NP-MRD: Showing NP-Card for α-alectoronic acid (NP0014700)

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Record Information

Version

1.0

Created at

2021-01-05 23:48:09 UTC

Updated at

2021-07-15 17:17:59 UTC

NP-MRD ID

NP0014700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

α-alectoronic acid

Provided By

NPAtlas

Description

α-alectoronic acid is found in Asahinea chrysantha, Hypogymnia, Hypogymnia physodes, Ochrolechia parella and Tuckermannopsis ciliaris. It was first documented in 2007 (PMID: 17256903). Based on a literature review very few articles have been published on 6,14-dihydroxy-10-oxo-4,12-bis(2-oxoheptyl)-2,9-dioxatricyclo[9.4.0.0³,⁸]Pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylic acid (PMID: 26342621).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120053D          

 69 71  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242120053D          

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    3.0974   -1.6680    3.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6189    0.9406   -1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3302    2.5878   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
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 35 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0014700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C([H])=C2OC(=O)C3=C(OC2=C1C([H])([H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])=C(O[H])C([H])=C3C([H])([H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O9/c1-3-5-7-9-17(29)11-16-12-19(31)14-22-24(16)28(35)37-23-15-21(32)25(27(33)34)20(26(23)36-22)13-18(30)10-8-6-4-2/h12,14-15,31-32H,3-11,13H2,1-2H3,(H,33,34)

> <INCHI_KEY>
ZDIOCINAHISORH-UHFFFAOYSA-N

> <FORMULA>
C28H32O9

> <MOLECULAR_WEIGHT>
512.555

> <EXACT_MASS>
512.20463261

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
54.84359941900457

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,14-dihydroxy-10-oxo-4,12-bis(2-oxoheptyl)-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
6.665406168333334

