NP-MRD: Showing NP-Card for Xyloketal A (NP0003839)

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Record Information

Version

2.0

Created at

2020-12-09 01:24:12 UTC

Updated at

2021-07-15 16:47:31 UTC

NP-MRD ID

NP0003839

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Xyloketal A

Provided By

NPAtlas

Description

(4R,7R,8R,13R,16R,17R,22R,25R,26R)-4,7,13,16,22,25-hexamethyl-3,5,12,14,21,23-hexaoxaheptacyclo[18.7.0.0²,¹⁰.0⁴,⁸.0¹¹,¹⁹.0¹³,¹⁷.0²²,²⁶]Heptacosa-1(20),2(10),11(19)-triene belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety. Xyloketal A is found in Xylaria. Xyloketal A was first documented in 2001 (PMID: 11559170). Based on a literature review very few articles have been published on (4R,7R,8R,13R,16R,17R,22R,25R,26R)-4,7,13,16,22,25-hexamethyl-3,5,12,14,21,23-hexaoxaheptacyclo[18.7.0.0²,¹⁰.0⁴,⁸.0¹¹,¹⁹.0¹³,¹⁷.0²²,²⁶]Heptacosa-1(20),2(10),11(19)-triene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117503D          

 69 75  0  0  0  0            999 V2000
   -5.2182   -3.1475   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0290   -3.0266    0.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4526   -4.4164    0.6105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0903   -4.2460    0.6412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -3.2091   -0.2236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6273   -3.7153   -1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5300   -2.6745    0.1380 O   0  0  0  0  0  0  0  0  0  0  0  0
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 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 33 69  1  6  0  0  0
M  END

     RDKit          3D

 69 75  0  0  0  0  0  0  0  0999 V2000
   -5.2182   -3.1475   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0290   -3.0266    0.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.7851   -3.2091   -0.2236 C   0  0  2  0  0  0  0  0  0  0  0  0
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 21 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  6
 25 58  1  1
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 30 64  1  0
 30 65  1  0
 30 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  6
M  END


  Mrv1652306242117503D          

 69 75  0  0  0  0            999 V2000
   -5.2182   -3.1475   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0290   -3.0266    0.4358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4526   -4.4164    0.6105 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.6273   -3.7153   -1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2135   -1.3400    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2670   -0.4486    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240    0.8871    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2594    1.3418    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983    0.4610   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8264    0.1185    1.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6661    0.1028    0.1297 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9128    0.7318   -0.5023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5900    0.9281   -0.1831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116    2.7833    0.2306 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.6025   -2.5749    1.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1470   -2.3566   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8281   -3.6166   -0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974   -3.5810    1.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7369   -0.4091    1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632   -1.0727    2.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6155   -0.0233   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5947    1.3469   -1.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5  7  1  0  0  0  0
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  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 19 20  1  0  0  0  0
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  9 32  1  0  0  0  0
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 33  5  1  0  0  0  0
 13  8  1  0  0  0  0
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 31 10  1  0  0  0  0
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  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
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  6 40  1  0  0  0  0
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 33 69  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0003839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])[C@@]1([H])C([H])([H])O[C@@]2(OC3=C(C4=C(C5=C3C([H])([H])[C@]3([H])[C@@]([H])(C([H])([H])[H])C([H])([H])O[C@@]3(O5)C([H])([H])[H])C([H])([H])[C@]3([H])[C@@]([H])(C([H])([H])[H])C([H])([H])O[C@@]3(O4)C([H])([H])[H])C([H])([H])[C@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H36O6/c1-13-10-28-25(4)19(13)7-16-22(31-25)17-8-20-14(2)12-30-27(20,6)33-24(17)18-9-21-15(3)11-29-26(21,5)32-23(16)18/h13-15,19-21H,7-12H2,1-6H3/t13-,14-,15-,19+,20+,21+,25+,26+,27+/m0/s1

> <INCHI_KEY>
HFZTVRRNBDAJIS-PERNPGNGSA-N

> <FORMULA>
C27H36O6

> <MOLECULAR_WEIGHT>
456.579

> <EXACT_MASS>
456.251188879

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
51.67591404469812

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,7R,8R,13R,16R,17R,22R,25R,26R)-4,7,13,16,22,25-hexamethyl-3,5,12,14,21,23-hexaoxaheptacyclo[18.7.0.0^{2,10}.0^{4,8}.0^{11,19}.0^{13,17}.0^{22,26}]heptacosa-1(20),2(10),11(19)-triene

