NP-MRD: Showing NP-Card for N-(1-Deoxy-1-fructosyl)threonine (NP0336790)

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Record Information

Version

2.0

Created at

2024-09-11 07:50:14 UTC

Updated at

2024-09-11 07:50:15 UTC

NP-MRD ID

NP0336790

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-(1-Deoxy-1-fructosyl)threonine

Description

N-(1-Deoxy-1-fructosyl)threonine belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. Based on a literature review very few articles have been published on N-(1-Deoxy-1-fructosyl)threonine.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262310222D          

 19 19  0  0  0  0            999 V2000
   -6.2020    0.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8694   -0.0403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6145   -0.8248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7895   -0.8248    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5346   -0.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7500    0.2147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3046   -1.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0994   -1.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6541    0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2672   -0.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254    0.4149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4399   -0.8226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4399   -1.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543   -2.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -2.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543   -0.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109   -0.8226    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
 14 16  2  0  0  0  0
 13 17  1  1  0  0  0
  5 18  1  0  0  0  0
 18 17  1  0  0  0  0
 12 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336790

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C10H19NO8/c1-4(13)6(9(16)17)11-3-10(18)8(15)7(14)5(2-12)19-10/h4-8,11-15,18H,2-3H2,1H3,(H,16,17)/t4?,5-,6+,7-,8+,10?/s2

> <INCHI_KEY>
JUBGLICOZRKBCO-UOCFKICONA-N

> <FORMULA>
C10H19NO8

> <MOLECULAR_WEIGHT>
281.261

> <EXACT_MASS>
281.111066576

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
26.04065994068232

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-5.403536004592391

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.667919232116164

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.773693430091643

> <JCHEM_PKA_STRONGEST_BASIC>
6.847751859581375

> <JCHEM_POLAR_SURFACE_AREA>
159.71

> <JCHEM_REFRACTIVITY>
59.3339

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-hydroxy-2-({[(3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl}amino)butanoic 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     -11.577   0.830   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -12.823  -0.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.347  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.807  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.331  -0.075   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -8.867   0.401   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -9.902  -2.786   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0     -13.252  -2.786   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0     -14.288   0.401   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0     -15.432  -0.630   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -5.087   0.774   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.087  -0.766   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.421  -1.536   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.421  -3.076   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -7.755  -3.846   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.087  -3.846   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -7.755  -0.766   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -9.242  -1.164   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.754  -1.536   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   18                                             
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    3                                                            
CONECT    9    2   10                                                       
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12   11   13   19                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   18                                                       
CONECT   18    5   17                                                       
CONECT   19   12                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₉NO₈

Average Mass

281.2610 Da

Monoisotopic Mass

281.11107 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C10H19NO8/c1-4(13)6(9(16)17)11-3-10(18)8(15)7(14)5(2-12)19-10/h4-8,11-15,18H,2-3H2,1H3,(H,16,17)/t4?,5-,6+,7-,8+,10?/s2

InChI Key

JUBGLICOZRKBCO-UOCFKICONA-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 c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
Pentose monosaccharide
L-alpha-amino acid
Hydroxy fatty acid
Beta-hydroxy acid
Heterocyclic fatty acid
Short-chain hydroxy acid
Monosaccharide
Hydroxy acid
Fatty acyl
Fatty acid
Tetrahydrofuran
Secondary alcohol
Amino acid
Amino acid or derivatives
Hemiacetal
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Organoheterocyclic compound
Secondary amine
Polyol
Monocarboxylic acid or derivatives
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Amine
Organic oxide
Primary alcohol
Hydrocarbon derivative
Alcohol
Organonitrogen compound
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	-5.4	ChemAxon
pKa (Strongest Acidic)	2.77	ChemAxon
pKa (Strongest Basic)	6.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	159.71 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	59.33 m³·mol⁻¹	ChemAxon
Polarizability	26.04 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

Not Available

Showing NP-Card for N-(1-Deoxy-1-fructosyl)threonine (NP0336790)

MOL for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

3D MOL for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

3D SDF for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

3D-SDF for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

PDB for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

3D PDB for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

SMILES for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

INCHI for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

Structure for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)

3D Structure for NP0336790 (N-(1-Deoxy-1-fructosyl)threonine)