NP-MRD: Showing NP-Card for (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol (NP0317038)

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Record Information

Version

2.0

Created at

2022-09-11 16:38:48 UTC

Updated at

2022-09-11 16:38:48 UTC

NP-MRD ID

NP0317038

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol

Description

(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol is found in Davallia mariesii. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol was first documented in 1997 (PMID: 9000339).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303082006162D          

 27 29  0  0  1  0            999 V2000
    1.4289    0.8250    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7157   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7157   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0012   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7157   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  1  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 13 18  1  6  0  0  0
 14 19  1  6  0  0  0
 15 20  1  6  0  0  0
 21 11  1  0  0  0  0
 16 21  1  1  0  0  0
 22 12  1  0  0  0  0
 22 16  1  0  0  0  0
 12 23  1  6  0  0  0
 13 24  1  1  0  0  0
 14 25  1  6  0  0  0
 15 26  1  1  0  0  0
 16 27  1  6  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.0517    3.1019    1.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5458    2.1856    0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4657    1.7189   -0.3041 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4774    1.1248    0.4282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7810    0.1230   -0.2594 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2580   -0.2728    0.4132 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338   -0.6406    1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350   -1.1941    2.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4551   -1.5883    2.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6821   -1.4574    2.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7546   -0.9301    1.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0054   -0.8097    0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507   -0.2920   -0.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0119    0.1107   -1.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489   -0.0091   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6169   -0.5332    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -1.0469   -0.5666 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1671   -1.7165   -1.6607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851   -0.5828   -0.9595 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0329   -0.7135    0.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847    0.8908   -1.3616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5213    1.0647   -2.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051    3.8408    1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0408    1.3453    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247    2.7163    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473    2.6600   -0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668    0.5243   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -1.3006    2.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4661   -2.0159    3.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6002   -1.7672    2.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8942   -1.1314    1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1077   -0.1855   -1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711    0.5276   -2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877    0.3071   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942   -1.7446    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5096   -2.6315   -1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4975   -1.1335   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2464   -1.6569    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1561    1.1712   -1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.9415   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  5 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  3  1  0
 16  7  1  0
 16 11  1  0
  3 26  1  6
  2 24  1  0
  2 25  1  0
  1 23  1  0
  5 27  1  6
  8 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  1
 18 36  1  0
 19 37  1  6
 20 38  1  0
 21 39  1  6
 22 40  1  0
M  END


  Mrv1652303082006162D          

 27 29  0  0  1  0            999 V2000
    1.4289    0.8250    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7157   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7157   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0012   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7157   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  1  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 13 18  1  6  0  0  0
 14 19  1  6  0  0  0
 15 20  1  6  0  0  0
 21 11  1  0  0  0  0
 16 21  1  1  0  0  0
 22 12  1  0  0  0  0
 22 16  1  0  0  0  0
 12 23  1  6  0  0  0
 13 24  1  1  0  0  0
 14 25  1  6  0  0  0
 15 26  1  1  0  0  0
 16 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0317038

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC3=CC=CC=C23)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O6/c17-8-12-13(18)14(19)15(20)16(22-12)21-11-7-3-5-9-4-1-2-6-10(9)11/h1-7,12-20H,8H2/t12-,13-,14+,15-,16-/m1/s1

> <INCHI_KEY>
CVAOQMBKGUKOIZ-IBEHDNSVSA-N

> <FORMULA>
C16H18O6

> <MOLECULAR_WEIGHT>
306.314

> <EXACT_MASS>
306.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.6573096803391

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
0.3910891576666664

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196080583603813

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200112881002722

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923461919465

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
76.63350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      10.669  -6.160   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      12.003  -3.850   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       9.336  -3.850   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      10.669  -1.540   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       8.002  -1.540   0.000  0.00  0.00           H+0
CONECT    1    2    4                                                       
CONECT    2    1    6                                                       
CONECT    3    5    7                                                       
CONECT    4    1    9                                                       
CONECT    5    3    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11                                                       
CONECT    8   12   17                                                       
CONECT    9    4    5   10                                                  
CONECT   10    6    9   11                                                  
CONECT   11    7   10   21                                                  
CONECT   12    8   13   22   23                                             
CONECT   13   12   14   18   24                                             
CONECT   14   13   15   19   25                                             
CONECT   15   14   16   20   26                                             
CONECT   16   15   21   22   27                                             
CONECT   17    8                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   11   16                                                       
CONECT   22   12   16                                                       
CONECT   23   12                                                            
CONECT   24   13                                                            
CONECT   25   14                                                            
CONECT   26   15                                                            
CONECT   27   16                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
1-Naphthyl beta-D-glucopyranoside	ChEBI
1-Naphthylglucoside	ChEBI
Naphthalen-1-yl beta-D-glucoside	ChEBI
1-Naphthyl b-D-glucopyranoside	Generator
1-Naphthyl β-D-glucopyranoside	Generator
Naphthalen-1-yl b-D-glucoside	Generator
Naphthalen-1-yl β-D-glucoside	Generator
1-Naphthalenylglucopyranoside	MeSH
beta-Naphthyl-beta-D-glucopyranoside	MeSH

Chemical Formula

C₁₆H₁₈O₆

Average Mass

306.3140 Da

Monoisotopic Mass

306.11034 Da

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol

Traditional Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC3=CC=CC=C23)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C16H18O6/c17-8-12-13(18)14(19)15(20)16(22-12)21-11-7-3-5-9-4-1-2-6-10(9)11/h1-7,12-20H,8H2/t12-,13-,14+,15-,16-/m1/s1

InChI Key

CVAOQMBKGUKOIZ-IBEHDNSVSA-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
Davallia mariesii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Naphthalene
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Primary alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.52	ALOGPS
logP	0.39	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	76.63 m³·mol⁻¹	ChemAxon
Polarizability	30.66 Å³	ChemAxon
Number of Rings	3	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

7573796

PDB ID

Not Available

ChEBI ID

136775

Good Scents ID

Not Available

References

General References

Kneifel H, Elmendorff K, Hegewald E, Soeder CJ: Biotransformation of 1-naphthalenesulfonic acid by the green alga Scenedesmus obliquus. Arch Microbiol. 1997 Jan;167(1):32-7. doi: 10.1007/s002030050413. [PubMed:9000339 ]
LOTUS database [Link]

Showing NP-Card for (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol (NP0317038)

MOL for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

3D MOL for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

3D SDF for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

3D-SDF for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

PDB for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

3D PDB for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

SMILES for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

INCHI for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

Structure for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)

3D Structure for NP0317038 ((2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(naphthalen-1-yloxy)oxane-3,4,5-triol)