NP-MRD: Showing NP-Card for Bonactin (NP0004901)

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Record Information

Version

2.0

Created at

2020-12-09 02:18:02 UTC

Updated at

2021-07-15 16:50:29 UTC

NP-MRD ID

NP0004901

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bonactin

Provided By

NPAtlas

Description

2-{5-[2-({2-[5-(2-Hydroxybutyl)oxolan-2-yl]propanoyl}oxy)propyl]oxolan-2-yl}propanoic acid belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Bonactin is found in Streptomyces. Bonactin was first documented in 2003 (PMID: 14510621). Based on a literature review very few articles have been published on 2-{5-[2-({2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyl}oxy)propyl]oxolan-2-yl}propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118093D          

 64 65  0  0  0  0            999 V2000
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    6.4781   -0.9607    1.5999 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118093D          

 64 65  0  0  0  0            999 V2000
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    4.2499    0.5094   -2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7864    2.5370   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181    1.5649   -2.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962    1.0896    0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8179   -1.0015    0.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692   -0.5158   -2.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -1.8257   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -1.7290   -1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0238    2.0630   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6674    2.7066    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735   -0.1413    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189    0.9069   -1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0701   -1.9501   -0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0449    1.1319    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3520   -0.1132   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3852   -4.2355    1.5925 H   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
  3  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 24 25  2  0  0  0  0
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 21 27  1  0  0  0  0
  9 28  1  0  0  0  0
 28  6  1  0  0  0  0
 27 18  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  1  0  0  0
  4 35  1  0  0  0  0
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 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 23 63  1  0  0  0  0
 26 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004901

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O7/c1-5-15(22)11-17-7-9-19(28-17)14(4)21(25)26-12(2)10-16-6-8-18(27-16)13(3)20(23)24/h12-19,22H,5-11H2,1-4H3,(H,23,24)/t12-,13-,14+,15+,16+,17-,18-,19+/m1/s1

> <INCHI_KEY>
JZCRGJSEBZCNAR-UHFFFAOYSA-N

> <FORMULA>
C21H36O7

> <MOLECULAR_WEIGHT>
400.512

> <EXACT_MASS>
400.246103499

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
44.5472966836994

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(2R,5S)-5-[(2R)-2-{[(2S)-2-[(2S,5R)-5-[(2S)-2-hydroxybutyl]oxolan-2-yl]propanoyl]oxy}propyl]oxolan-2-yl]propanoic acid