> <ALOGPS_LOGP>
3.98

> <JCHEM_LOGP>
4.960685506

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7789038623956386

> <JCHEM_POLAR_SURFACE_AREA>
55.38000000000001

> <JCHEM_REFRACTIVITY>
123.38850000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,7R,8R,13R,16R,17R,22R,25R,26R)-4,7,13,16,22,25-hexamethyl-3,5,12,14,21,23-hexaoxaheptacyclo[18.7.0.0^{2,10}.0^{4,8}.0^{11,19}.0^{13,17}.0^{22,26}]heptacosa-1(20),2(10),11(19)-triene

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 75  0  0  0  0  0  0  0  0999 V2000
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   -3.6152    2.3501   -1.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224    4.1044   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    2.7590   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3355   -0.1774    0.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2363   -1.9609   -1.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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 33 69  1  6
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      -5.218  -3.147  -0.497  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.029  -3.027   0.436  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.453  -4.416   0.611  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.090  -4.246   0.641  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.785  -3.209  -0.224  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.627  -3.715  -1.663  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.530  -2.675   0.138  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.214  -1.340   0.151  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.267  -0.449   0.359  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.024   0.887   0.384  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.259   1.342   0.203  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.298   0.461  -0.002  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.077  -0.895  -0.031  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.142  -1.869  -0.245  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.524  -1.332  -0.233  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.301  -2.013   0.895  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.344  -2.926   0.334  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.855  -0.843   1.653  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.826   0.119   1.529  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.666   0.103   0.130  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.913   0.732  -0.502  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.590   0.928  -0.183  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.512   2.783   0.231  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.613   3.619  -0.292  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.537   4.978   0.364  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.169   6.069  -0.616  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.874   5.159   0.985  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.587   4.003   0.891  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.969   3.134   0.038  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.801   3.081  -1.249  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.014   1.832   0.584  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.620  -0.970   0.547  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.902  -2.233  -0.188  0.00  0.00           C+0
HETATM   34  H   UNK     0      -6.057  -3.553   0.125  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.534  -2.175  -0.895  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.002  -3.899  -1.270  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.324  -2.644   1.429  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.758  -5.105  -0.215  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.787  -4.872   1.568  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.479  -2.814  -2.287  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.487  -4.329  -1.974  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.665  -4.267  -1.682  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.021  -2.667   0.541  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.943  -2.399  -1.206  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.021  -1.543  -1.220  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.603  -2.575   1.561  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.147  -2.357  -0.136  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.828  -3.617  -0.379  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.697  -3.581   1.166  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.737  -0.409   1.132  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.063  -1.073   2.712  0.00  0.00           H+0
HETATM   52  H   UNK     0       5.615  -0.023  -0.868  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.595   1.347  -1.392  0.00  0.00           H+0
HETATM   54  H   UNK     0       5.326   1.425   0.242  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.838   3.091   1.247  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.401   2.978  -0.436  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.484   3.767  -1.400  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.249   5.002   1.171  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.771   5.722  -1.135  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.149   6.950  -0.017  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.963   6.284  -1.340  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.373   6.043   0.529  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.775   5.413   2.081  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.615   2.350  -1.171  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.122   4.104  -1.480  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.097   2.759  -2.054  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.336  -0.177   0.179  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.894  -1.122   1.611  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.236  -1.961  -1.218  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3   33   37                                             
CONECT    3    2    4   38   39                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7   33                                             
CONECT    6    5   40   41   42                                             
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   32                                                  
CONECT   10    9   11   31                                                  
CONECT   11   10   12   23                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14    8                                                  
CONECT   14   13   15   43   44                                             
CONECT   15   14   16   20   45                                             
CONECT   16   15   17   18   46                                             
CONECT   17   16   47   48   49                                             
CONECT   18   16   19   50   51                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22   15                                             
CONECT   21   20   52   53   54                                             
CONECT   22   20   12                                                       
CONECT   23   11   24   55   56                                             
CONECT   24   23   25   29   57                                             
CONECT   25   24   26   27   58                                             
CONECT   26   25   59   60   61                                             
CONECT   27   25   28   62   63                                             
CONECT   28   27   29                                                       
CONECT   29   28   30   31   24                                             
CONECT   30   29   64   65   66                                             
CONECT   31   29   10                                                       
CONECT   32    9   33   67   68                                             
CONECT   33   32    2    5   69                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    2                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    6                                                            
CONECT   41    6                                                            
CONECT   42    6                                                            
CONECT   43   14                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   17                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   21                                                            
CONECT   53   21                                                            
CONECT   54   21                                                            
CONECT   55   23                                                            
CONECT   56   23                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   27                                                            
CONECT   64   30                                                            
CONECT   65   30                                                            
CONECT   66   30                                                            
CONECT   67   32                                                            
CONECT   68   32                                                            
CONECT   69   33                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  150    0
END

