NP-MRD: Showing NP-Card for (2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0172045)

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Record Information

Version

2.0

Created at

2022-09-03 08:49:43 UTC

Updated at

2022-09-03 08:49:43 UTC

NP-MRD ID

NP0172045

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

ZINC31162117 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. (2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Brucea mollis. Based on a literature review very few articles have been published on ZINC31162117.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032210492D          

 27 29  0  0  1  0            999 V2000
    0.9259   -4.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -3.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963   -3.2928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  2  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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  1  0  0  0
 10 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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  8 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    5.7496   -1.8157    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940   -1.3981   -0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3522   -0.3715   -1.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3563   -2.5345   -1.4008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4836   -0.8255    0.0312 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9467   -1.8038    0.8652 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -0.4006   -0.9571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327    0.1608   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -0.3762   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8194    0.4905    0.5493 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    0.2564    0.9350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5512   -0.9766    0.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8100   -1.4141    0.6940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0602   -2.6348   -0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3331   -3.1510    0.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9062   -0.4193    0.3433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4293    0.1516    1.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2289    0.6594   -0.4925 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6627    0.1345   -1.6386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674    1.2700    0.4377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9307    1.7097    1.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0815    1.6189    0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    2.8049    1.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    3.8060    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7505    3.6577    0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949    2.4676    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    1.4410    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -2.8509    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8345   -1.0839    1.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7380   -1.7803   -0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3099   -0.7936   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -0.2428   -2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5075    0.5460   -0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7951   -2.4601   -2.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978    0.0028    0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -1.5949    1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8634    0.3431   -1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916   -1.2594   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849   -1.3774   -0.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243    0.1363    2.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9234   -1.7767    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0675   -2.3020   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598   -3.3788   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9905   -2.8732   -0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6926   -0.8647   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0052   -0.2786    2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9736    1.4441   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4725    0.8219   -2.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293    2.0945   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9959    2.6919    1.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4571    2.8596    1.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1669    4.7358    1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    4.4464    1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707    2.2876   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 10 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  8  1  0
 20 11  1  0
 27 22  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  1
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  1
 13 41  1  1
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  6
 17 46  1  0
 18 47  1  6
 19 48  1  0
 20 49  1  6
 21 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  0
 26 54  1  0
M  END


  Mrv1652309032210492D          

 27 29  0  0  1  0            999 V2000
    0.9259   -4.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -3.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963   -3.2928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  2  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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  1  0  0  0
 10 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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  8 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0172045

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)[C@H](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/C19H27NO7/c1-19(2,26)14(22)7-10-8-20(12-6-4-3-5-11(10)12)18-17(25)16(24)15(23)13(9-21)27-18/h3-6,8,13-18,21-26H,7,9H2,1-2H3/t13-,14-,15-,16+,17-,18-/m1/s1

> <INCHI_KEY>
NJNIHOLHKRAEFY-PDCGBLAGSA-N

> <FORMULA>
C19H27NO7

> <MOLECULAR_WEIGHT>
381.425

> <EXACT_MASS>
381.178752213

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.05674124564044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{3-[(2R)-2,3-dihydroxy-3-methylbutyl]-1H-indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-0.5301500859999997

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.162161333026823

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.342460421055051

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9804969947543327

> <JCHEM_POLAR_SURFACE_AREA>
135.54000000000002

> <JCHEM_REFRACTIVITY>
96.29370000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{3-[(2R)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       1.728  -8.087   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.669  -7.098   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.740  -6.147   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.187  -4.838   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.143   1.728   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.333   3.192   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.839   3.513   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.869   2.368   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.698   4.337   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.222   5.802   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.204   4.017   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.235   5.161   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.680   2.552   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.187   2.232   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   27                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11   21                                                  
CONECT   21   20                                                            
CONECT   22   10   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    8   22                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₇NO₇

Average Mass

381.4250 Da

Monoisotopic Mass

381.17875 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{3-[(2R)-2,3-dihydroxy-3-methylbutyl]-1H-indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-{3-[(2R)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC(C)(O)[C@H](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/C19H27NO7/c1-19(2,26)14(22)7-10-8-20(12-6-4-3-5-11(10)12)18-17(25)16(24)15(23)13(9-21)27-18/h3-6,8,13-18,21-26H,7,9H2,1-2H3/t13-,14-,15-,16+,17-,18-/m1/s1

InChI Key

NJNIHOLHKRAEFY-PDCGBLAGSA-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
Brucea mollis	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
Hexose monosaccharide
Glycosyl compound
N-glycosyl compound
N-alkylindole
3-alkylindole
Indole
Indole or derivatives
Monosaccharide
Oxane
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Tertiary alcohol
1,2-diol
Secondary alcohol
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Alcohol
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	-0.11	ALOGPS
logP	-0.53	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	12.34	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	135.54 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.29 m³·mol⁻¹	ChemAxon
Polarizability	40.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

62576780

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38355092

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0172045)

MOL for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0172045 ((2r,3r,4s,5s,6r)-2-{3-[(2r)-2,3-dihydroxy-3-methylbutyl]indol-1-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)