NP-MRD: Showing NP-Card for N-(1-Deoxy-1-fructosyl)serine (NP0335227)

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Record Information

Version

2.0

Created at

2024-09-11 00:38:21 UTC

Updated at

2024-09-11 00:38:21 UTC

NP-MRD ID

NP0335227

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-(1-Deoxy-1-fructosyl)serine

Description

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

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262303102D          

 18 18  0  0  0  0            999 V2000
   -2.8382   11.0858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5056   10.6008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2507    9.8163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4257    9.8163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1708   10.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862   10.8558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    9.1488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7356    9.1488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   10.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034   10.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384   11.0560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384   10.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    9.8185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0761    8.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905    8.5810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6384    8.5810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905   10.2310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5874   10.0175    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
M  END
> <DATABASE_ID>
NP0335227

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C9H17NO8/c11-1-4(8(15)16)10-3-9(17)7(14)6(13)5(2-12)18-9/h4-7,10-14,17H,1-3H2,(H,15,16)/t4-,5+,6+,7-,9?/s2

> <INCHI_KEY>
KUVQLWYPNUQGDT-YUKLUKPDNA-N

> <FORMULA>
C9H17NO8

> <MOLECULAR_WEIGHT>
267.234

> <EXACT_MASS>
267.095416511

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.41458672371519

> <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)propanoic acid

> <JCHEM_LOGP>
-5.805041011885761

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.667559506134705

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.682839434530934

> <JCHEM_PKA_STRONGEST_BASIC>
6.686720301766644

> <JCHEM_POLAR_SURFACE_AREA>
159.71

> <JCHEM_REFRACTIVITY>
54.915099999999995

> <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)propanoic 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      -5.298  20.693   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.544  19.788   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.068  18.324   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.528  18.324   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.052  19.788   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.588  20.264   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -3.623  17.078   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -6.973  17.078   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -8.009  20.264   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -9.153  19.234   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.192  20.638   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.192  19.098   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.142  18.328   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.142  16.788   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.476  16.018   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.192  16.018   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -1.476  19.098   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -2.963  18.699   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                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   18                                                       
CONECT   18    5   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₇NO₈

Average Mass

267.2340 Da

Monoisotopic Mass

267.09542 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C9H17NO8/c11-1-4(8(15)16)10-3-9(17)7(14)6(13)5(2-12)18-9/h4-7,10-14,17H,1-3H2,(H,15,16)/t4-,5+,6+,7-,9?/s2

InChI Key

KUVQLWYPNUQGDT-YUKLUKPDNA-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 serine and derivatives. These are compounds containing serine or a derivative thereof resulting from reaction of serine 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

Serine and derivatives

Alternative Parents

Substituents

Serine or derivatives
C-glycosyl compound
Glycosyl compound
Alpha-amino acid
Pentose monosaccharide
L-alpha-amino acid
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Tetrahydrofuran
Amino acid
Hemiacetal
Secondary alcohol
Organoheterocyclic compound
Polyol
Secondary amine
Carboxylic acid
Secondary aliphatic amine
Oxacycle
Monocarboxylic acid or derivatives
Primary alcohol
Alcohol
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxide
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	-5.8	ChemAxon
pKa (Strongest Acidic)	2.68	ChemAxon
pKa (Strongest Basic)	6.69	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	54.92 m³·mol⁻¹	ChemAxon
Polarizability	24.41 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)serine (NP0335227)

MOL for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

3D MOL for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

3D SDF for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

3D-SDF for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

PDB for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

3D PDB for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

SMILES for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

INCHI for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

Structure for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)

3D Structure for NP0335227 (N-(1-Deoxy-1-fructosyl)serine)