ChemFOnt: Showing chemical card for 1,3,9-Trimethyluric acid (CFc000017415)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:22 UTC

Chemfont ID

CFc000017415

Molecule Identification

Common Name

1,3,9-Trimethyluric acid

Definition

1,3,9-Trimethyluric acid is found in coffee and coffee products. 1,3,9-Trimethyluric acid is present in roasted coffee beans and instant coffee, but not green coffee beans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,3,9-Trimethylate	Generator
1,3,9-Trimethylic acid	Generator
1,3,9-Trimethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione	HMDB
7,9-dihydro-1,3,9-Trimethyl-1H-purine-2,6,8(3H)-trione	HMDB
8-Oxocaffeine	HMDB

Chemical Formula

C₈H₁₀N₄O₃

Average Molecular Weight

210.19

Monoisotopic Molecular Weight

210.075290206

IUPAC Name

1,3,9-trimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

Traditional Name

1,3,9-trimethyl-7H-purine-2,6,8-trione

CAS Registry Number

7464-93-9

SMILES

CN1C(=O)NC2=C1N(C)C(=O)N(C)C2=O

InChI Identifier

InChI=1S/C8H10N4O3/c1-10-5-4(9-7(10)14)6(13)12(3)8(15)11(5)2/h1-3H3,(H,9,14)

InChI Key

CWENCZHQIWXCCA-UHFFFAOYSA-N

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

Substituents

Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036431)
Cytoplasm (HMDB: HMDB0036431)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036431)

Source

Exogenous

Exogenous (HMDB: HMDB0036431)

Food

Food (HMDB: HMDB0036431)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Endogenous

Plant

Coffea (HMDB: HMDB0036431)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036431)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	29 g/L	ALOGPS
logP	-0.46	ALOGPS
logP	-0.87	ChemAxon
logS	-0.86	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.96 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.32 m³·mol⁻¹	ChemAxon
Polarizability	19.76 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0036431

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015318

KNApSAcK ID

Not Available

Chemspider ID

73977

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

81972

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1,3,9-Trimethyluric acid (CFc000017415)

MOL for CFc000017415 (1,3,9-Trimethyluric acid)

3D MOL for CFc000017415 (1,3,9-Trimethyluric acid)

3D SDF for CFc000017415 (1,3,9-Trimethyluric acid)

3D-SDF for CFc000017415 (1,3,9-Trimethyluric acid)

PDB for CFc000017415 (1,3,9-Trimethyluric acid)

3D PDB for CFc000017415 (1,3,9-Trimethyluric acid)

SMILES for CFc000017415 (1,3,9-Trimethyluric acid)

INCHI for CFc000017415 (1,3,9-Trimethyluric acid)

Structure for CFc000017415 (1,3,9-Trimethyluric acid)

3D Structure for CFc000017415 (1,3,9-Trimethyluric acid)