ChemFOnt: Showing chemical card for 3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid (CFc000136287)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:09:44 UTC

Chemfont ID

CFc000136287

Molecule Identification

Common Name

3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid

Definition

3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. Based on a literature review very few articles have been published on 3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylate	Generator

Chemical Formula

C₁₆H₂₀N₂O₁₄

Average Molecular Weight

464.336

Monoisotopic Molecular Weight

464.091453332

IUPAC Name

3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid

Traditional Name

3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxopyrimidine-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(C(O)C1OC1OC(C(O)C(O)C1O)C(O)=O)N1C(=O)N=C(O)C=C1C(O)=O

InChI Identifier

InChI=1S/C16H20N2O14/c19-2-4-10(31-15-8(23)6(21)7(22)11(32-15)14(27)28)9(24)12(30-4)18-3(13(25)26)1-5(20)17-16(18)29/h1,4,6-12,15,19,21-24H,2H2,(H,25,26)(H,27,28)(H,17,20,29)

InChI Key

IDCHIRLFDYBCFK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Not Available

Direct Parent

Pyrimidine nucleosides

Alternative Parents

Substituents

Pyrimidine nucleoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
N-glycosyl compound
O-glycosyl compound
Hydropyrimidine carboxylic acid derivative
Pyrimidine-6-carboxylic acid
Pyrimidine-6-carboxylic acid or derivatives
Beta-hydroxy acid
Hydroxypyrimidine
Pyrimidone
Dicarboxylic acid or derivatives
Hydropyrimidine
Hydroxy acid
Monosaccharide
Oxane
Pyran
Pyrimidine
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
Carboxylic acid
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Acetal
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Primary alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	10.9 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-3.9	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	256.34 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	92.47 m³·mol⁻¹	ChemAxon
Polarizability	40.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0155879

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid (CFc000136287)

MOL for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

3D MOL for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

3D SDF for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

3D-SDF for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

PDB for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

3D PDB for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

SMILES for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

INCHI for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

Structure for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)

3D Structure for CFc000136287 (3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid)