NP-MRD: Showing NP-Card for 2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0306759)

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Record Information

Version

2.0

Created at

2022-09-10 23:26:54 UTC

Updated at

2022-09-10 23:26:55 UTC

NP-MRD ID

NP0306759

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

2-{[5-(3-Hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-decahydronaphthalen-2-yl]oxy}-6-(hydroxymethyl)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. 2-{[5-(3-Hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-decahydronaphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241506552D          

 44 47  0  0  0  0            999 V2000
    2.9684   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    1.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0980   -1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1501    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
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  6 19  1  0  0  0  0
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  7 33  1  0  0  0  0
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 34 35  1  0  0  0  0
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 34 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  2  0  0  0  0
M  END

     RDKit          3D

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   -3.8901   -3.0200    2.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7706   -3.0445    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7559   -1.6373    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387   -0.6193    0.3996 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.0725    1.8386    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 63  1  1
 16 64  1  0
 17 65  1  6
 18 66  1  0
 19 67  1  1
 20 68  1  0
  2 47  1  0
  1 45  1  0
  1 46  1  0
M  END


  Mrv1533004241506552D          

 44 47  0  0  0  0            999 V2000
    2.9684   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    1.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -0.1757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2267    2.0067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320    1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    1.7202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  6 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
  7 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 34 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0306759

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)(CCC1C(C)(CCC2C(C)(CO)C(CCC12C)OC1OC(CO)C(O)C(O)C1O)OC1OCC(O)C(O)C1O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C31H54O13/c1-6-28(2,40)10-7-19-29(3)11-9-20(43-27-25(39)23(37)22(36)17(13-32)42-27)30(4,15-33)18(29)8-12-31(19,5)44-26-24(38)21(35)16(34)14-41-26/h6,16-27,32-40H,1,7-15H2,2-5H3

> <INCHI_KEY>
VQBUDTNPBWKQNY-UHFFFAOYSA-N

> <FORMULA>
C31H54O13

> <MOLECULAR_WEIGHT>
634.76

> <EXACT_MASS>
634.356441799

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
67.64855128131849

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-decahydronaphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-1.0860603840000014

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.458613048734968

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.926466252702724

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7857251422600067

> <JCHEM_POLAR_SURFACE_AREA>
218.98999999999995

> <JCHEM_REFRACTIVITY>
155.1372

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2H-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       5.541  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.461  -6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.807  -3.757   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.345   1.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.325   1.180   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.798   2.627   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.669  -0.000   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.670  -0.770   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.183  -2.043   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.710  -0.595   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.226  -0.328   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.753   1.119   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.763   2.299   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.290   3.746   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -0.246   2.031   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       0.743   3.211   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       0.280   0.584   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.797   0.317   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   43                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8    9   33                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   14   16                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   12   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    6   11   20                                             
CONECT   20   19                                                            
CONECT   21   16   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   22   32                                                  
CONECT   32   31                                                            
CONECT   33    7   34                                                       
CONECT   34   33   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   34   42                                                  
CONECT   42   41                                                            
CONECT   43    2   44                                                       
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₅₄O₁₃

Average Mass

634.7600 Da

Monoisotopic Mass

634.35644 Da

IUPAC Name

2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-decahydronaphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2H-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC(O)(CCC1C(C)(CCC2C(C)(CO)C(CCC12C)OC1OC(CO)C(O)C(O)C1O)OC1OCC(O)C(O)C1O)C=C

InChI Identifier

InChI=1S/C31H54O13/c1-6-28(2,40)10-7-19-29(3)11-9-20(43-27-25(39)23(37)22(36)17(13-32)42-27)30(4,15-33)18(29)8-12-31(19,5)44-26-24(38)21(35)16(34)14-41-26/h6,16-27,32-40H,1,7-15H2,2-5H3

InChI Key

VQBUDTNPBWKQNY-UHFFFAOYSA-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

Not Available

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
Labdane diterpenoid
Diterpenoid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Tertiary alcohol
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxygen 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	-0.7	ALOGPS
logP	-1.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	218.99 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	155.14 m³·mol⁻¹	ChemAxon
Polarizability	67.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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Phenol Explorer Compound ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0306759)

MOL for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0306759 (2-{[5-(3-hydroxy-3-methylpent-4-en-1-yl)-1-(hydroxymethyl)-1,4a,6-trimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-hexahydro-2h-naphthalen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)