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.02954793110994

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.468625357010707

> <JCHEM_PKA_STRONGEST_BASIC>
-3.793348460429716

> <JCHEM_POLAR_SURFACE_AREA>
147.43

> <JCHEM_REFRACTIVITY>
135.83889999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,14-dihydroxy-10-oxo-4,12-bis(2-oxoheptyl)-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 71  0  0  0  0  0  0  0  0999 V2000
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   -7.7244   -0.0298    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6999   -0.0180   -2.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3921    0.9565   -3.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4534    1.5131    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3898    1.5088   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0779    0.5421   -2.9036 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
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 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 27 36  2  0
 36 37  1  0
 15  9  1  0
 36 19  1  0
 37 14  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  8 49  1  0
  8 50  1  0
 10 51  1  0
 12 52  1  0
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 20 54  1  0
 22 55  1  0
 26 56  1  0
 28 57  1  0
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 31 59  1  0
 31 60  1  0
 32 61  1  0
 32 62  1  0
 33 63  1  0
 33 64  1  0
 34 65  1  0
 34 66  1  0
 35 67  1  0
 35 68  1  0
 35 69  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      -9.236   0.188   0.500  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.724  -0.030   0.335  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.120   1.341   0.225  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.619   1.323   0.061  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.222   0.590  -1.171  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.746   0.540  -1.373  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.078   1.089  -0.510  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.141  -0.142  -2.558  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.700  -0.018  -2.427  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.965   0.826  -3.300  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.392   0.957  -3.216  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.055   1.788  -4.086  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.107   0.267  -2.271  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.438  -0.563  -1.403  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.945  -0.685  -1.501  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.769  -1.519  -0.621  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.792  -1.969  -1.181  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.538  -1.844   0.704  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.307  -1.766   1.365  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.408  -2.008   2.713  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.697  -1.975   3.531  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.565  -2.221   4.872  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.974  -1.695   3.038  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.097  -1.668   3.962  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.282  -1.432   3.658  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.850  -1.927   5.326  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.058  -1.456   1.690  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.385  -1.161   1.104  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.828   0.223   1.422  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.064   0.930   2.076  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.127   0.774   0.990  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.060   1.516  -0.316  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.412   2.063  -0.705  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.459   0.984  -0.860  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.061  -0.017  -1.934  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.940  -1.489   0.858  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.288  -1.209  -0.483  0.00  0.00           O+0
HETATM   38  H   UNK     0      -9.711   0.412  -0.456  0.00  0.00           H+0
HETATM   39  H   UNK     0      -9.646  -0.752   0.973  0.00  0.00           H+0
HETATM   40  H   UNK     0      -9.428   0.991   1.250  0.00  0.00           H+0
HETATM   41  H   UNK     0      -7.325  -0.507   1.254  0.00  0.00           H+0
HETATM   42  H   UNK     0      -7.579  -0.651  -0.566  0.00  0.00           H+0
HETATM   43  H   UNK     0      -7.315   1.852   1.206  0.00  0.00           H+0
HETATM   44  H   UNK     0      -7.620   1.972  -0.535  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.192   0.925   0.992  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.318   2.397  -0.062  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.702   1.131  -2.039  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.665  -0.442  -1.207  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.657  -1.067  -2.627  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.524   0.589  -3.361  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.572   1.348  -4.027  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.549   2.320  -4.808  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.182   0.378  -2.214  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.408  -2.226   3.091  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.346  -2.426   5.256  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.530  -2.500   5.808  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.287  -1.268  -0.006  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.168  -1.864   1.439  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.922   0.003   0.966  0.00  0.00           H+0
HETATM   60  H   UNK     0       5.453   1.513   1.762  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.385   2.406  -0.182  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.619   0.941  -1.142  0.00  0.00           H+0
HETATM   63  H   UNK     0       6.792   2.772   0.060  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.330   2.588  -1.681  0.00  0.00           H+0
HETATM   65  H   UNK     0       8.390   1.509  -1.197  0.00  0.00           H+0
HETATM   66  H   UNK     0       7.694   0.513   0.101  0.00  0.00           H+0
HETATM   67  H   UNK     0       7.752  -0.871  -1.970  0.00  0.00           H+0
HETATM   68  H   UNK     0       6.046  -0.403  -1.689  0.00  0.00           H+0
HETATM   69  H   UNK     0       7.078   0.542  -2.904  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    1    3   41   42                                             
CONECT    3    2    4   43   44                                             
CONECT    4    3    5   45   46                                             
CONECT    5    4    6   47   48                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   49   50                                             
CONECT    9    8   10   15                                                  
CONECT   10    9   11   51                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   52                                                       
CONECT   13   11   14   53                                                  
CONECT   14   13   15   37                                                  
CONECT   15   14   16    9                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   36                                                  
CONECT   20   19   21   54                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   55                                                       
CONECT   23   21   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   56                                                       
CONECT   27   23   28   36                                                  
CONECT   28   27   29   57   58                                             
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   59   60                                             
CONECT   32   31   33   61   62                                             
CONECT   33   32   34   63   64                                             
CONECT   34   33   35   65   66                                             
CONECT   35   34   67   68   69                                             
CONECT   36   27   37   19                                                  
CONECT   37   36   14                                                       
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    2                                                            
CONECT   42    2                                                            
CONECT   43    3                                                            
CONECT   44    3                                                            
CONECT   45    4                                                            
CONECT   46    4                                                            
CONECT   47    5                                                            
CONECT   48    5                                                            
CONECT   49    8                                                            
CONECT   50    8                                                            
CONECT   51   10                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   20                                                            
CONECT   55   22                                                            
CONECT   56   26                                                            
CONECT   57   28                                                            
CONECT   58   28                                                            
CONECT   59   31                                                            
CONECT   60   31                                                            
CONECT   61   32                                                            
CONECT   62   32                                                            
CONECT   63   33                                                            
CONECT   64   33                                                            
CONECT   65   34                                                            
CONECT   66   34                                                            
CONECT   67   35                                                            
CONECT   68   35                                                            
CONECT   69   35                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  142    0
END

