NP-MRD: Showing NP-Card for 3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside (NP0031002)

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Record Information

Version

2.0

Created at

2021-06-19 22:12:36 UTC

Updated at

2021-06-29 23:59:19 UTC

NP-MRD ID

NP0031002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside is found in Artemisia monosperma. 3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside was first documented in 2005 (Stavri, M.,et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100123D          

 46 46  0  0  0  0            999 V2000
   -2.3015   -4.4705    6.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -3.4545    5.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.2454    6.0595 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2368   -2.1626    5.6415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8370   -1.0359    5.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3804   -0.0442    5.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    1.2096    4.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3631    2.1577    3.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7058    3.2666    3.0641 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8501    2.9184    2.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    3.5898    2.1221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1917    2.4345    1.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9473    2.7316    0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852    1.5372    0.1062 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.8856   -0.3983    0.8630 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3040   -1.1032    2.1601 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1562   -1.2952    2.9990 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7192   -1.2983   -0.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.7341   -1.2356 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8315    1.1196   -1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.9689   -0.7959 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4193    2.6648   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1679    3.3705   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
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  1  2  2  3  0  0  0
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  9 30  1  1  0  0  0
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 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 10 31  1  0  0  0  0
M  END

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
   -2.3015   -4.4705    6.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -3.4545    5.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.2454    6.0595 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2368   -2.1626    5.6415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8370   -1.0359    5.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9867    1.2096    4.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  3
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M  END


  Mrv1652306202100123D          

 46 46  0  0  0  0            999 V2000
   -2.3015   -4.4705    6.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -3.4545    5.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.2454    6.0595 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.8370   -1.0359    5.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 28  1  1  0  0  0
  9 30  1  1  0  0  0
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M  END
> <DATABASE_ID>
NP0031002

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O8/c1-2-10(18)5-3-4-6-11(19)7-8-23-16-15(22)14(21)13(20)12(9-17)24-16/h2,10-22H,1,7-9H2/t10-,11+,12-,13-,14+,15-,16-/m1/s1

> <INCHI_KEY>
MWOLLPDIFAGNPI-RMPHEQRESA-N

> <FORMULA>
C16H22O8

> <MOLECULAR_WEIGHT>
342.344

> <EXACT_MASS>
342.131467668

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.957451159055225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(3R,8R)-3,8-dihydroxydec-9-en-4,6-diyn-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.07

> <JCHEM_LOGP>
-1.811185046666667

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.833447378207225

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.14294357643666

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834106040716

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
83.75450000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(3R,8R)-3,8-dihydroxydec-9-en-4,6-diyn-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
   -2.3015   -4.4705    6.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -3.4545    5.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.2454    6.0595 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2368   -2.1626    5.6415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8370   -1.0359    5.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3804   -0.0442    5.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    1.2096    4.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3631    2.1577    3.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7058    3.2666    3.0641 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8501    2.9184    2.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    3.5898    2.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917    2.4345    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473    2.7316    0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852    1.5372    0.1062 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2056    0.8151    1.2373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8856   -0.3983    0.8630 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3040   -1.1032    2.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562   -1.2952    2.9990 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996   -0.0936   -0.0233 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7192   -1.2983   -0.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.7341   -1.2356 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8315    1.1196   -1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.9689   -0.7959 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4193    2.6648   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -4.4832    7.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7156   -5.3187    5.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881   -3.5000    4.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -2.3334    7.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2233   -1.9884    4.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    4.1600    3.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    2.6769    2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6557    3.8750    2.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990    4.4607    1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    1.4956    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9593    2.3109    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0017    0.9269   -0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -1.0455    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527   -2.0811    1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -0.4933    2.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -0.4320    2.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    0.4672    0.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -1.0166   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    0.1215   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    1.7820   -2.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5463    2.6622   -0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679    3.3705   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 14 23  1  0
 23 21  1  0
  1  2  2  3
 21 19  1  0
  2  3  1  0
 19 16  1  0
  3  5  1  0
 16 15  1  0
  5  6  3  0
 15 14  1  0
  6  7  1  0
  7  8  3  0
 19 20  1  0
  8  9  1  0
 21 22  1  0
  3  4  1  0
 23 24  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  9 10  1  0
 14 13  1  0
 16 17  1  0
 14 36  1  6
 19 41  1  1
 20 42  1  0
 21 43  1  6
 22 44  1  0
 23 45  1  1
 24 46  1  0
 17 38  1  0
 17 39  1  0
 16 37  1  6
 18 40  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  1
  9 30  1  1
  4 29  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 10 31  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.301  -4.471   6.080  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.730  -3.454   5.416  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.119  -2.245   6.059  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.237  -2.163   5.641  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.837  -1.036   5.648  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.380  -0.044   5.245  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.987   1.210   4.596  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.363   2.158   3.963  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.706   3.267   3.064  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.850   2.918   2.293  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.543   3.590   2.122  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.192   2.434   1.185  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.947   2.732   0.542  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.285   1.537   0.106  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.206   0.815   1.237  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.886  -0.398   0.863  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.304  -1.103   2.160  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.156  -1.295   2.999  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.100  -0.094  -0.023  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.719  -1.298  -0.475  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.665   0.734  -1.236  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.832   1.120  -1.980  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.883   1.969  -0.796  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.419   2.665  -1.963  0.00  0.00           O+0
HETATM   25  H   UNK     0      -2.361  -4.483   7.163  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.716  -5.319   5.543  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.688  -3.500   4.330  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.122  -2.333   7.151  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.223  -1.988   4.676  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.954   4.160   3.647  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.550   2.677   2.926  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.656   3.875   2.702  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.799   4.461   1.505  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.112   1.496   1.741  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.959   2.311   0.413  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.002   0.927  -0.461  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.168  -1.046   0.342  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.753  -2.081   1.964  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.015  -0.493   2.728  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.308  -0.432   2.982  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.854   0.467   0.543  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.367  -1.017  -1.154  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.067   0.122  -1.922  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.513   1.782  -2.628  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.546   2.662  -0.264  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.168   3.370  -1.624  0.00  0.00           H+0
CONECT    1    2   25   26                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    5    4   28                                             
CONECT    4    3   29                                                       
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   11   10   30                                             
CONECT   10    9   31                                                       
CONECT   11    9   12   32   33                                             
CONECT   12   11   13   34   35                                             
CONECT   13   12   14                                                       
CONECT   14   23   15   13   36                                             
CONECT   15   16   14                                                       
CONECT   16   19   15   17   37                                             
CONECT   17   18   16   38   39                                             
CONECT   18   17   40                                                       
CONECT   19   21   16   20   41                                             
CONECT   20   19   42                                                       
CONECT   21   23   19   22   43                                             
CONECT   22   21   44                                                       
CONECT   23   14   21   24   45                                             
CONECT   24   23   46                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   14                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
CONECT   44   22                                                            
CONECT   45   23                                                            
CONECT   46   24                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   92    0
END

