ChemFOnt: Showing chemical card for Guafine (CFc000334429)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:15:32 UTC

Chemfont ID

CFc000334429

Molecule Identification

Common Name

Guafine

Definition

Guanine, also known as g or 2-amino-6-hydroxypurine, belongs to purines and purine derivatives class of compounds. Those are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring. Guanine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Guanine can be synthesized from 9H-purine. Guanine is also a parent compound for other transformation products, including but not limited to, 7,8-dihydro-8-oxoguanine, 8-oxoguanine, and N(2)-carboxyethylguanine. Guanine can be found in guava, which makes guanine a potential biomarker for the consumption of this food product. Guanine can be found primarily in cellular cytoplasm, feces, saliva, and urine, as well as throughout most human tissues. Guanine exists in all living species, ranging from bacteria to humans. In humans, guanine is involved in few metabolic pathways, which include azathioprine action pathway, mercaptopurine action pathway, purine metabolism, and thioguanine action pathway. Guanine is also involved in several metabolic disorders, some of which include mitochondrial DNA depletion syndrome, adenosine deaminase deficiency, myoadenylate deaminase deficiency, and adenylosuccinate lyase deficiency. Moreover, guanine is found to be associated with lesch-Nyhan syndrome. Guanine (; or G, Gua) is one of the four main nucleobases found in the nucleic acids DNA and RNA, the others being adenine, cytosine, and thymine (uracil in RNA). In DNA, guanine is paired with cytosine. The guanine nucleoside is called guanosine .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-6-hydroxypurine	ChEBI
2-Amino-6-oxopurine	ChEBI
G	ChEBI
Gua	ChEBI
2-Amino-1,7-dihydro-6H-purin-6-one	HMDB
2-Amino-1,9-dihydro-6H-purin-6-one	HMDB
2-Amino-1,9-dihydro-purin-6-one	HMDB
2-Amino-3,7-dihydro-6H-purin-6-one	HMDB
2-Amino-6-hydroxy-1H-purine	HMDB
2-Amino-6-purinol	HMDB
2-Amino-hypoxanthine	HMDB
2-Aminohypoxanthine	HMDB
6-Hydroxy-2-aminopurine	HMDB
C.I. natural white 1	HMDB
CI natural white 1	HMDB
Dew pearl	HMDB
Guanin	HMDB
Guanine enol	HMDB
GUN	HMDB
Mearlmaid	HMDB
Mearlmaid aa	HMDB
Natural pearl essence	HMDB
Natural white 1	HMDB
Naturon	HMDB
Pathocidin	HMDB
Pearl essence	HMDB
Stella polaris	HMDB

Chemical Formula

C₅H₅N₅O

Average Molecular Weight

151.1261

Monoisotopic Molecular Weight

151.049409807

IUPAC Name

2-amino-6,7-dihydro-3H-purin-6-one

Traditional Name

2-aminohypoxanthine

CAS Registry Number

73-40-5

SMILES

NC1=NC(=O)C2=C(N1)N=CN2

InChI Identifier

InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)

InChI Key

UYTPUPDQBNUYGX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Purines and purine derivatives

Alternative Parents

Substituents

Purine
Hydroxypyrimidine
Pyrimidine
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

oxopurine (CHEBI:16235 )
2-aminopurines (CHEBI:16235 )
purine nucleobase (CHEBI:16235 )
purines (C00242 )
a purine base (GUANINE )
a purine (GUANINE )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0000132)

Food

Fruit

Tropical fruit

Guava (FooDB: FOOD00150)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.31 g/L	ALOGPS
logP	-0.92	ALOGPS
logP	-0.59	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	8.95	ChemAxon
pKa (Strongest Basic)	2.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.16 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	38.9 m³·mol⁻¹	ChemAxon
Polarizability	13.34 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