ChemFOnt: Showing chemical card for (S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside (CFc000010645)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:09 UTC

Chemfont ID

CFc000010645

Molecule Identification

Common Name

(S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside

Definition

(S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside is found in pulses. (S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside is isolated from Pisum sativum (peas

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoate N2-glucoside	Generator
2-Amino-3-{5-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,5-dihydro-1,2-oxazol-4-yl}propanoate	Generator

Chemical Formula

C₁₂H₁₈N₂O₉

Average Molecular Weight

334.2793

Monoisotopic Molecular Weight

334.101230184

IUPAC Name

2-amino-3-{5-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,5-dihydro-1,2-oxazol-4-yl}propanoic acid

Traditional Name

2-amino-3-{5-oxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1,2-oxazol-4-yl}propanoic acid

CAS Registry Number

29790-46-3

SMILES

NC(CC1=CN(OC1=O)C1OC(CO)C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C12H18N2O9/c13-5(11(19)20)1-4-2-14(23-12(4)21)10-9(18)8(17)7(16)6(3-15)22-10/h2,5-10,15-18H,1,3,13H2,(H,19,20)

InChI Key

OURYTICKCZBKFC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

Hexose monosaccharide
N-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
Aralkylamine
Monosaccharide
Oxane
Azole
Heteroaromatic compound
Isoxazole
Vinylogous amide
Amino acid or derivatives
Amino acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Amine
Organopnictogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Primary aliphatic amine
Primary amine
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029404)
Cytoplasm (HMDB: HMDB0029404)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029404)

Source

Endogenous

Endogenous (HMDB: HMDB0029404)

Plant

Fabaceae (HMDB: HMDB0029404)

Exogenous

Food

Food (HMDB: HMDB0029404)

Pulse

Pea

Common pea (FooDB: FOOD00141)

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0029404)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	68.6 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-5.8	ChemAxon
logS	-0.69	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	9.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	70.01 m³·mol⁻¹	ChemAxon
Polarizability	31.01 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029404

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000493

KNApSAcK ID

Not Available

Chemspider ID

35032865

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750866

PDB ID

Not Available

ChEBI ID

168589

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside (CFc000010645)

MOL for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

3D MOL for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

3D SDF for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

3D-SDF for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

PDB for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

3D PDB for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

SMILES for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

INCHI for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

Structure for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)

3D Structure for CFc000010645 ((S)-a-Amino-2,5-dihydro-5-oxo-4-isoxazolepropanoic acid N2-glucoside)