ChemFOnt: Showing chemical card for 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid (CFc000148495)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:29:33 UTC

Chemfont ID

CFc000148495

Molecule Identification

Common Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

Definition

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid belongs to the class of organic compounds known as glycosyl-amino acids. Glycosyl-amino acids are compounds consisting of saccharide linked through a glycosyl linkage (O-, N-, or S-) to an amino acid. Based on a literature review very few articles have been published on 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylate	Generator

Chemical Formula

C₁₈H₂₈N₂O₁₅

Average Molecular Weight

512.421

Monoisotopic Molecular Weight

512.14896821

IUPAC Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

Traditional Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(CN1CC(OC2OC(C(O)C(O)C2O)C(O)=O)C1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C18H28N2O15/c21-5(14(26)27)1-2-19-8(15(28)29)6(22)3-20-4-7(9(20)16(30)31)34-18-12(25)10(23)11(24)13(35-18)17(32)33/h5-13,18-19,21-25H,1-4H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)

InChI Key

MJMDYIBSUYIXFV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosyl-amino acids. Glycosyl-amino acids are compounds consisting of saccharide linked through a glycosyl linkage (O-, N-, or S-) to an amino acid.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glycosyl-amino acids

Alternative Parents

Substituents

Glycosyl-amino-acid
Saccharolipid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Tetracarboxylic acid or derivatives
Gamma amino acid or derivatives
Glycosyl compound
O-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
Amino fatty acid
Azetidinecarboxylic acid
Beta-hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Fatty acyl
Hydroxy acid
Monosaccharide
Oxane
Pyran
1,3-aminoalcohol
Secondary alcohol
Amino acid
Azetidine
Tertiary aliphatic amine
Tertiary amine
1,2-aminoalcohol
Secondary amine
Oxacycle
Polyol
Azacycle
Organoheterocyclic compound
Carboxylic acid
Secondary aliphatic amine
Acetal
Hydrocarbon derivative
Organic oxide
Amine
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organonitrogen compound
Alcohol
Organopnictogen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	23.5 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-7.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.15	ChemAxon
pKa (Strongest Basic)	9.49	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	284.08 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	103.6 m³·mol⁻¹	ChemAxon
Polarizability	47.24 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0168087

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-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid (CFc000148495)

MOL for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

3D MOL for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

3D SDF for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

3D-SDF for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

PDB for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

3D PDB for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

SMILES for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

INCHI for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

Structure for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)

3D Structure for CFc000148495 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid)