NP-MRD: Showing NP-Card for (2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol (NP0312723)

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Record Information

Version

2.0

Created at

2022-09-11 09:45:32 UTC

Updated at

2022-09-11 09:45:33 UTC

NP-MRD ID

NP0312723

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol

Description

(2S,3S,4R,5S,6S)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol 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. Based on a literature review very few articles have been published on (2S,3S,4R,5S,6S)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
    3.1553   -1.6159   -0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0807   -0.3326   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314    0.4250   -0.5794 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539    0.3220   -1.0873 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5871   -0.2212   -0.6828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5096    0.6826   -1.2246 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3969    0.9089   -2.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7687    0.1599   -0.8709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9195    0.4315    0.4836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3328    0.1369    0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1724    0.9550    0.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524   -0.3987    1.2955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3975   -1.7296    1.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4538   -0.2831    0.8180 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9947    0.9054    1.3234 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0766   -2.0718   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770   -2.2181   -0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4008    1.0767    0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9318    1.1965   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4133   -1.2226   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107    1.6519   -0.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0444    1.7857   -2.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7262    1.4995    0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6205   -0.9162    0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4442    0.4171    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7938    0.9939   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998   -0.0171    2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200   -2.1651    0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0229   -1.1672    1.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    0.8106    2.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  5 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 12  9  1  0
 11 26  1  0
 10 24  1  0
 10 25  1  0
  9 23  1  6
  6 21  1  1
  7 22  1  0
  5 20  1  6
  4 19  1  0
  3 18  1  0
  1 16  1  0
  1 17  1  0
 14 29  1  1
 15 30  1  0
 12 27  1  1
 13 28  1  0
M  END


  Mrv1652309112211452D          

 15 15  0  0  1  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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 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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0312723

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-14H,1-2H2/t4-,5-,6+,7+,8-/m0/s1

> <INCHI_KEY>
QWGMMTHILQPIPX-TXXZRHAASA-N

> <FORMULA>
C8H15NO6

> <MOLECULAR_WEIGHT>
221.209

> <EXACT_MASS>
221.089937207

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.935522742029583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5S,6S)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol

> <JCHEM_LOGP>
-1.8240846536666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.73120635234831

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.369617327760036

> <JCHEM_PKA_STRONGEST_BASIC>
5.231639942267192

> <JCHEM_POLAR_SURFACE_AREA>
122.41000000000001

> <JCHEM_REFRACTIVITY>
57.3262

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5S,6S)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    5   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈H₁₅NO₆

Average Mass

221.2090 Da

Monoisotopic Mass

221.08994 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC[C@@H]1O[C@H](O)[C@@H](NC(O)=C)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-14H,1-2H2/t4-,5-,6+,7+,8-/m0/s1

InChI Key

QWGMMTHILQPIPX-TXXZRHAASA-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

Not Available

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
Secondary alcohol
Ketene acetal or derivatives
Hemiacetal
Oxacycle
Organoheterocyclic compound
Secondary amine
Polyol
Secondary aliphatic amine
Alkanolamine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Amine
Alcohol
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

163105754

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol (NP0312723)

MOL for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

3D MOL for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

3D SDF for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

3D-SDF for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

PDB for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

3D PDB for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

SMILES for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

INCHI for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

Structure for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)

3D Structure for NP0312723 ((2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol)