NP-MRD: Showing NP-Card for (2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid (NP0201833)

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Record Information

Version

2.0

Created at

2022-09-04 20:56:26 UTC

Updated at

2022-09-04 20:56:26 UTC

NP-MRD ID

NP0201833

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid

Description

(2S)-2,3-dihydroxy-N-[(2S,3R,4S,5S,6R)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. (2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid is found in Bacterium. Based on a literature review very few articles have been published on (2S)-2,3-dihydroxy-N-[(2S,3R,4S,5S,6R)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -2.8616    1.7606    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343    0.4461    0.8226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9361   -0.6228   -0.0451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -0.4834   -1.1220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4530   -1.1894   -2.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7041   -0.9549   -0.6449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7128   -2.3002   -0.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059   -0.1432    0.5043 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5863    0.9893    0.0758 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757    0.8773   -0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225    2.0532   -0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5038   -0.3879   -0.5398 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8497   -0.5959   -1.8784 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -0.3350    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4563   -0.1287    1.6225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921    0.3181    1.4383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3992   -0.5647    2.5257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3567    2.5110    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9291    2.2415   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5738    1.6072   -0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046    0.3752    1.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9349    0.5890   -1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066   -1.9045   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172   -0.8095   -1.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5128   -2.7648   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4752   -0.7951    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224    2.8954   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9290   -1.2678   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7382   -1.0139   -1.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.4667   -0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965   -1.3190    0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489    0.6366    1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0035    1.2948    1.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278   -1.4811    2.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  1  0
 16  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  4 22  1  6
  5 23  1  0
  6 24  1  6
  7 25  1  0
  8 26  1  1
 11 27  1  0
 12 28  1  1
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  1
 17 34  1  0
M  END


  Mrv1652309042222562D          

 17 17  0  0  1  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0201833

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO7/c1-3-6(13)5(7(14)9(16)17-3)10-8(15)4(12)2-11/h3-7,9,11-14,16H,2H2,1H3,(H,10,15)/t3-,4+,5+,6-,7-,9+/m1/s1

> <INCHI_KEY>
DAHLWXCUVNKHRK-AURGMRLQSA-N

> <FORMULA>
C9H17NO7

> <MOLECULAR_WEIGHT>
251.235

> <EXACT_MASS>
251.100501891

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
23.46160715982437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2,3-dihydroxy-N-[(2S,3R,4S,5S,6R)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid

> <JCHEM_LOGP>
-2.649454088333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.38521356575173

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3284031825788176

> <JCHEM_PKA_STRONGEST_BASIC>
1.0695801647073073

> <JCHEM_POLAR_SURFACE_AREA>
142.97

> <JCHEM_REFRACTIVITY>
53.7425

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-dihydroxy-N-[(2S,3R,4S,5S,6R)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16    8    2   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
(2S)-2,3-Dihydroxy-N-[(2S,3R,4S,5S,6R)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidate	Generator

Chemical Formula

C₉H₁₇NO₇

Average Mass

251.2350 Da

Monoisotopic Mass

251.10050 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H17NO7/c1-3-6(13)5(7(14)9(16)17-3)10-8(15)4(12)2-11/h3-7,9,11-14,16H,2H2,1H3,(H,10,15)/t3-,4+,5+,6-,7-,9+/m1/s1

InChI Key

DAHLWXCUVNKHRK-AURGMRLQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacterium; sewage; soil	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Oxane
Hemiacetal
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Polyol
Oxacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Primary alcohol
Organic nitrogen compound
Organopnictogen compound
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

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

163071077

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid (NP0201833)

MOL for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

3D MOL for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

3D SDF for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

3D-SDF for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

PDB for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

3D PDB for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

SMILES for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

INCHI for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

Structure for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)

3D Structure for NP0201833 ((2s)-2,3-dihydroxy-n-[(2s,3r,4s,5s,6r)-2,3,5-trihydroxy-6-methyloxan-4-yl]propanimidic acid)