ChemFOnt: Showing chemical card for N-(1-Deoxy-1-fructosyl)histidine (CFc000018756)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:22 UTC

Chemfont ID

CFc000018756

Molecule Identification

Common Name

N-(1-Deoxy-1-fructosyl)histidine

Definition

N-(1-Deoxy-1-fructosyl)histidine is classified as a Natural Food Constituent (code WA) in the DFC.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-[[1-Carboxy-2-(1H-imidazol-4-yl)ethyl]amino]-1-deoxyfructose, 9ci	HMDB
(2S)-3-(1H-Imidazol-5-yl)-2-({[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)propanoate	Generator

Chemical Formula

C₁₂H₁₉N₃O₇

Average Molecular Weight

317.2952

Monoisotopic Molecular Weight

317.122299977

IUPAC Name

(2S)-3-(1H-imidazol-4-yl)-2-({[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)propanoic acid

Traditional Name

(2S)-3-(1H-imidazol-4-yl)-2-({[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)propanoic acid

CAS Registry Number

25020-13-7

SMILES

OC[C@H]1OC(O)(CN[C@@H](CC2=CNC=N2)C(O)=O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C12H19N3O7/c16-3-8-9(17)10(18)12(21,22-8)4-14-7(11(19)20)1-6-2-13-5-15-6/h2,5,7-10,14,16-18,21H,1,3-4H2,(H,13,15)(H,19,20)/t7-,8+,9+,10-,12?/m0/s1

InChI Key

UCRYORFHYVRBIO-PPNLDZOPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
C-glycosyl compound
Glycosyl compound
Alpha-amino acid
Pentose monosaccharide
L-alpha-amino acid
Imidazolyl carboxylic acid derivative
Aralkylamine
Monosaccharide
Azole
Imidazole
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
Amino acid
Hemiacetal
Oxacycle
Secondary amine
Azacycle
Polyol
Organoheterocyclic compound
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Amine
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0037839)

Food

Food (HMDB: HMDB0037839)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037839)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	39.7 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-5.3	ChemAxon
logS	-0.9	ALOGPS
pKa (Strongest Acidic)	1.29	ChemAxon
pKa (Strongest Basic)	8.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	168.16 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	70.37 m³·mol⁻¹	ChemAxon
Polarizability	30.05 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

HMDB0037839

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016990

KNApSAcK ID

Not Available

Chemspider ID

35014477

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752243

PDB ID

Not Available

ChEBI ID

169016

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-(1-Deoxy-1-fructosyl)histidine (CFc000018756)

MOL for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

3D MOL for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

3D SDF for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

3D-SDF for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

PDB for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

3D PDB for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

SMILES for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

INCHI for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

Structure for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)

3D Structure for CFc000018756 (N-(1-Deoxy-1-fructosyl)histidine)