NP-MRD: Showing NP-Card for (3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol (NP0300468)

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Record Information

Version

2.0

Created at

2022-09-10 12:53:07 UTC

Updated at

2022-09-10 12:53:07 UTC

NP-MRD ID

NP0300468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol

Description

(3S,4S,5S,6R)-2-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-(propan-2-yl)tricyclo[9.3.0.0³,⁷]Tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. (3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol is found in Diaporthe amygdali. Based on a literature review very few articles have been published on (3S,4S,5S,6R)-2-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-(propan-2-yl)tricyclo[9.3.0.0³,⁷]Tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102214532D          

 41 44  0  0  1  0            999 V2000
    0.8500    7.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635    6.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604    6.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0740    7.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469    5.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573    6.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708    5.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6677    5.2694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8813    4.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6781    4.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917    3.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9823    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7935    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  9 10  1  0  0  0  0
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 38 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END

     RDKit          3D

 93 96  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309102214532D          

 41 44  0  0  1  0            999 V2000
    0.8500    7.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635    6.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604    6.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0740    7.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469    5.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573    6.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708    5.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6677    5.2694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8813    4.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6781    4.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917    3.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3083    2.8787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6240    2.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4465    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9823    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7935    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069    3.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6391    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9356    0.8185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8709   -0.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3083    1.3543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1792    0.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    1.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839    1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566    0.8185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2213   -0.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5414   -0.4712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6061   -1.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682    2.1165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7839    2.8787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2005    3.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    3.1944    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5461    4.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2615    4.8423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0584    4.6288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0480    5.6392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6313    6.2226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511    5.8527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0376    6.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  1  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  1  1  0  0  0
 10 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0300468

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@H]1CC[C@H]2[C@@H](C)[C@@H](O)[C@H](OC3O[C@H](COC(C)(C)C=C)[C@@H](O)[C@H](O)[C@@H]3O)C3=C(C[C@H](O)[C@]3(C)\C=C1/2)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H52O9/c1-9-31(5,6)39-15-22-26(35)27(36)28(37)30(40-22)41-29-24-20(16(2)3)12-23(33)32(24,7)13-21-18(14-38-8)10-11-19(21)17(4)25(29)34/h9,13,16-19,22-23,25-30,33-37H,1,10-12,14-15H2,2-8H3/b21-13-/t17-,18-,19+,22-,23+,25-,26-,27+,28+,29-,30?,32+/m1/s1

> <INCHI_KEY>
FEQSXXYJWMCXJX-YDBUOFLZSA-N

> <FORMULA>
C32H52O9

> <MOLECULAR_WEIGHT>
580.759

> <EXACT_MASS>
580.361133254

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
63.30680408219013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4S,5S,6R)-2-{[(1E,3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-(propan-2-yl)tricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol

> <JCHEM_LOGP>
1.8307085933333336

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.12154797660116

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200098164458685

> <JCHEM_PKA_STRONGEST_BASIC>
-3.01067836330993

> <JCHEM_POLAR_SURFACE_AREA>
138.07000000000002

> <JCHEM_REFRACTIVITY>
155.60650000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S,5S,6R)-2-{[(1E,3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       1.587  14.007   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.985  12.519   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.473  12.121   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.871  13.608   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.074  10.633   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.960  11.722   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.359  10.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.846   9.836   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.245   8.349   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.733   7.950   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.131   6.463   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.042   5.374   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.632   3.951   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.167   3.830   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.167   5.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.681   4.720   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.653   6.453   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.526   2.333   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.213   1.528   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.092  -0.007   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.042   2.528   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.801   1.007   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.619   1.939   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.197   2.528   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.026   1.528   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.146  -0.007   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.877  -0.880   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.998  -2.415   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.713   2.333   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.072   3.830   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.607   3.951   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.197   5.374   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.108   6.463   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.619   5.963   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.619   7.503   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       9.821   9.039   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.309   8.640   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       9.423  10.527   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      10.512  11.615   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.935  10.925   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.537  12.413   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   40                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   36                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   13   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   25   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   24   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   12   35                                                  
CONECT   35   34                                                            
CONECT   36   10   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    8   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₅₂O₉

Average Mass

580.7590 Da

Monoisotopic Mass

580.36113 Da

IUPAC Name

(3S,4S,5S,6R)-2-{[(1E,3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-(propan-2-yl)tricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol

Traditional Name

(3S,4S,5S,6R)-2-{[(1E,3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC[C@H]1CC[C@H]2[C@@H](C)[C@@H](O)[C@H](OC3O[C@H](COC(C)(C)C=C)[C@@H](O)[C@H](O)[C@@H]3O)C3=C(C[C@H](O)[C@]3(C)\C=C1/2)C(C)C

InChI Identifier

InChI=1S/C32H52O9/c1-9-31(5,6)39-15-22-26(35)27(36)28(37)30(40-22)41-29-24-20(16(2)3)12-23(33)32(24,7)13-21-18(14-38-8)10-11-19(21)17(4)25(29)34/h9,13,16-19,22-23,25-30,33-37H,1,10-12,14-15H2,2-8H3/b21-13-/t17-,18-,19+,22-,23+,25-,26-,27+,28+,29-,30?,32+/m1/s1

InChI Key

FEQSXXYJWMCXJX-YDBUOFLZSA-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
Fusicoccum amygdali	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Fusicoccane diterpenoid
Diterpenoid
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.83	ChemAxon
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.07 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	155.61 m³·mol⁻¹	ChemAxon
Polarizability	63.31 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163186257

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol (NP0300468)

MOL for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D MOL for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D SDF for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D-SDF for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

PDB for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D PDB for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

SMILES for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

INCHI for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

Structure for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D Structure for NP0300468 ((3s,4s,5s,6r)-2-{[(1e,3r,4s,8r,9r,10r,11s,14s)-4,9-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-8-yl]oxy}-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxane-3,4,5-triol)