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
2.575585752333332

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.186759520550837

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.149804737184076

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7171113857128075

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
102.68959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2R,5S)-5-[(2R)-2-{[(2S)-2-[(2S,5R)-5-[(2S)-2-hydroxybutyl]oxolan-2-yl]propanoyl]oxy}propyl]oxolan-2-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
    7.7605   -0.3360    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2682    0.5219   -0.2167 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1025   -0.3098   -0.6853 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3950   -1.1135   -1.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798    0.5900   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5390   -0.9079    1.4270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3512    0.0879    0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0420   -2.2653    1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9110    0.9146    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.9529   -1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7864    2.5370   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5572   -1.8257   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -1.7290   -1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0238    2.0630   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0449    1.1319    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3520   -0.1132   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3852   -4.2355    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 10 12  1  0
 12 13  2  0
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 24 25  2  0
 24 26  1  0
 21 27  1  0
  9 28  1  0
 28  6  1  0
 27 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  1
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  1
  7 39  1  0
  7 40  1  0
  8 41  1  0
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  9 43  1  1
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 22 60  1  1
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 23 63  1  0
 26 64  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       7.761  -0.336   1.158  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.478  -0.961   1.600  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.774  -1.731   0.512  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.611  -2.752   0.069  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.411  -0.883  -0.663  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.486   0.251  -0.285  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.155   1.070  -1.507  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.741   1.508  -1.218  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.268   0.522  -0.217  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.103  -0.310  -0.685  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.395  -1.113  -1.907  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.080   0.590  -0.932  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.614   0.672  -2.064  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.627   1.362   0.073  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.719   2.185  -0.171  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.373   3.664  -0.044  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.870   1.949   0.769  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.379   0.553   0.680  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.893   0.148  -0.674  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.741  -1.079  -0.312  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.066  -0.827   1.119  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.539  -0.908   1.427  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.351   0.088   0.650  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.042  -2.265   1.203  0.00  0.00           C+0
HETATM   25  O   UNK     0      -7.943  -2.580   0.397  0.00  0.00           O+0
HETATM   26  O   UNK     0      -6.464  -3.301   1.959  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.497   0.365   1.492  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.298  -0.271   0.191  0.00  0.00           O+0
HETATM   29  H   UNK     0       8.580  -1.073   1.174  0.00  0.00           H+0
HETATM   30  H   UNK     0       7.998   0.480   1.896  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.719   0.136   0.164  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.709  -1.684   2.416  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.767  -0.228   2.048  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.873  -2.185   0.926  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.587  -3.498   0.708  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.298  -0.488  -1.207  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.868  -1.521  -1.388  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.911   0.915   0.484  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.821   1.953  -1.571  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.250   0.509  -2.448  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.786   2.537  -0.795  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.118   1.565  -2.132  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.896   1.090   0.686  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.818  -1.002   0.133  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.469  -0.516  -2.833  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.557  -1.826  -2.057  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.297  -1.729  -1.720  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.024   2.063  -1.233  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.267   4.216  -0.403  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.212   3.959   1.004  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.537   3.951  -0.720  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.468   2.083   1.798  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.667   2.707   0.662  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.574  -0.141   0.998  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.619   0.907  -1.036  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.137  -0.121  -1.407  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.070  -1.950  -0.471  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.607  -1.181  -0.975  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.577  -1.640   1.722  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.661  -0.663   2.503  0.00  0.00           H+0
HETATM   61  H   UNK     0      -8.404  -0.013   0.985  0.00  0.00           H+0
HETATM   62  H   UNK     0      -7.045   1.132   0.869  0.00  0.00           H+0
HETATM   63  H   UNK     0      -7.352  -0.113  -0.441  0.00  0.00           H+0
HETATM   64  H   UNK     0      -6.385  -4.236   1.593  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3   32   33                                             
CONECT    3    2    4    5   34                                             
CONECT    4    3   35                                                       
CONECT    5    3    6   36   37                                             
CONECT    6    5    7   28   38                                             
CONECT    7    6    8   39   40                                             
CONECT    8    7    9   41   42                                             
CONECT    9    8   10   28   43                                             
CONECT   10    9   11   12   44                                             
CONECT   11   10   45   46   47                                             
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   48                                             
CONECT   16   15   49   50   51                                             
CONECT   17   15   18   52   53                                             
CONECT   18   17   19   27   54                                             
CONECT   19   18   20   55   56                                             
CONECT   20   19   21   57   58                                             
CONECT   21   20   22   27   59                                             
CONECT   22   21   23   24   60                                             
CONECT   23   22   61   62   63                                             
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   64                                                       
CONECT   27   21   18                                                       
CONECT   28    9    6                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    2                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   11                                                            
CONECT   47   11                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   21                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   23                                                            
CONECT   64   26                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  130    0
END

