NP-MRD: Showing NP-Card for (2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid (NP0167664)

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Record Information

Version

2.0

Created at

2022-09-03 03:18:11 UTC

Updated at

2022-09-03 03:18:11 UTC

NP-MRD ID

NP0167664

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid

Description

Kahakamide B belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). (2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid is found in Nocardiopsis dassonvillei. Based on a literature review very few articles have been published on Kahakamide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032205182D          

 26 28  0  0  1  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.4230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220   -2.4373    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3740   -3.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1810   -2.8788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191   -3.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3440   -2.1672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1659   -0.5980    0.0000 O   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  1  0  0  0  0
  4  5  2  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
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  2  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  6  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    2.0942   -4.1518    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959   -3.3903    2.0333 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7744   -2.2689    1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3090   -1.2888    2.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -2.0965    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182   -0.9671   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420   -1.0454   -0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2589    0.1693   -0.7313 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508    0.5402   -1.0121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3116   -0.5710   -1.3898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -1.1740   -0.4934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9592   -2.2076   -1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2840   -3.2613   -1.7715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426   -2.2009   -1.2409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7506   -1.4114   -0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588   -0.1901    0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1051    0.6650    1.0414 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8186    1.6318    1.7511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1737    1.3420    0.1037 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8373    2.4997   -0.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391    1.0804   -0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414    2.4555   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9213    3.1598   -0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703    2.4519   -0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1010    1.0847   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2976    0.4332    0.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4905    1.1842    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9141    0.3713   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866   -1.0602    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5095   -1.9853   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1053   -3.0490   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016   -1.9689   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723    1.2149   -1.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -1.6312    0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9654   -3.9969   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7967   -0.7021    0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4938    0.4627   -0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6025   -0.0440    1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5221    1.1869    2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262    1.7557    0.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818    2.5727   -1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2082    2.9635   -1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127    4.2379   -0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0172    2.9988   -0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413    0.5678    0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7649    1.6294   -0.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189    2.0037    0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 25  1  0
 25 28  2  0
 28  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  8 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 21 28  1  0
 19  9  1  0
 27 45  1  0
 27 46  1  0
 27 47  1  0
  5 30  1  0
  5 31  1  0
  4 29  1  0
  2  1  1  0
  7 32  1  0
  9 33  1  6
 11 34  1  1
 16 36  1  0
 16 37  1  0
 17 38  1  1
 18 39  1  0
 19 40  1  1
 20 41  1  0
 13 35  1  0
 14 15  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
M  END


  Mrv1652309032205182D          

 26 28  0  0  1  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.4230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220   -2.4373    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3740   -3.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1810   -2.8788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191   -3.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3440   -2.1672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1659   -0.5980    0.0000 O   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  1  0  0  0  0
  4  5  2  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
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  2  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0167664

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(CC(O)=N)=CN([C@H]3O[C@@H](C[C@H](O)[C@@H]3O)C(O)=N)C2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H21N3O6/c1-25-11-4-2-3-9-14(11)8(5-13(18)22)7-20(9)17-15(23)10(21)6-12(26-17)16(19)24/h2-4,7,10,12,15,17,21,23H,5-6H2,1H3,(H2,18,22)(H2,19,24)/t10-,12-,15-,17-/m0/s1

> <INCHI_KEY>
ODUVBPBVKBYRID-VTBSOJSOSA-N

> <FORMULA>
C17H21N3O6

> <MOLECULAR_WEIGHT>
363.37

> <EXACT_MASS>
363.143035408

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.3237698595586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4S,5S,6S)-4,5-dihydroxy-6-{3-[(C-hydroxycarbonimidoyl)methyl]-4-methoxy-1H-indol-1-yl}oxane-2-carboximidic acid

> <ALOGPS_LOGP>
-0.26

> <JCHEM_LOGP>
-4.8921560448661605

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
-1.0514378783298595

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.2511777445873102

> <JCHEM_PKA_STRONGEST_BASIC>
12.556426733256004

> <JCHEM_POLAR_SURFACE_AREA>
152.01

> <JCHEM_REFRACTIVITY>
111.762

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4S,5S,6S)-4,5-dihydroxy-6-[3-(C-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid

> <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       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.310   2.656   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       0.864   5.265   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.877  -3.085   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.401  -4.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.432  -5.694   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.938  -5.374   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       3.956  -7.159   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.895  -4.870   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.864  -3.725   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.642  -4.046   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.340  -2.261   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.310  -1.116   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15                                                       
CONECT   15   14    7   16                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   16   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₁N₃O₆

Average Mass

363.3700 Da

Monoisotopic Mass

363.14304 Da

IUPAC Name

(2S,4S,5S,6S)-4,5-dihydroxy-6-{3-[(C-hydroxycarbonimidoyl)methyl]-4-methoxy-1H-indol-1-yl}oxane-2-carboximidic acid

Traditional Name

(2S,4S,5S,6S)-4,5-dihydroxy-6-[3-(C-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

COC1=C2C(CC(O)=N)=CN([C@H]3O[C@@H](C[C@H](O)[C@@H]3O)C(O)=N)C2=CC=C1

InChI Identifier

InChI=1S/C17H21N3O6/c1-25-11-4-2-3-9-14(11)8(5-13(18)22)7-20(9)17-15(23)10(21)6-12(26-17)16(19)24/h2-4,7,10,12,15,17,21,23H,5-6H2,1H3,(H2,18,22)(H2,19,24)/t10-,12-,15-,17-/m0/s1

InChI Key

ODUVBPBVKBYRID-VTBSOJSOSA-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
Nocardiopsis dassonvillei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

N-glycosyl compound
N-alkylindole
3-alkylindole
Indole or derivatives
Indole
Anisole
Phenol ether
Alkyl aryl ether
Oxane
Pyran
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
1,2-diol
Secondary alcohol
Carboxamide group
Primary carboxylic acid amide
Oxacycle
Carboxylic acid derivative
Ether
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
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	-0.26	ALOGPS
logP	-4.9	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	-3.3	ChemAxon
pKa (Strongest Basic)	12.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	152.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.76 m³·mol⁻¹	ChemAxon
Polarizability	36.32 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

C00026990

Chemspider ID

10235355

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21603361

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid (NP0167664)

MOL for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

3D MOL for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

3D SDF for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

3D-SDF for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

PDB for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

3D PDB for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

SMILES for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

INCHI for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

Structure for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)

3D Structure for NP0167664 ((2s,4s,5s,6s)-4,5-dihydroxy-6-[3-(c-hydroxycarbonimidoylmethyl)-4-methoxyindol-1-yl]oxane-2-carboximidic acid)