NP-MRD: Showing NP-Card for Pacovatinin A (NP0025841)

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Record Information

Version

2.0

Created at

2021-06-19 17:51:21 UTC

Updated at

2021-06-29 23:51:01 UTC

NP-MRD ID

NP0025841

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pacovatinin A

Provided By

JEOL Database JEOL Logo

Description

Pacovatinin A is found in Hedychium coronarium, Hedychium coronarium KOEN. , Hedychium spicatum, Renealmia alpinia and Renealmia oxaltata. Pacovatinin A was first documented in 2002 (PMID: 12192135). Based on a literature review very few articles have been published on hedychilactone A (PMID: 16384699).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119513D          

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     RDKit          3D

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  Mrv1652306192119513D          

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    0.1503   -0.5402   -4.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    0.5456   -3.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9578   -0.1926    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478    0.7346   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    2.0002   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3026    1.5397    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572    4.3265   -1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016    4.4048   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407    5.9831    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572    6.5328   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
 11 10  1  0  0  0  0
  7  8  1  1  0  0  0
 11 12  1  0  0  0  0
 13 14  1  6  0  0  0
 10  7  1  0  0  0  0
  2  1  2  3  0  0  0
  7  6  1  0  0  0  0
 16 17  1  0  0  0  0
 13 12  1  0  0  0  0
 17 18  2  0  0  0  0
 18 22  1  0  0  0  0
 13 15  1  0  0  0  0
  6  5  1  0  0  0  0
  5  3  1  0  0  0  0
  3  2  1  0  0  0  0
 22 21  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  1  0  0  0  0
  2 15  1  0  0  0  0
  7  9  1  0  0  0  0
 13  6  1  0  0  0  0
  6 30  1  1  0  0  0
 15 16  1  0  0  0  0
 22 23  2  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  3 26  1  1  0  0  0
 15 46  1  1  0  0  0
 16 47  1  0  0  0  0
 16 48  1  0  0  0  0
  4 27  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 14 43  1  0  0  0  0
 14 44  1  0  0  0  0
 14 45  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 17 49  1  0  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025841

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C(=C([H])[H])[C@]([H])(C([H])([H])C(\[H])=C2\C(=O)OC([H])([H])C2([H])[H])[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-13-15(7-6-14-8-11-23-18(14)22)20(4)10-5-9-19(2,3)17(20)12-16(13)21/h6,15-17,21H,1,5,7-12H2,2-4H3/b14-6+/t15-,16-,17-,20+/m0/s1

> <INCHI_KEY>
NTDYMFJJFRUEDG-LAABLSLUSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.457

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
36.80735437003308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-3-{2-[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}oxolan-2-one

> <ALOGPS_LOGP>
4.15

> <JCHEM_LOGP>
3.8620889763333333

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.547390214821142

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2471704572692732

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
91.94829999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.78e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-3-{2-[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethylidene}oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
   -0.8714    2.3879   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    1.0801   -0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767    0.0938   -0.0667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9245    0.7274    0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8925   -0.9954   -1.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -1.7013   -1.4870 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7444   -3.0030   -2.3475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5608   -4.0539   -1.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989   -2.7933   -3.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441   -3.6335   -2.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6766   -2.6559   -3.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453   -1.4413   -2.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285   -0.6657   -1.9771 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1361    0.0929   -3.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7293    0.3907   -0.7993 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9571    1.3334   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946    2.1123    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064    3.4157    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988    4.4275   -0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970    5.6965    0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    5.4328    1.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9215    4.0941    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1152    3.5592    2.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8580    2.8107   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1272    3.0790   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -0.3681    0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7803    1.3176    0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749   -0.5685   -2.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188   -1.7081   -0.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1765   -2.0770   -0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428   -4.2075   -0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559   -5.0254   -2.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6091   -3.7598   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -2.2122   -4.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646   -2.3024   -3.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7070   -3.7572   -4.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5511   -4.4776   -3.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0370   -4.0544   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116   -2.3464   -4.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6418   -3.1702   -3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2696   -1.7793   -1.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922   -0.7841   -2.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457    0.8987   -3.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1503   -0.5402   -4.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    0.5456   -3.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9578   -0.1926    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478    0.7346   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    2.0002   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3026    1.5397    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572    4.3265   -1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016    4.4048   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407    5.9831    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572    6.5328   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 11 10  1  0
  7  8  1  1
 11 12  1  0
 13 14  1  6
 10  7  1  0
  2  1  2  3
  7  6  1  0
 16 17  1  0
 13 12  1  0
 17 18  2  0
 18 22  1  0
 13 15  1  0
  6  5  1  0
  5  3  1  0
  3  2  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
  2 15  1  0
  7  9  1  0
 13  6  1  0
  6 30  1  1
 15 16  1  0
 22 23  2  0
 11 39  1  0
 11 40  1  0
 10 37  1  0
 10 38  1  0
 12 41  1  0
 12 42  1  0
  5 28  1  0
  5 29  1  0
  3 26  1  1
 15 46  1  1
 16 47  1  0
 16 48  1  0
  4 27  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 14 43  1  0
 14 44  1  0
 14 45  1  0
  1 24  1  0
  1 25  1  0
 17 49  1  0
 20 52  1  0
 20 53  1  0
 19 50  1  0
 19 51  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.871   2.388  -0.721  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.620   1.080  -0.525  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.677   0.094  -0.067  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.925   0.727   0.186  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.893  -0.995  -1.121  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.567  -1.701  -1.487  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.744  -3.003  -2.348  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.561  -4.054  -1.548  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.499  -2.793  -3.673  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.644  -3.634  -2.614  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.677  -2.656  -3.155  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.845  -1.441  -2.245  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.529  -0.666  -1.977  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.136   0.093  -3.271  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.729   0.391  -0.799  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.957   1.333  -0.978  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.295   2.112   0.270  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.606   3.416   0.327  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.699   4.428  -0.750  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.497   5.697   0.041  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.974   5.433   1.362  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.922   4.094   1.607  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.115   3.559   2.682  0.00  0.00           O+0
HETATM   24  H   UNK     0      -1.858   2.811  -0.555  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.127   3.079  -1.093  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.355  -0.368   0.875  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.780   1.318   0.945  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.375  -0.569  -2.008  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.619  -1.708  -0.716  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.177  -2.077  -0.526  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.143  -4.207  -0.547  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.556  -5.025  -2.057  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.609  -3.760  -1.435  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.937  -2.212  -4.402  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.465  -2.302  -3.518  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.707  -3.757  -4.155  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.551  -4.478  -3.309  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.037  -4.054  -1.678  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.412  -2.346  -4.171  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.642  -3.170  -3.241  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.270  -1.779  -1.291  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.592  -0.784  -2.706  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.846   0.899  -3.485  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.150  -0.540  -4.157  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.857   0.546  -3.213  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.958  -0.193   0.107  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.848   0.735  -1.195  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.816   2.000  -1.834  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.303   1.540   1.198  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.957   4.327  -1.546  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.702   4.405  -1.191  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.441   5.983   0.104  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.057   6.533  -0.388  0.00  0.00           H+0
CONECT    1    2   24   25                                                  
CONECT    2    1    3   15                                                  
CONECT    3    4    5    2   26                                             
CONECT    4    3   27                                                       
CONECT    5    6    3   28   29                                             
CONECT    6    7    5   13   30                                             
CONECT    7    8   10    6    9                                             
CONECT    8    7   31   32   33                                             
CONECT    9    7   34   35   36                                             
CONECT   10   11    7   37   38                                             
CONECT   11   10   12   39   40                                             
CONECT   12   11   13   41   42                                             
CONECT   13   14   12   15    6                                             
CONECT   14   13   43   44   45                                             
CONECT   15   13    2   16   46                                             
CONECT   16   17   15   47   48                                             
CONECT   17   16   18   49                                                  
CONECT   18   17   22   19                                                  
CONECT   19   20   18   50   51                                             
CONECT   20   21   19   52   53                                             
CONECT   21   22   20                                                       
CONECT   22   18   21   23                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   14                                                            
CONECT   44   14                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

