ChemFOnt: Showing chemical card for 2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid (CFc000140887)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:17:07 UTC

Chemfont ID

CFc000140887

Molecule Identification

Common Name

2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid

Definition

Galactosylhydroxylysine, also known as hydroxylysine-galactose, 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. Galactosylhydroxylysine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make galactosylhydroxylysine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Galactosylhydroxylysine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-(beta-D-Galactopyranosyloxy)-L-lysine	HMDB
5-(beta-delta-Galactopyranosyloxy)-L-lysine	HMDB
5-O-beta-D-Galactopyranosylhydroxy-L-lysine	HMDB
5-O-beta-delta-Galactopyranosylhydroxy-L-lysine	HMDB
beta-1-Galactosyl-O-hydroxylysine	HMDB
Galactopyranosylhydroxy-L-lysine	HMDB
Galactosyl-delta-hydroxylysine	HMDB
Hydroxylysine-galactose	HMDB
L-5-(beta-D-Galactopyranosyloxy)-lysine	HMDB
L-5-(beta-delta-Galactopyranosyloxy)-lysine	HMDB
O-beta-D-Galactopyranosylhydroxy-L-lysine	HMDB
O-beta-delta-Galactopyranosylhydroxy-L-lysine	HMDB
Procollagen (5-galactosyloxy)-L-lysine	HMDB
(2S)-6-Amino-2-{n-hydroxy[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino}hexanoate	HMDB

Chemical Formula

C₁₂H₂₄N₂O₈

Average Molecular Weight

324.3276

Monoisotopic Molecular Weight

324.153265754

IUPAC Name

(2S)-6-amino-2-{N-hydroxy[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino}hexanoic acid

Traditional Name

galactosylhydroxylysine

CAS Registry Number

32448-36-5

SMILES

NCCCC[C@H](N(O)C1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C12H24N2O8/c13-4-2-1-3-6(12(19)20)14(21)11-10(18)9(17)8(16)7(5-15)22-11/h6-11,15-18,21H,1-5,13H2,(H,19,20)/t6-,7+,8-,9-,10+,11?/m0/s1

InChI Key

RCPOVANIIKXVTB-YPPRVYOWSA-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
Hexose monosaccharide
Glycosyl compound
N-glycosyl compound
N-hydroxyl-alpha-amino acid
Alpha-amino acid or derivatives
Medium-chain fatty acid
Amino fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Monosaccharide
Oxane
Fatty acyl
Fatty acid
Secondary alcohol
Amino acid
Organoheterocyclic compound
Polyol
Carboxylic acid
Oxacycle
N-organohydroxylamine
Monocarboxylic acid or derivatives
Primary amine
Primary aliphatic amine
Alcohol
Organonitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Primary alcohol
Organic nitrogen compound
Amine
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	63.3 g/L	ALOGPS
logP	-3	ALOGPS
logP	-5.3	ChemAxon
logS	-0.71	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	10.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	176.94 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	72.01 m³·mol⁻¹	ChemAxon
Polarizability	31.94 Å³	ChemAxon
Number of Rings	1	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

HMDB0000600

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112162

KNApSAcK ID

Not Available

Chemspider ID

17215976

KEGG Compound ID

C05547

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5576

PubChem Compound

22833535

PDB ID

Not Available

ChEBI ID

165859

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid (CFc000140887)

MOL for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

3D MOL for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

3D SDF for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

3D-SDF for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

PDB for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

3D PDB for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

SMILES for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

INCHI for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

Structure for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)

3D Structure for CFc000140887 (2,6-diamino-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid)