NP-MRD: Showing NP-Card for 14,15-di(dehydroxyl)umbellacin F (NP0033255)

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Record Information

Version

2.0

Created at

2021-06-19 23:50:52 UTC

Updated at

2021-06-30 00:02:55 UTC

NP-MRD ID

NP0033255

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,15-di(dehydroxyl)umbellacin F

Provided By

JEOL Database JEOL Logo

Description

Methyl (1R,2S,5Z)-2-[(2E)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. 14,15-di(dehydroxyl)umbellacin F is found in Xenia elongata. 14,15-di(dehydroxyl)umbellacin F was first documented in 2007 (Andrianasolo, E. H., et al.). Based on a literature review very few articles have been published on methyl (1R,2S,5Z)-2-[(2E)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101503D          

 61 61  0  0  0  0            999 V2000
   -3.0458    1.3326    2.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2380    1.3424    1.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306202101503D          

 61 61  0  0  0  0            999 V2000
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   -2.7596    3.6846   -2.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3916    2.3916   -3.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8449    1.4307   -3.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428    0.6627   -3.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599    0.4616   -1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4839    1.1234    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4965   -1.0333   -1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8563   -1.1782   -0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0714   -2.6183   -2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    0.2719   -2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039   -0.9931   -4.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -1.0092   -3.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6537    1.9856   -3.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4743    2.6247   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658    3.0201   -3.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0484    2.0696   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1497   -3.7638   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601   -2.9685    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -3.1067    3.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -3.6439    2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1701   -4.8365    3.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.7879    1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8619    0.7138    2.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1895   -0.8457    2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6944   -0.8289    3.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
  6  7  1  0  0  0  0
 23 10  1  0  0  0  0
 10 42  1  6  0  0  0
 10  9  1  0  0  0  0
 23 58  1  1  0  0  0
 23  2  1  0  0  0  0
 24 25  2  0  0  0  0
  2  3  1  0  0  0  0
 24 26  1  0  0  0  0
  3  4  1  0  0  0  0
 26 27  1  0  0  0  0
  6  8  1  0  0  0  0
 18 19  1  0  0  0  0
  8  9  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 18 11  1  0  0  0  0
 13 14  1  0  0  0  0
  2  1  2  3  0  0  0
 14 15  2  3  0  0  0
 24 23  1  0  0  0  0
 15 16  1  0  0  0  0
  6  5  2  0  0  0  0
 15 17  1  0  0  0  0
  5  4  1  0  0  0  0
 20 21  1  0  0  0  0
 18 53  1  0  0  0  0
 18 54  1  0  0  0  0
  9 40  1  0  0  0  0
  9 41  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  4 32  1  0  0  0  0
  4 33  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 12 43  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  5 34  1  0  0  0  0
  7 35  1  0  0  0  0
  7 36  1  0  0  0  0
  7 37  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 27 61  1  0  0  0  0
 13 44  1  0  0  0  0
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 16 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033255

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C1C([H])([H])C([H])([H])\C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])[C@]([H])(C(=C(\[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])\C([H])([H])OC(=O)C([H])([H])[H])[C@@]1([H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O4/c1-16(2)9-7-12-20(15-27-19(5)24)21-14-13-17(3)10-8-11-18(4)22(21)23(25)26-6/h9-10,12,21-22H,4,7-8,11,13-15H2,1-3,5-6H3/b17-10-,20-12-/t21-,22+/m1/s1

> <INCHI_KEY>
ISIHCFKJFHDLCQ-ZMLYNIJVSA-N

> <FORMULA>
C23H34O4

> <MOLECULAR_WEIGHT>
374.521

> <EXACT_MASS>
374.245709575

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
42.63327553413395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,2S,5Z)-2-[(2E)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate

> <ALOGPS_LOGP>
5.27

> <JCHEM_LOGP>
4.623665359666666

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.75742434837617

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
111.41969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,5Z)-2-[(2E)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 61  0  0  0  0  0  0  0  0999 V2000
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   -0.3039   -0.9931   -4.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -1.0092   -3.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0484    2.0696   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1497   -3.7638   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1701   -4.8365    3.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1895   -0.8457    2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6944   -0.8289    3.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  6  7  1  0
 23 10  1  0
 10 42  1  6
 10  9  1  0
 23 58  1  1
 23  2  1  0
 24 25  2  0
  2  3  1  0
 24 26  1  0
  3  4  1  0
 26 27  1  0
  6  8  1  0
 18 19  1  0
  8  9  1  0
 19 20  1  0
 20 22  2  0
 11 12  2  0
 12 13  1  0
 18 11  1  0
 13 14  1  0
  2  1  2  3
 14 15  2  3
 24 23  1  0
 15 16  1  0
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 15 17  1  0
  5  4  1  0
 20 21  1  0
 18 53  1  0
 18 54  1  0
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  9 41  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  8 38  1  0
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 12 43  1  0
  1 28  1  0
  1 29  1  0
  5 34  1  0
  7 35  1  0
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 27 59  1  0
 27 60  1  0
 27 61  1  0
 13 44  1  0
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 16 47  1  0
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 17 50  1  0
 17 51  1  0
 17 52  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.046   1.333   2.619  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.238   1.342   1.541  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.863   2.660   0.878  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.009   3.370   0.142  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.155   2.964  -1.300  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.710   1.829  -1.767  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.800   1.566  -3.247  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.272   0.749  -0.874  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.401  -0.511  -0.789  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.890  -0.323  -0.464  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.163  -1.604  -0.937  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.391  -1.663  -2.046  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.088  -0.585  -3.053  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.363  -0.197  -3.024  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.898   1.008  -2.743  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.390   1.209  -2.772  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.122   2.239  -2.362  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.404  -2.885  -0.154  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.585  -2.873   1.015  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.737  -3.970   1.803  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.157  -3.874   3.001  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.505  -4.897   1.588  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.610   0.043   1.027  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.106   0.148   1.315  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.716   0.721   0.611  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.186  -0.428   2.522  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.563  -0.334   2.883  0.00  0.00           C+0
HETATM   28  H   UNK     0      -3.470   2.250   3.019  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.304   0.413   3.136  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.010   2.535   0.202  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.502   3.330   1.671  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.795   4.447   0.145  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.964   3.269   0.670  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.760   3.685  -2.015  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.392   2.392  -3.839  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.845   1.431  -3.544  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.243   0.663  -3.513  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.260   0.462  -1.260  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.484   1.123   0.130  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.497  -1.033  -1.752  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.856  -1.178  -0.046  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.512   0.509  -1.061  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.071  -2.618  -2.297  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.754   0.272  -2.957  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.304  -0.993  -4.049  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.043  -1.009  -3.279  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.751   1.518  -1.786  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.654   1.986  -3.498  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.928   0.297  -3.052  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.474   2.625  -1.400  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.266   3.020  -3.117  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.048   2.070  -2.266  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.150  -3.764  -0.760  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.460  -2.969   0.125  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.219  -3.107   3.681  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.179  -3.644   2.687  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.170  -4.837   3.520  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.996  -0.788   1.634  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.862   0.714   2.988  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.189  -0.846   2.145  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.694  -0.829   3.849  0.00  0.00           H+0
CONECT    1    2   28   29                                                  
CONECT    2   23    3    1                                                  
CONECT    3    2    4   30   31                                             
CONECT    4    3    5   32   33                                             
CONECT    5    6    4   34                                                  
CONECT    6    7    8    5                                                  
CONECT    7    6   35   36   37                                             
CONECT    8    6    9   38   39                                             
CONECT    9   10    8   40   41                                             
CONECT   10   11   23   42    9                                             
CONECT   11   10   12   18                                                  
CONECT   12   11   13   43                                                  
CONECT   13   12   14   44   45                                             
CONECT   14   13   15   46                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   47   48   49                                             
CONECT   17   15   50   51   52                                             
CONECT   18   19   11   53   54                                             
CONECT   19   18   20                                                       
CONECT   20   19   22   21                                                  
CONECT   21   20   55   56   57                                             
CONECT   22   20                                                            
CONECT   23   10   58    2   24                                             
CONECT   24   25   26   23                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   59   60   61                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    4                                                            
CONECT   33    4                                                            
CONECT   34    5                                                            
CONECT   35    7                                                            
CONECT   36    7                                                            
CONECT   37    7                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41    9                                                            
CONECT   42   10                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   16                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   18                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   23                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
CONECT   61   27                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  122    0
END

RDKit          3D

61 61  0  0  0  0  0  0  0  0999 V2000
   -3.0458    1.3326    2.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2380    1.3424    1.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8628    2.6596    0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0091    3.3702    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547    2.9638   -1.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7101    1.8290   -1.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000    1.5659   -3.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2725    0.7492   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -0.5110   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8898   -0.3234   -0.4636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1635   -1.6044   -0.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909   -1.6625   -2.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0878   -0.5851   -3.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -0.1966   -3.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976    1.0085   -2.7431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    1.2092   -2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219    2.2394   -2.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4041   -2.8849   -0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847   -2.8729    1.0148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370   -3.9698    1.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1570   -3.8741    3.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5047   -4.8971    1.5878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101    0.0432    1.0271 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1061    0.1482    1.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156    0.7209    0.6106 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1859   -0.4284    2.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5632   -0.3338    2.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4696    2.2498    3.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3038    0.4125    3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101    2.5353    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    3.3298    1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7947    4.4475    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9637    3.2688    0.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596    3.6846   -2.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3916    2.3916   -3.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8449    1.4307   -3.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428    0.6627   -3.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599    0.4616   -1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4839    1.1234    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4965   -1.0333   -1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8563   -1.1782   -0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5115    0.5089   -1.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -2.6183   -2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    0.2719   -2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039   -0.9931   -4.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -1.0092   -3.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7509    1.5175   -1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6537    1.9856   -3.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9282    0.2973   -3.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.6247   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658    3.0201   -3.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0484    2.0696   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1497   -3.7638   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601   -2.9685    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -3.1067    3.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -3.6439    2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1701   -4.8365    3.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.7879    1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8619    0.7138    2.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1895   -0.8457    2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6944   -0.8289    3.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  6  7  1  0
 23 10  1  0
 10 42  1  6
 10  9  1  0
 23 58  1  1
 23  2  1  0
 24 25  2  0
  2  3  1  0
 24 26  1  0
  3  4  1  0
 26 27  1  0
  6  8  1  0
 18 19  1  0
  8  9  1  0
 19 20  1  0
 20 22  2  0
 11 12  2  0
 12 13  1  0
 18 11  1  0
 13 14  1  0
  2  1  2  3
 14 15  2  3
 24 23  1  0
 15 16  1  0
  6  5  2  0
 15 17  1  0
  5  4  1  0
 20 21  1  0
 18 53  1  0
 18 54  1  0
  9 40  1  0
  9 41  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  8 38  1  0
  8 39  1  0
 12 43  1  0
  1 28  1  0
  1 29  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl (1R,2S,5Z)-2-[(2E)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylic acid	Generator

Chemical Formula

C₂₃H₃₄O₄

Average Mass

374.5210 Da

Monoisotopic Mass

374.24571 Da

IUPAC Name

methyl (1R,2S,5Z)-2-[(2E)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate

Traditional Name

methyl (1R,2S,5Z)-2-[(2E)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C([H])=C1C([H])([H])C([H])([H])\C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])[C@]([H])(C(=C(\[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])\C([H])([H])OC(=O)C([H])([H])[H])[C@@]1([H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C23H34O4/c1-16(2)9-7-12-20(15-27-19(5)24)21-14-13-17(3)10-8-11-18(4)22(21)23(25)26-6/h9-10,12,21-22H,4,7-8,11,13-15H2,1-3,5-6H3/b17-10-,20-12-/t21-,22+/m1/s1

InChI Key

ISIHCFKJFHDLCQ-ZMLYNIJVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Xenia elongata	JEOL database	Andrianasolo, E. H., et al, J. Nat. Prod. 70, 1551 (2007)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.27	ALOGPS
logP	4.62	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	111.42 m³·mol⁻¹	ChemAxon
Polarizability	42.63 Å³	ChemAxon
Number of Rings	1	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

58122249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25005030

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Andrianasolo, E. H., et al. (2007). Andrianasolo, E. H., et al, J. Nat. Prod. 70, 1551 (2007). J. Nat. Prod..

Showing NP-Card for 14,15-di(dehydroxyl)umbellacin F (NP0033255)

MOL for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

3D MOL for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

3D SDF for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

3D-SDF for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

PDB for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

3D PDB for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

SMILES for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

INCHI for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

Structure for NP0033255 (14,15-di(dehydroxyl)umbellacin F)

3D Structure for NP0033255 (14,15-di(dehydroxyl)umbellacin F)