Showing Compound 2'-Deoxyguanosine (FDB012064)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:58 UTC

Update date

2019-11-26 03:06:06 UTC

Primary ID

FDB012064

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2'-Deoxyguanosine

Description

2'-Deoxyguanosine belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2. 2'-Deoxyguanosine is a moderately basic compound (based on its pKa). 2'-Deoxyguanosine has been detected, but not quantified in, a few different foods, such as green beans, pulses, and yellow wax beans. This could make 2'-deoxyguanosine a potential biomarker for the consumption of these foods.

CAS Number

961-07-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2'-deoxy-Guanosine	biospider
2'-Deoxyguanosine	db_source
2-amino-9-(2-Deoxy-9-b-D-ribofuranosyl)-9H-purin-6-ol	Generator
2-amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-ol	biospider
2-amino-9-(2-Deoxy-9-β-D-ribofuranosyl)-9H-purin-6-ol	Generator
2-Deoxyguanosine	HMDB
9-(2-deoxy-b-D-erythro-pentofuranosyl)-Guanine	biospider
9-(2-Deoxy-b-D-erythro-pentofuranosyl)guanine	biospider
9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanine	ChEBI
9-(2-deoxy-beta-delta-erythro-pentofuranosyl)-Guanine	biospider

Showing 1 to 10 of 19 entries

Predicted Properties

Property	Value	Source
Water Solubility	8.36 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.1	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	6.04	ChemAxon
pKa (Strongest Basic)	2.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.98 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.69 m³·mol⁻¹	ChemAxon
Polarizability	25.34 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H13N5O4

IUPAC name

9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-imino-3,9-dihydro-2H-purin-6-ol

InChI Identifier

InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)

InChI Key

YKBGVTZYEHREMT-UHFFFAOYSA-N

Isomeric SMILES

NC1=NC2=C(N=CN2C2CC(O)C(CO)O2)C(=O)N1

Average Molecular Weight

267.2413

Monoisotopic Molecular Weight

267.096753929

Classification

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Purine 2'-deoxyribonucleosides

Direct Parent

Purine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Purine 2'-deoxyribonucleoside
6-oxopurine
Hypoxanthine
Purinone
Imidazopyrimidine
Purine
Aminopyrimidine
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Amine
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a purine-related compound (DEOXYGUANOSINE )
a deoxynucleoside (DEOXYGUANOSINE )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	-1.30	BALZARINI,JM ET AL. (1989)
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 44.94%; H 4.90%; N 26.21%; O 23.95%	DFC
Melting Point	Mp 300° (also said to be indefinite)	DFC
Optical Rotation	[a]24D -30.2 (H2O)	DFC