ChemFOnt: Showing chemical card for N6-Carbamoyl-L-threonyladenosine (CFc000022487)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:14:49 UTC

Chemfont ID

CFc000022487

Molecule Identification

Common Name

N6-Carbamoyl-L-threonyladenosine

Definition

N6-Carbamoyl-L-threonyladenosine is a member of the class of compounds known as purine nucleosides. Purine nucleosides are compounds composed of a purine base attached to a ribosyl or deoxyribosyl moiety. N6-Carbamoyl-L-threonyladenosine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, N6-carbamoyl-L-threonyladenosine is primarily located in the cytoplasm. It can also be found in the extracellular space. N6-Carbamoyl-L-threonyladenosine is a minor constituent found in human and bovine milk (PMID: 7702711 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N(6)-(N-Threonylcarbonyl)adenosine	ChEBI
N-(Purin-6-ylcarbamoyl)-L-threonine riboside	ChEBI
N-[(9-beta-D-Ribofuranosylpurin-6-yl)carbamoyl]-L-threonine	ChEBI
N6-Carbamoylthreonyladenosine	ChEBI
N6-Threonylcarbamoyladenosine	ChEBI
T6a	ChEBI
t(6)a	ChEBI
N-[(9-b-D-Ribofuranosylpurin-6-yl)carbamoyl]-L-threonine	Generator
N-[(9-Β-D-ribofuranosylpurin-6-yl)carbamoyl]-L-threonine	Generator

Chemical Formula

C₁₅H₂₀N₆O₈

Average Molecular Weight

412.3547

Monoisotopic Molecular Weight

412.134261646

IUPAC Name

(2S,3R)-2-(N-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}-(C-hydroxycarbonimidoyl)amino)-3-hydroxybutanoic acid

Traditional Name

(2S,3R)-2-(N-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl}-(C-hydroxycarbonimidoyl)amino)-3-hydroxybutanoic acid

CAS Registry Number

89019-62-5

SMILES

[H][C@](C)(O)[C@]([H])(N=C(O)NC1=C2N=CN(C2=NC=N1)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]1([H])O)C(O)=O

InChI Identifier

InChI=1S/C15H20N6O8/c1-5(23)7(14(26)27)19-15(28)20-11-8-12(17-3-16-11)21(4-18-8)13-10(25)9(24)6(2-22)29-13/h3-7,9-10,13,22-25H,2H2,1H3,(H,26,27)(H2,16,17,19,20,28)/t5-,6-,7+,9-,10-,13-/m1/s1

InChI Key

UNUYMBPXEFMLNW-DWVDDHQFSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
N-carbamoyl-alpha-amino acid or derivatives
N-carbamoyl-alpha-amino acid
Glycosyl compound
N-glycosyl compound
Alpha-amino acid or derivatives
Purine
Imidazopyrimidine
Beta-hydroxy acid
Sugar acid
N-substituted imidazole
Hydroxy acid
Pyrimidine
Imidolactam
Monosaccharide
Imidazole
Azole
Tetrahydrofuran
Heteroaromatic compound
Urea
Secondary alcohol
Carbonic acid derivative
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Primary alcohol
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

L-threonine derivative (CHEBI:21440 )
N-(adenosin-N(6)-ylcarbonyl)threonine (CHEBI:21440 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Breast milk (PMID: 7702711)

Organ

Placenta (HMDB: HMDB0041623)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Cellular substructure

Extracellular (HMDB: HMDB0041623)
Cytoplasm (HMDB: HMDB0041623)

Source

Exogenous

Exogenous (HMDB: HMDB0041623)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.22 g/L	ALOGPS
logP	-2	ALOGPS
logP	-1.9	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	1.25	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	215.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	93.99 m³·mol⁻¹	ChemAxon
Polarizability	38.76 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021785

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

161466

PDB ID

Not Available

ChEBI ID

21440

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N6-Carbamoyl-L-threonyladenosine (CFc000022487)

MOL for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

3D MOL for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

3D SDF for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

3D-SDF for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

PDB for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

3D PDB for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

SMILES for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

INCHI for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

Structure for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)

3D Structure for CFc000022487 (N6-Carbamoyl-L-threonyladenosine)