NP-MRD: Showing NP-Card for (+)-Gagunin M (NP0076577)

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Record Information

Version

1.0

Created at

2022-04-28 21:46:16 UTC

Updated at

2022-04-28 21:46:16 UTC

NP-MRD ID

NP0076577

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Gagunin M

Description

(1R,2S,3aR,4S,5aR,6S,7S,8S,10aS,10bR)-7-(acetyloxy)-2,6-bis(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-(propan-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,10aH,10bH-cyclohepta[e]inden-4-yl (2S)-2-methylbutanoate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (+)-Gagunin M is found in Phorbas sp. Based on a literature review very few articles have been published on (1R,2S,3aR,4S,5aR,6S,7S,8S,10aS,10bR)-7-(acetyloxy)-2,6-bis(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-(propan-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,10aH,10bH-cyclohepta[e]inden-4-yl (2S)-2-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223462D          

 44 46  0  0  1  0            999 V2000
   -1.2125    3.1180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3961    2.3137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7914    1.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    1.9957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1806    2.8000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4242    3.3612    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0774    4.1097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7417    4.0112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9011    3.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3028    4.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    4.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3503    3.6441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6683    5.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4726    4.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0338    5.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792    4.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7105    1.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040   -0.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5191    1.4979    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 19  1  6  0  0  0
  4 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
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  1 31  1  1  0  0  0
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 27 38  1  6  0  0  0
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 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
  2 44  1  6  0  0  0
M  END

     RDKit          3D

100102  0  0  0  0  0  0  0  0999 V2000
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 11 58  1  1
 15 59  1  1
 16 60  1  0
 16 61  1  0
 16 62  1  0
 17 63  1  0
 17 64  1  0
 18 65  1  0
 18 66  1  0
 18 67  1  0
M  END


  Mrv1652304282223462D          

 44 46  0  0  1  0            999 V2000
   -1.2125    3.1180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3961    2.3137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7914    1.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    1.9957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1806    2.8000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4242    3.3612    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0774    4.1097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7417    4.0112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9011    3.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3028    4.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    4.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3503    3.6441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6683    5.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4726    4.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0338    5.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792    4.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    5.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041    4.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8407    2.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    1.4346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    1.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737    2.4820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9949    1.1166    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8113    0.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7832    1.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880    0.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    1.9557    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8827    2.3137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0663    3.1180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5519    3.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269    3.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099    4.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8706    3.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277    1.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048    0.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    0.6821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0498    0.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    1.1307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249   -0.1068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    1.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040   -0.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5191    1.4979    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 19  1  6  0  0  0
  4 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
  1 31  1  1  0  0  0
 30 32  1  0  0  0  0
 29 33  1  1  0  0  0
 28 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 27 38  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
  2 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0076577

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)O[C@H]1C[C@]2(C)[C@@H]([C@H]1C(C)C)[C@@H]1C=C(C)[C@H](O)[C@H](OC(C)=O)[C@@H](OC(=O)CCC)[C@]1(C)C[C@@H]2OC(=O)[C@@H](C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C35H56O9/c1-11-14-26(37)42-24-17-35(10)25(43-33(40)20(6)13-3)18-34(9)23(29(35)28(24)19(4)5)16-21(7)30(39)31(41-22(8)36)32(34)44-27(38)15-12-2/h16,19-20,23-25,28-32,39H,11-15,17-18H2,1-10H3/t20-,23-,24-,25-,28-,29+,30-,31-,32+,34+,35-/m0/s1

> <INCHI_KEY>
JCOUIOWVKORDDJ-ACMSHJEOSA-N

> <FORMULA>
C35H56O9

> <MOLECULAR_WEIGHT>
620.824

> <EXACT_MASS>
620.392433383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
68.74724063353989

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3aR,4S,5aR,6S,7S,8S,10aS,10bR)-7-(acetyloxy)-2,6-bis(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-(propan-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,6H,7H,8H,10aH,10bH-cyclohepta[e]inden-4-yl (2S)-2-methylbutanoate

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
6.144966713333334

> <ALOGPS_LOGS>
-5.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.515284987434946