RDKit          3D

64 65  0  0  0  0  0  0  0  0999 V2000
    7.7605   -0.3360    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4781   -0.9607    1.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740   -1.7310    0.5116 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.4110   -0.8830   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864    0.2508   -0.2850 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1554    1.0697   -1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415    1.5084   -1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2682    0.5219   -0.2167 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1025   -0.3098   -0.6853 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3950   -1.1135   -1.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798    0.5900   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6137    0.6715   -2.0641 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8698    1.9487    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3793    0.5525    0.6802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8930    0.1480   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7412   -1.0788   -0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5390   -0.9079    1.4270 C   0  0  1  0  0  0  0  0  0  0  0  0
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    7.9977    0.4799    1.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7186    0.1364    0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7094   -1.6844    2.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7669   -0.2284    2.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -2.1852    0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5874   -3.4982    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975   -0.4882   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8682   -1.5214   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110    0.9146    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.9529   -1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2499    0.5094   -2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7864    2.5370   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181    1.5649   -2.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962    1.0896    0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8179   -1.0015    0.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692   -0.5158   -2.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -1.8257   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -1.7290   -1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0238    2.0630   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2665    4.2161   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2119    3.9591    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5373    3.9506   -0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680    2.0832    1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674    2.7066    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735   -0.1413    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189    0.9069   -1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1370   -0.1213   -1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0701   -1.9501   -0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6071   -1.1811   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771   -1.6398    1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6613   -0.6631    2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4043   -0.0130    0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0449    1.1319    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3520   -0.1132   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3852   -4.2355    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
  9 28  1  0
 28  6  1  0
 27 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  1
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  1
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  1
 10 44  1  1
 11 45  1  0
 11 46  1  0
 11 47  1  0
 15 48  1  6
 16 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  1
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  1
 22 60  1  1
 23 61  1  0
 23 62  1  0
 23 63  1  0
 26 64  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-{5-[2-({2-[5-(2-hydroxybutyl)oxolan-2-yl]propanoyl}oxy)propyl]oxolan-2-yl}propanoate	Generator

Chemical Formula

C₂₁H₃₆O₇

Average Mass

400.5120 Da

Monoisotopic Mass

400.24610 Da

IUPAC Name

(2R)-2-[(2R,5S)-5-[(2R)-2-{[(2S)-2-[(2S,5R)-5-[(2S)-2-hydroxybutyl]oxolan-2-yl]propanoyl]oxy}propyl]oxolan-2-yl]propanoic acid

Traditional Name

(2R)-2-[(2R,5S)-5-[(2R)-2-{[(2S)-2-[(2S,5R)-5-[(2S)-2-hydroxybutyl]oxolan-2-yl]propanoyl]oxy}propyl]oxolan-2-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CCC(O)CC1CCC(O1)C(C)C(=O)OC(C)CC1CCC(O1)C(C)C(O)=O

InChI Identifier

InChI=1S/C21H36O7/c1-5-15(22)11-17-7-9-19(28-17)14(4)21(25)26-12(2)10-16-6-8-18(27-16)13(3)20(23)24/h12-19,22H,5-11H2,1-4H3,(H,23,24)

InChI Key

JZCRGJSEBZCNAR-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, 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
Streptomyces	NPAtlas	14510621

Species Where Detected

Species Name	Source	Reference
Streptomyces sp. BD21-2	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Oxolane
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	2.43	ALOGPS
logP	2.58	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	102.69 m³·mol⁻¹	ChemAxon
Polarizability	44.55 Å³	ChemAxon
Number of Rings	2	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

NPAtlas ID

NPA014740

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9916425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11741721

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Schumacher RW, Talmage SC, Miller SA, Sarris KE, Davidson BS, Goldberg A: Isolation and structure determination of an antimicrobial ester from a marine sediment-derived bacterium. J Nat Prod. 2003 Sep;66(9):1291-3. doi: 10.1021/np020594e. [PubMed:14510621 ]

Showing NP-Card for Bonactin (NP0004901)

MOL for NP0004901 (Bonactin)

3D MOL for NP0004901 (Bonactin)

3D SDF for NP0004901 (Bonactin)

3D-SDF for NP0004901 (Bonactin)

PDB for NP0004901 (Bonactin)

3D PDB for NP0004901 (Bonactin)

SMILES for NP0004901 (Bonactin)

INCHI for NP0004901 (Bonactin)

Structure for NP0004901 (Bonactin)

3D Structure for NP0004901 (Bonactin)