NP-MRD: Showing NP-Card for (2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate (NP0285078)

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Record Information

Version

2.0

Created at

2022-09-09 13:05:08 UTC

Updated at

2022-09-09 13:05:08 UTC

NP-MRD ID

NP0285078

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate

Description

(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate 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 (2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
   -2.2158   -2.9870    0.9918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846   -1.5439    0.6556 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2298   -1.4508   -0.5109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8823   -0.1573   -0.8303 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3961    0.1813   -0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651    0.4887   -1.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3466    0.4810   -2.3767 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397    0.8236   -0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408    1.1392   -1.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380    1.4536   -0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609    1.4600    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693    1.1469    1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8742    0.8327    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715    0.5156    1.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9249    0.8592   -0.4463 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8287    1.9854   -1.2516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2792    0.1678   -0.6299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2346   -0.4467   -1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3435   -0.8803    0.4893 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6083   -0.1955    1.6653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2017   -3.6557    0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4495   -3.3757    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1889   -3.0795    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3898   -1.0954    1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064   -0.1141   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7422    1.1338   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9076    1.7024   -1.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965    1.7058    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1410    1.1447    2.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3376    1.2300    2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908   -0.4474    1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    1.1821    0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3165    1.8195   -2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718    0.9126   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.3550   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0943   -1.6314    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7986    0.0499    2.1636 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  2  1  0
 13  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  4 25  1  6
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  1
 16 33  1  0
 17 34  1  6
 18 35  1  0
 19 36  1  6
 20 37  1  0
M  END


  Mrv1652309092215052D          

 20 21  0  0  1  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0285078

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@H](OC(=O)C2=CC=CC=C2N)[C@@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO6/c1-6-9(15)10(16)11(17)13(19-6)20-12(18)7-4-2-3-5-8(7)14/h2-6,9-11,13,15-17H,14H2,1H3/t6-,9-,10+,11+,13-/m1/s1

> <INCHI_KEY>
JPBLMJWFNVIEST-XNJIFUATSA-N

> <FORMULA>
C13H17NO6

> <MOLECULAR_WEIGHT>
283.28

> <EXACT_MASS>
283.105587271

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.131523491181277

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate

> <JCHEM_LOGP>
0.43074464333333384

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.267075598366041

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.20905694333528

> <JCHEM_PKA_STRONGEST_BASIC>
2.0270522276278427

> <JCHEM_POLAR_SURFACE_AREA>
122.24000000000001

> <JCHEM_REFRACTIVITY>
68.9021

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   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  -5.390   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.667 -12.320   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15    4   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    2   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
(2R,3S,4S,5S,6R)-3,4,5-Trihydroxy-6-methyloxan-2-yl 2-aminobenzoic acid	Generator

Chemical Formula

C₁₃H₁₇NO₆

Average Mass

283.2800 Da

Monoisotopic Mass

283.10559 Da

IUPAC Name

(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate

Traditional Name

(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@H](OC(=O)C2=CC=CC=C2N)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C13H17NO6/c1-6-9(15)10(16)11(17)13(19-6)20-12(18)7-4-2-3-5-8(7)14/h2-6,9-11,13,15-17H,14H2,1H3/t6-,9-,10+,11+,13-/m1/s1

InChI Key

JPBLMJWFNVIEST-XNJIFUATSA-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
Benzoate ester
Aminobenzoic acid or derivatives
Benzoic acid or derivatives
Aniline or substituted anilines
Benzoyl
Benzenoid
Oxane
Monocyclic benzene moiety
Vinylogous amide
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	0.43	ChemAxon
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	2.03	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	122.24 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.9 m³·mol⁻¹	ChemAxon
Polarizability	27.13 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

163059331

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate (NP0285078)

MOL for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

3D MOL for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

3D SDF for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

3D-SDF for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

PDB for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

3D PDB for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

SMILES for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

INCHI for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

Structure for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)

3D Structure for NP0285078 ((2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl 2-aminobenzoate)