> <JCHEM_PKA_STRONGEST_BASIC>
-3.448214346495954

> <JCHEM_POLAR_SURFACE_AREA>
125.43

> <JCHEM_REFRACTIVITY>
164.70370000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3aR,4S,5aR,6S,7S,8S,10aS,10bR)-7-(acetyloxy)-2,6-bis(butanoyloxy)-8-hydroxy-1-isopropyl-3a,5a,9-trimethyl-1H,2H,3H,4H,5H,6H,7H,8H,10aH,10bH-cyclohepta[e]inden-4-yl (2S)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -2.263   5.820   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.606   4.319   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.477   3.271   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.006   3.725   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.337   5.227   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.792   6.274   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.144   7.671   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.385   7.488   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.682   5.977   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.432   8.617   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.933   8.274   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.387   6.802   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.981   9.403   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.482   9.060   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.530  10.189   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.894   9.017   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.105  10.339   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.434   9.040   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.569   4.303   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.123   2.678   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.595   3.132   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.938   4.633   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.724   2.084   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.381   0.583   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.195   2.538   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.324   1.491   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.994   3.651   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.381   4.319   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.724   5.820   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.764   7.024   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.224   7.024   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.432   8.412   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -7.225   6.163   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -6.585   3.359   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -6.356   1.836   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.922   1.273   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -7.560   0.876   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.994   2.111   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.660   1.341   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -2.660  -0.199   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -1.326   2.111   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.007   1.341   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.007  -0.199   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.836   2.796   0.000  0.00  0.00           C+0
CONECT    1    2    6   31                                                  
CONECT    2    1    3   27   44                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6    9   19                                             
CONECT    6    5    1    7                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    7   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    5                                                            
CONECT   20    4   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27    2   28   38                                                  
CONECT   28   27   29   34                                                  
CONECT   29   28   30   33                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30    1                                                       
CONECT   32   30                                                            
CONECT   33   29                                                            
CONECT   34   28   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   27   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44    2                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,3AR,4S,5ar,6S,7S,8S,10as,10BR)-7-(acetyloxy)-2,6-bis(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-(propan-2-yl)-1H,2H,3H,3ah,4H,5H,5ah,6H,7H,8H,10ah,10BH-cyclohepta[e]inden-4-yl (2S)-2-methylbutanoic acid	Generator

Chemical Formula

C₃₅H₅₆O₉

Average Mass

620.8240 Da

Monoisotopic Mass

620.39243 Da

IUPAC Name

Traditional Name

(1R,2S,3aR,4S,5aR,6S,7S,8S,10aS,10bR)-7-(acetyloxy)-2,6-bis(butanoyloxy)-8-hydroxy-1-isopropyl-3a,5a,9-trimethyl-1H,2H,3H,4H,5H,6H,7H,8H,10aH,10bH-cyclohepta[e]inden-4-yl (2S)-2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)O[C@H]1C[C@]2(C)[C@@H]([C@H]1C(C)C)[C@@H]1C=C(C)[C@H](O)[C@H](OC(C)=O)[C@@H](OC(=O)CCC)[C@]1(C)C[C@@H]2OC(=O)[C@@H](C)CC

InChI Identifier

InChI=1S/C35H56O9/c1-11-14-26(37)42-24-17-35(10)25(43-33(40)20(6)13-3)18-34(9)23(29(35)28(24)19(4)5)16-21(7)30(39)31(41-22(8)36)32(34)44-27(38)15-12-2/h16,19-20,23-25,28-32,39H,11-15,17-18H2,1-10H3/t20-,23-,24-,25-,28-,29+,30-,31-,32+,34+,35-/m0/s1

InChI Key

JCOUIOWVKORDDJ-ACMSHJEOSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Phorbas sp.	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Tetracarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	5.25	ALOGPS
logP	6.14	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	13.52	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	125.43 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	164.7 m³·mol⁻¹	ChemAxon
Polarizability	68.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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

163068233

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Gagunin M (NP0076577)

MOL for NP0076577 ((+)-Gagunin M)

3D MOL for NP0076577 ((+)-Gagunin M)

3D SDF for NP0076577 ((+)-Gagunin M)

3D-SDF for NP0076577 ((+)-Gagunin M)

PDB for NP0076577 ((+)-Gagunin M)

3D PDB for NP0076577 ((+)-Gagunin M)

SMILES for NP0076577 ((+)-Gagunin M)

INCHI for NP0076577 ((+)-Gagunin M)

Structure for NP0076577 ((+)-Gagunin M)

3D Structure for NP0076577 ((+)-Gagunin M)