U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C9H11N5O4
Molecular Weight 253.2147
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEOPTERIN, L-THREO-

SMILES

NC1=NC2=C(N=C(C=N2)[C@H](O)[C@@H](O)CO)C(=O)N1

InChI

InChIKey=BMQYVXCPAOLZOK-NJGYIYPDSA-N
InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6-/m0/s1

HIDE SMILES / InChI

Molecular Formula C9H11N5O4
Molecular Weight 253.2147
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Erythropoietin prevents endothelial dysfunction in GTP-cyclohydrolase I-deficient hph1 mice.
2014-12
Delta9-tetrahydrocannabinol and cannabidiol modulate mitogen-induced tryptophan degradation and neopterin formation in peripheral blood mononuclear cells in vitro.
2009-02-15
Serum neopterin, nitric oxide, inducible nitric oxide synthase and tumor necrosis factor-alpha levels in patients with ischemic heart disease.
2008
Cerebrospinal fluid and serum markers of inflammation in autism.
2005-09
Inflammatory mediators are associated with 1-year mortality in critical limb ischemia.
2005-07
The value of increased neopterin levels in reducing transfusion-transmitted virus infections: detection of a donation from a HBsAg positive chronic carrier by screening of neopterin in Turkish blood donors.
2005
Serum levels of neopterin in patients with lichen planus.
2004
Urinary neopterin concentrations in patients with Balkan endemic nephropathy (BEN).
2003-11
Neopterin, biopterin, and nitric oxide concentrations in the cerebrospinal fluid of children with central nervous system infections.
2003-04
Continuing intrathecal immunoactivation despite two years of effective antiretroviral therapy against HIV-1 infection.
2002-11-08
Effects of vitamin E supplementation on blood antioxidants levels in patients with Behçet's disease.
2002-11
Serum neopterin concentrations during treatment of leishmaniasis: useful as test of cure?
2000-01
Neopterin concentrations in cerebrospinal fluid and serum as an aid in differentiating central nervous system and peripheral infections in children.
1998-01
Pancreas-specific protein (PASP), serum amyloid A (SAA), and neopterin (NEOP) in the diagnosis of rejection after simultaneous pancreas and kidney transplantation.
1997
Quinolinic acid in tumors, hemorrhage and bacterial infections of the central nervous system in children.
1995-11
Measurement of immune markers in the serum and cerebrospinal fluid of multiple sclerosis patients during clinical remission.
1995-01
Markers of immune stimulation in the cerebrospinal fluid during HIV infection: a longitudinal study.
1994
Cerebrospinal fluid neopterin concentrations in central nervous system infection.
1993-11
Serum neopterin levels in patients with hepatocellular carcinoma.
1992-11
Disease severity in rheumatoid arthritis: relationships of plasma tumor necrosis factor-alpha, soluble interleukin 2-receptor, soluble CD4/CD8 ratio, neopterin, and fibrin D-dimer to traditional severity and functional measures.
1992-09
Biliary neopterin for differentiation between liver allograft rejection and viral graft infection.
1992
Interferon-gamma, neopterin, and interleukin-2 receptor levels in the serum of kidney transplant recipients.
1990-08
Tetrahydrobiopterin biosynthetic pathway and deficiency.
1987
Urinary neopterin, a marker of clinical activity in patients with Crohn's disease.
1986-02-28
Neopterin as a prognostic indicator in patients with carcinoma of the uterine cervix.
1986-02
[Neopterin, a new biochemical marker for the detection of activated T lymphocytes].
1983-03-04
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:50:42 GMT 2025
Edited
by admin
on Mon Mar 31 22:50:42 GMT 2025
Record UNII
H27WF8XSQO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
L-MONAPTERIN
Preferred Name English
NEOPTERIN, L-THREO-
Common Name English
MONAPTERIN, L-(+)-
Common Name English
4(1H)-PTERIDINONE, 2-AMINO-6-((1S,2S)-1,2,3-TRIHYDROXYPROPYL)-
Systematic Name English
L-THREO-NEOPTERIN
Common Name English
L-THREO-MONAPTERIN
Common Name English
NEOPTERIN L-THREO-FORM [MI]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID201021403
Created by admin on Mon Mar 31 22:50:42 GMT 2025 , Edited by admin on Mon Mar 31 22:50:42 GMT 2025
PRIMARY
FDA UNII
H27WF8XSQO
Created by admin on Mon Mar 31 22:50:42 GMT 2025 , Edited by admin on Mon Mar 31 22:50:42 GMT 2025
PRIMARY
CAS
2277-42-1
Created by admin on Mon Mar 31 22:50:42 GMT 2025 , Edited by admin on Mon Mar 31 22:50:42 GMT 2025
PRIMARY
MERCK INDEX
m7817
Created by admin on Mon Mar 31 22:50:42 GMT 2025 , Edited by admin on Mon Mar 31 22:50:42 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
218-903-5
Created by admin on Mon Mar 31 22:50:42 GMT 2025 , Edited by admin on Mon Mar 31 22:50:42 GMT 2025
PRIMARY
PUBCHEM
135565113
Created by admin on Mon Mar 31 22:50:42 GMT 2025 , Edited by admin on Mon Mar 31 22:50:42 GMT 2025
PRIMARY