vittata L.	2005-02	15844353
Sorption, degradation and mobility of ptaquiloside, a carcinogenic Bracken (Pteridium sp.) constituent, in the soil environment.	2005-02	15621196
Esrom, an ortholog of PAM (protein associated with c-myc), regulates pteridine synthesis in the zebrafish.	2005-01-15	15617681
The 'permeome' of the malaria parasite: an overview of the membrane transport proteins of Plasmodium falciparum.	2005	15774027
Synthesis of N3- and 2-NH2-substituted 6,7-diphenylpterins and their use as intermediates for the preparation of oligonucleotide conjugates designed to target photooxidative damage on single-stranded DNA representing the bcr-abl chimeric gene.	2004-12-21	15592617
Overexpression in Escherichia coli and purification of pteridine reductase (PTR1) from a clinical isolate of Leishmania donovani.	2004-12	15555938
Tetrahydrobiopterin increases insulin sensitivity in patients with type 2 diabetes and coronary heart disease.	2004-11	15265759
Dihydropteroate synthase gene mutations in Pneumocystis and sulfa resistance.	2004-10	15504256
Inhibition of Leishmania major pteridine reductase by 2,4,6-triaminoquinazoline: structure of the NADPH ternary complex.	2004-10	15388924
The two faces of endothelial nitric oxide synthase in the pathophysiology of atherosclerosis.	2004-09-17	15370069
Synthesis and biological evaluation of pteridine and pyrazolopyrimidine based adenosine kinase inhibitors.	2004-08-16	15261263
Individual colour patches as multicomponent signals.	2004-08	15366764
2-amino-O4-benzylpteridine derivatives: potent inactivators of O6-alkylguanine-DNA alkyltransferase.	2004-07-15	15239666
Pegylated interferon-alpha2b treatment in melanoma patients: influence on amino acids, 5-hydroxyindolacetic acid and pteridine plasma concentrations.	2004-07	15205601
Biosynthesis of tetrahydrofolate in plants: crystal structure of 7,8-dihydroneopterin aldolase from Arabidopsis thaliana reveals a novel adolase class.	2004-06-11	15165863
[Synthesis and antitumour activities of some pteridine derivatives].	2004-05	15338875
Inactivation of the Leishmania tarentolae pterin transporter (BT1) and reductase (PTR1) genes leads to viable parasites with changes in folate metabolism and hypersensitivity to the antifolate methotrexate.	2004-04-30	14981076
H-ras immunohistochemical expression and molecular analysis of urinary bladder lesions in grazing adult cattle exposed to bracken fern.	2004-04-06	15737346
Molecular mechanisms of impaired endothelial function associated with insulin resistance.	2004-03	15032648
Regulation of endothelial nitric oxide synthase by tetrahydrobiopterin in vascular disease.	2004-03	14656731
Direct selection on male attractiveness and female preference fails to produce a response.	2004-01-14	14720309
RNAi-induced silencing of embryonic tryptophan oxygenase in the Pyralid moth, Plodia interpunctella.	2004	15861231
Phylogenomic evidence supports past endosymbiosis, intracellular and horizontal gene transfer in Cryptosporidium parvum.	2004	15535864
Regulation of tetrahydrobiopterin synthesis and bioavailability in endothelial cells.	2004	15509890
Mass spectrometric analysis of ptaquiloside, the toxic sesquiterpene from bracken fern.	2004	15052567
Single-turnover of nitric-oxide synthase in the presence of 4-amino-tetrahydrobiopterin: proposed role for tetrahydrobiopterin as a proton donor.	2003-12-05	14514694
Catalytic and thermodynamic properties of tetrahydromethanopterin-dependent serine hydroxymethyltransferase from Methanococcus jannaschii.	2003-10-24	12902326
The structure and development of haustorial placentas in leptosporangiate ferns provide a clear-cut distinction between euphyllophytes and lycophytes.	2003-10	14507740
Enigmas of pterorhodin, a red melanosomal pigment of tree frogs.	2003-10	12950730
Localization of sepiapterin reductase in pigment cells of Oryzias latipes.	2003-10	12950727
Exposure to Asulox inhibits the growth of mosses.	2003-10	12933364
Structure of pteridine reductase (PTR1) from Leishmania tarentolae.	2003-09	12925782
Chromosome aberrations in cattle with chronic enzootic haematuria.	2003-08-26	15276863
Quercetin elevates p27(Kip1) and arrests both primary and HPV16 E6/E7 transformed human keratinocytes in G1.	2003-08-21	12934110
Targeting metabolic pathways in microbial pathogens: oxidative stress and anti-folate drug resistance in trypanosomatids.	2003-06	12773165
The pteridine pathway in zebrafish: regulation and specification during the determination of neural crest cell-fate.	2003-06	12753383
Association of increased neopterin production with decreased humoral immunity in the elderly.	2003-05	12742536
Pteroside A2--a new illudane-type sesquiterpene glucoside from pteridium caudatum L. Maxon, and the spectrometric characterization of caudatodienone.	2003-04-23	12696937
Stress and vascular responses: oxidative stress and endothelial dysfunction in the insulin-resistant state.	2003-03	12686740
The role of tetrahydrobiopterin in superoxide generation from eNOS: enzymology and physiological implications.	2003-02	12653200
Autosomal dominant guanosine triphosphate cyclohydrolase I deficiency (Segawa disease).	2003	12891652

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:58:10 GMT 2025` Edited by `admin` on `Mon Mar 31 17:58:10 GMT 2025`
Record UNII	6EZF26XQ81
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-268562

Preferred Name

English

PTERIDINE

Systematic Name

English

PTERIDINE [MI]

Common Name

English

PYRAZINO(2,3-D)PYRIMIDINE

Systematic Name

English

AZINEPURINE

Common Name

English

1,3,5,8-TETRAAZANAPHTHALENE

Systematic Name

English

PYRIMIDO(4,5-B)PYRAZINE

Systematic Name

English

Code System Code Type Description

CAS

91-18-9