RDKit          3D

53 55  0  0  0  0  0  0  0  0999 V2000
   -0.8714    2.3879   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9571    1.3334   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946    2.1123    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6064    3.4157    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988    4.4275   -0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970    5.6965    0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    5.4328    1.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9215    4.0941    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1152    3.5592    2.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1272    3.0790   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -0.3681    0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3749   -0.5685   -2.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188   -1.7081   -0.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1765   -2.0770   -0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6091   -3.7598   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -2.2122   -4.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6418   -3.1702   -3.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1503   -0.5402   -4.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    0.5456   -3.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9578   -0.1926    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478    0.7346   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    2.0002   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3026    1.5397    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572    4.3265   -1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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  7  8  1  1
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  2  1  2  3
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  5  3  1  0
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  9 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₀O₃

Average Mass

318.4570 Da

Monoisotopic Mass

318.21949 Da

IUPAC Name

(3E)-3-{2-[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}oxolan-2-one

Traditional Name

(3E)-3-{2-[(1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethylidene}oxolan-2-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C(=C([H])[H])[C@]([H])(C([H])([H])C(\[H])=C2\C(=O)OC([H])([H])C2([H])[H])[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])C1([H])[H]

InChI Identifier

InChI=1S/C20H30O3/c1-13-15(7-6-14-8-11-23-18(14)22)20(4)10-5-9-19(2,3)17(20)12-16(13)21/h6,15-17,21H,1,5,7-12H2,2-4H3/b14-6+/t15-,16-,17-,20+/m0/s1

InChI Key

NTDYMFJJFRUEDG-LAABLSLUSA-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
Hedychium coronarium	LOTUS Database	35616633
Hedychium coronarium KOEN.	Plant	KNApSAcK
Hedychium spicatum	LOTUS Database	35616633
Renealmia alpinia	LOTUS Database	35616633
Renealmia oxaltata	JEOL database	Sekiguchi, M., et al, J. Nat. Prod. 64,1102 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
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	4.15	ALOGPS
logP	3.86	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	18.55	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.95 m³·mol⁻¹	ChemAxon
Polarizability	36.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8217160

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10041596

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Oh S, Jeong IH, Shin WS, Wang Q, Lee S: Synthesis and biological activity of (+)-hedychilactone A and its analogs from (+)-sclareolide. Bioorg Med Chem Lett. 2006 Mar 15;16(6):1656-9. doi: 10.1016/j.bmcl.2005.12.009. Epub 2005 Dec 27. [PubMed:16384699 ]
Morikawa T, Matsuda H, Sakamoto Y, Ueda K, Yoshikawa M: New farnesane-type sesquiterpenes, hedychiols A and B 8,9-diacetate, and inhibitors of degranulation in RBL-2H3 cells from the rhizome of Hedychium coronarium. Chem Pharm Bull (Tokyo). 2002 Aug;50(8):1045-9. doi: 10.1248/cpb.50.1045. [PubMed:12192135 ]
Sekiguchi, M., et al. (2001). Sekiguchi, M., et al, J. Nat. Prod. 64,1102 (2001). J. Nat. Prod..

Showing NP-Card for Pacovatinin A (NP0025841)

MOL for NP0025841 (Pacovatinin A)

3D MOL for NP0025841 (Pacovatinin A)

3D SDF for NP0025841 (Pacovatinin A)

3D-SDF for NP0025841 (Pacovatinin A)

PDB for NP0025841 (Pacovatinin A)

3D PDB for NP0025841 (Pacovatinin A)

SMILES for NP0025841 (Pacovatinin A)

INCHI for NP0025841 (Pacovatinin A)

Structure for NP0025841 (Pacovatinin A)

3D Structure for NP0025841 (Pacovatinin A)