NP-MRD: Showing NP-Card for methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate (NP0154750)

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Record Information

Version

1.0

Created at

2022-09-02 11:42:39 UTC

Updated at

2022-09-02 11:42:39 UTC

NP-MRD ID

NP0154750

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate

Description

SCHEMBL16402823 belongs to the class of organic compounds known as 1-pyranosylindoles. These are nucleoside and nucleotide analogs with a structure that consists of an indole base which is N-substituted at the 1-position with a pyranose moiety. Nucleotide analogues contain a phosphate group linked to the C5 carbon atom of the pyranose. methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate is found in Ribes rubrum. Based on a literature review very few articles have been published on SCHEMBL16402823.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213422D          

 25 27  0  0  1  0            999 V2000
    1.7329   -4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0768    0.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9851    1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371    1.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    2.3234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1190    3.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    2.1518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7329    2.7649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    1.3672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2428    1.1957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  1  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  6 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    5.0181   -2.7025    1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3564   -2.4150    0.5168 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122   -1.0984    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8544   -0.1295    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -0.9784   -1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3216   -0.1678   -1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1333   -0.6902   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165    0.3009   -0.4088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0922   -0.0106    0.0213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9542   -0.3464   -1.0402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -1.1621   -0.6321 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2301   -0.7798   -1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3121   -1.5568   -1.1087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630   -1.1637    0.8222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7347   -2.3192    1.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383    0.0759    1.5820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0607    0.8719    1.7920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185    0.9063    0.9081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0720    1.4995    1.9135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8856    1.4377   -0.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4472    2.7280   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2872    3.7698   -0.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6097    3.5250   -1.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0380    2.2178   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954    1.1772   -1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997   -3.8102    1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367   -2.1070    1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2832   -2.4430    2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1923   -0.5167   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2884   -1.9791   -1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532   -1.7703   -0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0437   -0.9987    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7404   -2.1965   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000   -0.9123   -2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132    0.3213   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8629   -1.7945   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844   -1.3100    0.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183   -2.3836    2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666   -0.1917    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3021    0.9802    2.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092    1.6233    0.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    2.3955    2.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395    2.9394   -0.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9347    4.7921   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468    4.3721   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0804    2.0003   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  8 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  6  1  0
 18  9  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  9 32  1  1
 11 33  1  6
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  6
 15 38  1  0
 16 39  1  1
 17 40  1  0
 18 41  1  6
 19 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
M  END


  Mrv1652309022213422D          

 25 27  0  0  1  0            999 V2000
    1.7329   -4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0768    0.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9851    1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371    1.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    2.3234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1190    3.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    2.1518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7329    2.7649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    1.3672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2428    1.1957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  1  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  6 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154750

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO7/c1-24-13(20)6-9-7-18(11-5-3-2-4-10(9)11)17-16(23)15(22)14(21)12(8-19)25-17/h2-5,7,12,14-17,19,21-23H,6,8H2,1H3/t12-,14-,15+,16-,17-/m1/s1

> <INCHI_KEY>
UCJQLVSIHYDTNQ-USACIQFYSA-N

> <FORMULA>
C17H21NO7

> <MOLECULAR_WEIGHT>
351.355

> <EXACT_MASS>
351.13180202

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.7067167997846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-{1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}acetate

> <ALOGPS_LOGP>
-0.07

> <JCHEM_LOGP>
-0.3346359293333331

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.273559365170232

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.360480192562488

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9804969947571225

> <JCHEM_POLAR_SURFACE_AREA>
121.38000000000001

> <JCHEM_REFRACTIVITY>
85.78

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl {1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.235  -7.767   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.204  -6.622   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.187  -4.838   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.143   1.728   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.333   3.192   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.839   3.513   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.869   2.368   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.698   4.337   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.222   5.802   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.204   4.017   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.235   5.161   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.680   2.552   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.187   2.232   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19                                                  
CONECT   19   18                                                            
CONECT   20    8   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    6   20                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₁NO₇

Average Mass

351.3550 Da

Monoisotopic Mass

351.13180 Da

IUPAC Name

methyl 2-{1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}acetate

Traditional Name

methyl {1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C17H21NO7/c1-24-13(20)6-9-7-18(11-5-3-2-4-10(9)11)17-16(23)15(22)14(21)12(8-19)25-17/h2-5,7,12,14-17,19,21-23H,6,8H2,1H3/t12-,14-,15+,16-,17-/m1/s1

InChI Key

UCJQLVSIHYDTNQ-USACIQFYSA-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
Ribes rubrum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-pyranosylindoles. These are nucleoside and nucleotide analogs with a structure that consists of an indole base which is N-substituted at the 1-position with a pyranose moiety. Nucleotide analogues contain a phosphate group linked to the C5 carbon atom of the pyranose.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Nucleoside and nucleotide analogues

Sub Class

1-pyranosylindoles

Direct Parent

1-pyranosylindoles

Alternative Parents

Substituents

1-pyranosylindole
Indole-3-acetic acid derivative
Indolyl carboxylic acid derivative
Hexose monosaccharide
Glycosyl compound
N-glycosyl compound
N-alkylindole
3-alkylindole
Indole
Indole or derivatives
Monosaccharide
Benzenoid
Substituted pyrrole
Oxane
Methyl ester
Pyrrole
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
1,2-diol
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
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	-0.07	ALOGPS
logP	-0.33	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.78 m³·mol⁻¹	ChemAxon
Polarizability	35.71 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

17265982

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16108210

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate (NP0154750)

MOL for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

3D MOL for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

3D SDF for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

3D-SDF for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

PDB for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

3D PDB for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

SMILES for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

INCHI for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

Structure for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)

3D Structure for NP0154750 (methyl 2-{1-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl}acetate)