RDKit          3D

46 46  0  0  0  0  0  0  0  0999 V2000
   -2.3015   -4.4705    6.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -3.4545    5.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.2454    6.0595 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2368   -2.1626    5.6415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8370   -1.0359    5.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3804   -0.0442    5.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9867    1.2096    4.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3631    2.1577    3.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7058    3.2666    3.0641 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8501    2.9184    2.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    3.5898    2.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917    2.4345    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9473    2.7316    0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852    1.5372    0.1062 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2056    0.8151    1.2373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8856   -0.3983    0.8630 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3040   -1.1032    2.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562   -1.2952    2.9990 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996   -0.0936   -0.0233 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7192   -1.2983   -0.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.7341   -1.2356 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8315    1.1196   -1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.9689   -0.7959 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4193    2.6648   -1.9633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -4.4832    7.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7156   -5.3187    5.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881   -3.5000    4.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -2.3334    7.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2233   -1.9884    4.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    4.1600    3.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496    2.6769    2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6557    3.8750    2.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990    4.4607    1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    1.4956    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9593    2.3109    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0017    0.9269   -0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -1.0455    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527   -2.0811    1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -0.4933    2.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -0.4320    2.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    0.4672    0.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -1.0166   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    0.1215   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    1.7820   -2.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5463    2.6622   -0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679    3.3705   -1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 14 23  1  0
 23 21  1  0
  1  2  2  3
 21 19  1  0
  2  3  1  0
 19 16  1  0
  3  5  1  0
 16 15  1  0
  5  6  3  0
 15 14  1  0
  6  7  1  0
  7  8  3  0
 19 20  1  0
  8  9  1  0
 21 22  1  0
  3  4  1  0
 23 24  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  9 10  1  0
 14 13  1  0
 16 17  1  0
 14 36  1  6
 19 41  1  1
 20 42  1  0
 21 43  1  6
 22 44  1  0
 23 45  1  1
 24 46  1  0
 17 38  1  0
 17 39  1  0
 16 37  1  6
 18 40  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  1
  9 30  1  1
  4 29  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 10 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₂O₈

Average Mass

342.3440 Da

Monoisotopic Mass

342.13147 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(3R,8R)-3,8-dihydroxydec-9-en-4,6-diyn-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-{[(3R,8R)-3,8-dihydroxydec-9-en-4,6-diyn-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H22O8/c1-2-10(18)5-3-4-6-11(19)7-8-23-16-15(22)14(21)13(20)12(9-17)24-16/h2,10-22H,1,7-9H2/t10-,11+,12-,13-,14+,15-,16-/m1/s1

InChI Key

MWOLLPDIFAGNPI-RMPHEQRESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Artemisia monosperma	JEOL database	Stavri, M.,et al, Phytochemistry 66, 233 (2005)

Chemical Taxonomy

Classification

Not classified

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	-1.1	ALOGPS
logP	-1.8	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.14	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	83.75 m³·mol⁻¹	ChemAxon
Polarizability	34.96 Å³	ChemAxon
Number of Rings	1	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

Not Available

References

General References

Stavri, M.,et al. (2005). Stavri, M.,et al, Phytochemistry 66, 233 (2005) . Phytochem..

Showing NP-Card for 3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside (NP0031002)

MOL for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

3D MOL for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

3D SDF for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

3D-SDF for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

PDB for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

3D PDB for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

SMILES for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

INCHI for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

Structure for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)

3D Structure for NP0031002 (3zeta,8zeta-dihydroxydec-9-en-4,6-yne-1-O-beta-D-glucopyranoside)