NP-MRD: Showing NP-Card for N-(1-Deoxy-1-fructosyl)isoleucine (NP0334933)

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Record Information

Version

2.0

Created at

2024-09-10 23:08:10 UTC

Updated at

2024-09-10 23:08:10 UTC

NP-MRD ID

NP0334933

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-(1-Deoxy-1-fructosyl)isoleucine

Description

N-(1-Deoxy-1-fructosyl)isoleucine belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-(1-Deoxy-1-fructosyl)isoleucine was first documented in 2024 (PMID: 39272519). Based on a literature review very few articles have been published on N-(1-Deoxy-1-fructosyl)isoleucine.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262301402D          

 20 20  0  0  0  0            999 V2000
   -3.2961    0.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9635   -0.0909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7086   -0.8754    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8836   -0.8754    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6287   -0.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    0.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987   -1.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1935   -1.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482    0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3613   -0.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8480    0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1805    0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1805   -0.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340   -0.8732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5340   -1.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2484   -2.1107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1805   -2.1107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2484   -0.4607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0453   -0.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  1  0  0  0
  3  8  1  6  0  0  0
  2  9  1  1  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 14 18  1  1  0  0  0
  5 19  1  0  0  0  0
 19 18  1  0  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334933

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)[C@H](NCC1(O)O[C@H](CO)[C@@H](O)[C@@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C12H23NO7/c1-3-6(2)8(11(17)18)13-5-12(19)10(16)9(15)7(4-14)20-12/h6-10,13-16,19H,3-5H2,1-2H3,(H,17,18)/t6?,7-,8+,9-,10+,12?/s2

> <INCHI_KEY>
VYGRYVGDPYFVCA-PZIRIOGLNA-N

> <FORMULA>
C12H23NO7

> <MOLECULAR_WEIGHT>
293.316

> <EXACT_MASS>
293.147452085

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.331475762473975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-methyl-2-({[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)pentanoic acid

> <JCHEM_LOGP>
-3.523781699758667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.80777405670251

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6649154771058343

> <JCHEM_PKA_STRONGEST_BASIC>
8.840657456606706

> <JCHEM_POLAR_SURFACE_AREA>
139.48000000000002

> <JCHEM_REFRACTIVITY>
66.968

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-methyl-2-({[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  O   UNK     0      -6.153   0.736   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -7.399  -0.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.923  -1.634   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.383  -1.634   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.907  -0.170   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.442   0.306   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -4.478  -2.880   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -7.828  -2.880   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -8.863   0.306   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0     -10.008  -0.724   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.583   1.585   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.337   0.680   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.337  -0.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.997  -1.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.997  -3.170   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.330  -3.940   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.337  -3.940   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -2.330  -0.860   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -3.818  -1.259   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.671  -1.630   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    1    6   19                                             
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    3                                                            
CONECT    9    2   10                                                       
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19                                                       
CONECT   19    5   18                                                       
CONECT   20   13                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₂₃NO₇

Average Mass

293.3160 Da

Monoisotopic Mass

293.14745 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCC(C)[C@H](NCC1(O)O[C@H](CO)[C@@H](O)[C@@H]1O)C(O)=O

InChI Identifier

InChI=1/C12H23NO7/c1-3-6(2)8(11(17)18)13-5-12(19)10(16)9(15)7(4-14)20-12/h6-10,13-16,19H,3-5H2,1-2H3,(H,17,18)/t6?,7-,8+,9-,10+,12?/s2

InChI Key

VYGRYVGDPYFVCA-PZIRIOGLNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as isoleucine and derivatives. These are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine 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

Isoleucine and derivatives

Alternative Parents

Substituents

Isoleucine or derivatives
C-glycosyl compound
Glycosyl compound
Alpha-amino acid
Pentose monosaccharide
L-alpha-amino acid
Branched fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Fatty acid
Monosaccharide
Fatty acyl
Tetrahydrofuran
Secondary alcohol
Amino acid
Hemiacetal
Carboxylic acid
Secondary aliphatic amine
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Secondary amine
Polyol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Amine
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-3.5	ChemAxon
pKa (Strongest Acidic)	1.66	ChemAxon
pKa (Strongest Basic)	8.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.48 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	66.97 m³·mol⁻¹	ChemAxon
Polarizability	29.33 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

Rivera-Perez A, Navarro-Herrera AM, Garrido Frenich A: Identifying Key Markers for Monofloral (Eucalyptus, Rosemary, and Orange Blossom) and Multifloral Honey Differentiation in the Spanish Market by UHPLC-Q-Orbitrap-High-Resolution Mass Spectrometry Fingerprinting and Chemometrics. Foods. 2024 Aug 29;13(17):2755. doi: 10.3390/foods13172755. [PubMed:39272519 ]

Showing NP-Card for N-(1-Deoxy-1-fructosyl)isoleucine (NP0334933)

MOL for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

3D MOL for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

3D SDF for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

3D-SDF for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

PDB for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

3D PDB for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

SMILES for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

INCHI for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

Structure for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)

3D Structure for NP0334933 (N-(1-Deoxy-1-fructosyl)isoleucine)