FComEx: Isoxanthopterin (PC000327)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:56 UTC

Update date

2017-01-19 02:36:20 UTC

FoodComEx ID

PC000327

FoodDB Record

FDB005583

Chemical Information

Name

Isoxanthopterin

Description

Isoxanthopterin is a pteridine normally present in plasma, urine, and other bodily fluids also vary from normal concentrations in some disease states and also have diagnostic value. Pteridines' urinary concentrations seem to vary independently from each other and from normal values to yield a pattern of excreted pteridines that is diagnostic for different species, tissues, and tumor types. Intravenous or intramuscular administration of isoxanthopterin inhibits the growth rates of animal tumor models. ; Pteridin derivatives are a family of organic compound with very similar chemical structures which play an important biochemistry role. Pteridines metabolism and its regulation in normal and pathological conditions have not been extensively investigated due to the difficulty of their quantification. A significant decrease of isoxanthopterin has been determined in cancer patients. (PMID 15837549, 9800651); Xanthine dehydrogenase (XDH) is the enzymes responsible for the conversion of xanthine to uric acid. It requires the presence of the molybdenum cofactor for its proper functioning. XDH is reported to have additional functions, i.e., the conversion of pterin to isoxanthopterin, one of the steps the degradation pathway of 5,6,7,8-tetrahydrobiopterin (BH4). Isoxanthopterin is very low in some cases of hereditary xanthinuria (OMIM 278300) and molybdenum cofactor deficiency (OMIM 252150). (PMID: 8812740). Isoxanthopterin is found in soy bean.

CAS Number

529-69-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-amino-3H,8H-pteridine-4,7-dione	biospider
2-Amino-4, 7-dihydroxypteridine	biospider
2-Amino-4,7-dihydroxy-1,3,5,8-tetraazanaphthalene	biospider
2-Amino-4,7-dihydroxypteridine	biospider
2-amino-4,7-pteridinediol	biospider
2-Amino-4,7(1H,8H)-pteridinedione	biospider
2-Amino-4,7(3H,8H)-pteridinedione	biospider
2-AMINO-47-DIHYDROXYPTERIDINE	biospider
2-aminopteridine-4,7-diol	biospider
4,7(1H,8H)-Pteridinedione, 2-amino-	biospider
4,7(1H,8H)-Pteridinedione, 2-amino- (9CI)	biospider
4,7(3H,8H)-Pteridinedione, 2-amino-	biospider
Ranachrome 4	biospider

Chemical Formula

C6H5N5O2

IUPAC name

2-amino-1,4,7,8-tetrahydropteridine-4,7-dione

InChI Identifier

InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13)

InChI Key

GLKCOBIIZKYKFN-UHFFFAOYSA-N

Isomeric SMILES

NC1=NC(=O)C2=C(N1)NC(=O)C=N2

Average Molecular Weight

179.1362

Monoisotopic Molecular Weight

179.044324429

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Pterins and derivatives

Alternative Parents