RDKit          3D

69 71  0  0  0  0  0  0  0  0999 V2000
   -9.2356    0.1875    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7244   -0.0298    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1201    1.3406    0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6187    1.3233    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220    0.5895   -1.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    0.5395   -1.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0783    1.0888   -0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408   -0.1421   -2.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6999   -0.0180   -2.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9650    0.8258   -3.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3921    0.9565   -3.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    1.7876   -4.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    0.2671   -2.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4381   -0.5625   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -0.6848   -1.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7685   -1.5194   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7918   -1.9689   -1.1813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5377   -1.8438    0.7039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3071   -1.7658    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083   -2.0079    2.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6971   -1.9751    3.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651   -2.2208    4.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737   -1.6952    3.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974   -1.6680    3.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2823   -1.4324    3.6577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8503   -1.9270    5.3264 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3847   -1.1615    1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    0.2229    1.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    0.9302    2.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    0.7735    0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0601    1.5157   -0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4122    2.0625   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4588    0.9835   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0612   -0.0170   -1.9343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.4886    0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883   -1.2089   -0.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7109    0.4118   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6464   -0.7515    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4278    0.9905    1.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3252   -0.5068    1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5786   -0.6508   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3154    1.8516    1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6198    1.9721   -0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1920    0.9245    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3176    2.3966   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7015    1.1305   -2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6648   -0.4417   -1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6570   -1.0670   -2.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    0.5886   -3.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5721    1.3478   -4.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5485    2.3203   -4.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823    0.3783   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4083   -2.2259    3.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463   -2.4257    5.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5303   -2.4996    5.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -1.2684   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1677   -1.8637    1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222    0.0030    0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4534    1.5131    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3849    2.4055   -0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6189    0.9406   -1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7921    2.7723    0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302    2.5878   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3898    1.5088   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6938    0.5127    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7519   -0.8705   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0456   -0.4030   -1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0779    0.5421   -2.9036 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 27 36  2  0
 36 37  1  0
 15  9  1  0
 36 19  1  0
 37 14  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  3 43  1  0
  3 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  8 49  1  0
  8 50  1  0
 10 51  1  0
 12 52  1  0
 13 53  1  0
 20 54  1  0
 22 55  1  0
 26 56  1  0
 28 57  1  0
 28 58  1  0
 31 59  1  0
 31 60  1  0
 32 61  1  0
 32 62  1  0
 33 63  1  0
 33 64  1  0
 34 65  1  0
 34 66  1  0
 35 67  1  0
 35 68  1  0
 35 69  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
6,14-Dihydroxy-10-oxo-4,12-bis(2-oxoheptyl)-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylate	Generator
Alpha-Alectoronic acid	ChEMBL
a-Alectoronate	Generator
a-Alectoronic acid	Generator
alpha-Alectoronate	Generator
α-alectoronate	Generator
α-alectoronic acid	Generator
6,14-Dihydroxy-10-oxo-4,12-bis(2-oxoheptyl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylate	Generator
a-Alectronate	Generator
a-Alectronic acid	Generator
alpha-Alectronate	Generator
Α-alectronate	Generator
Α-alectronic acid	Generator

Chemical Formula

C₂₈H₃₂O₉

Average Mass

512.5550 Da

Monoisotopic Mass

512.20463 Da

IUPAC Name

6,14-dihydroxy-10-oxo-4,12-bis(2-oxoheptyl)-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

Traditional Name

6,14-dihydroxy-10-oxo-4,12-bis(2-oxoheptyl)-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)CC1=CC(O)=CC2=C1C(=O)OC1=CC(O)=C(C(O)=O)C(CC(=O)CCCCC)=C1O2

InChI Identifier

InChI=1S/C28H32O9/c1-3-5-7-9-17(29)11-16-12-19(31)14-22-24(16)28(35)37-23-15-21(32)25(27(33)34)20(26(23)36-22)13-18(30)10-8-6-4-2/h12,14-15,31-32H,3-11,13H2,1-2H3,(H,33,34)

InChI Key

ZDIOCINAHISORH-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
Asahinea chrysantha	LOTUS Database	35616633
Hypogymnia	NPAtlas	26342621
Hypogymnia physodes	LOTUS Database	35616633
Ochrolechia parella	LOTUS Database	35616633
Tuckermannopsis ciliaris	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
Diaryl ether
Hydroxybenzoic acid
Salicylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Phenol
Benzenoid
Vinylogous acid
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Ether
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.98	ALOGPS
logP	6.67	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	2.47	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	147.43 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	135.84 m³·mol⁻¹	ChemAxon
Polarizability	54.84 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

NPAtlas ID

NPA016446

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00038413

Chemspider ID

23279553

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15558610

PDB ID

Not Available

ChEBI ID

144109

Good Scents ID

Not Available

References

General References

Millot M, Tomasi S, Articus K, Rouaud I, Bernard A, Boustie J: Metabolites from the Lichen Ochrolechia parella growing under two different heliotropic conditions. J Nat Prod. 2007 Feb;70(2):316-8. doi: 10.1021/np060561p. Epub 2007 Jan 26. [PubMed:17256903 ]
Latkowska E, Bober B, Chrapusta E, Adamski M, Kaminski A, Bialczyk J: Secondary metabolites of the lichen Hypogymnia physodes (L.) Nyl. and their presence in spruce (Picea abies (L.) H. Karst.) bark. Phytochemistry. 2015 Oct;118:116-23. doi: 10.1016/j.phytochem.2015.08.016. Epub 2015 Sep 2. [PubMed:26342621 ]

Showing NP-Card for α-alectoronic acid (NP0014700)

MOL for NP0014700 (α-alectoronic acid)

3D MOL for NP0014700 (α-alectoronic acid)

3D SDF for NP0014700 (α-alectoronic acid)

3D-SDF for NP0014700 (α-alectoronic acid)

PDB for NP0014700 (α-alectoronic acid)

3D PDB for NP0014700 (α-alectoronic acid)

SMILES for NP0014700 (α-alectoronic acid)

INCHI for NP0014700 (α-alectoronic acid)

Structure for NP0014700 (α-alectoronic acid)

3D Structure for NP0014700 (α-alectoronic acid)