FComEx: Paraxanthine (PC000519)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:07 UTC

Update date

2017-01-19 02:36:26 UTC

FoodComEx ID

PC000519

FoodDB Record

FDB022714

Chemical Information

Name

Paraxanthine

Description

Paraxanthine, also known as p-xanthine, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. A dimethylxanthine having the two methyl groups located at positions 1 and 7. Paraxanthine is an extremely weak basic (essentially neutral) compound (based on its pKa). Paraxanthine exists in all living organisms, ranging from bacteria to humans. Within humans, paraxanthine participates in a number of enzymatic reactions. In particular, paraxanthine and formaldehyde can be biosynthesized from caffeine through the action of the enzyme cytochrome P450 1A2. In addition, paraxanthine and acetyl-CoA can be converted into 5-acetylamino-6-formylamino-3-methyluracil; which is catalyzed by the enzyme arylamine N-acetyltransferase 2. In humans, paraxanthine is involved in caffeine metabolism.

CAS Number

611-59-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,7-dimethyl-Xanthine	hmdb
1,7-Dimethylxanthine	hmdb
3,7-dihydro-1,7-Dimethyl-1H-purine-2,6-dione	ChEBI
P-Xanthine	ChEBI

Chemical Formula

C7H8N4O2

IUPAC name

1,7-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

InChI Identifier

InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)

InChI Key

QUNWUDVFRNGTCO-UHFFFAOYSA-N

Isomeric SMILES

CN1C=NC2=C1C(=O)N(C)C(=O)N2

Average Molecular Weight

180.164

Monoisotopic Molecular Weight

180.06472552

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Xanthines

Alternative Parents