RDKit          3D

69 75  0  0  0  0  0  0  0  0999 V2000
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 20 15  1  0
 29 24  1  0
 31 10  1  0
 22 12  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  3 38  1  0
  3 39  1  0
  6 40  1  0
  6 41  1  0
  6 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 16 46  1  1
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 21 52  1  0
 21 53  1  0
 21 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  6
 25 58  1  1
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 30 64  1  0
 30 65  1  0
 30 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  6
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₇H₃₆O₆

Average Mass

456.5790 Da

Monoisotopic Mass

456.25119 Da

IUPAC Name

(4R,7R,8R,13R,16R,17R,22R,25R,26R)-4,7,13,16,22,25-hexamethyl-3,5,12,14,21,23-hexaoxaheptacyclo[18.7.0.0^{2,10}.0^{4,8}.0^{11,19}.0^{13,17}.0^{22,26}]heptacosa-1(20),2(10),11(19)-triene

Traditional Name

(4R,7R,8R,13R,16R,17R,22R,25R,26R)-4,7,13,16,22,25-hexamethyl-3,5,12,14,21,23-hexaoxaheptacyclo[18.7.0.0^{2,10}.0^{4,8}.0^{11,19}.0^{13,17}.0^{22,26}]heptacosa-1(20),2(10),11(19)-triene

CAS Registry Number

Not Available

SMILES

C[C@H]1CO[C@]2(C)OC3=C4C[C@@H]5[C@@H](C)CO[C@]5(C)OC4=C4C[C@@H]5[C@@H](C)CO[C@]5(C)OC4=C3C[C@H]12

InChI Identifier

InChI=1S/C27H36O6/c1-13-10-28-25(4)19(13)7-16-22(31-25)17-8-20-14(2)12-30-27(20,6)33-24(17)18-9-21-15(3)11-29-26(21,5)32-23(16)18/h13-15,19-21H,7-12H2,1-6H3/t13-,14-,15-,19+,20+,21+,25+,26+,27+/m0/s1

InChI Key

HFZTVRRNBDAJIS-PERNPGNGSA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Xylaria	NPAtlas	11559170

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranochromenes

Alternative Parents

Substituents

Pyranochromene
Furopyran
Ketal
Benzenoid
Pyran
Oxolane
Furan
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
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	3.98	ALOGPS
logP	4.96	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	123.39 m³·mol⁻¹	ChemAxon
Polarizability	51.68 Å³	ChemAxon
Number of Rings	7	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

NPA002956

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9169324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10994129

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin Y, Wu X, Feng S, Jiang G, Luo J, Zhou S, Vrijmoed LL, Jones EB, Krohn K, Steingrover K, Zsila F: Five unique compounds: xyloketals from mangrove fungus Xylaria sp. from the South China Sea coast. J Org Chem. 2001 Sep 21;66(19):6252-6. doi: 10.1021/jo015522r. [PubMed:11559170 ]

Showing NP-Card for Xyloketal A (NP0003839)

MOL for NP0003839 (Xyloketal A)

3D MOL for NP0003839 (Xyloketal A)

3D SDF for NP0003839 (Xyloketal A)

3D-SDF for NP0003839 (Xyloketal A)

PDB for NP0003839 (Xyloketal A)

3D PDB for NP0003839 (Xyloketal A)

SMILES for NP0003839 (Xyloketal A)

INCHI for NP0003839 (Xyloketal A)

Structure for NP0003839 (Xyloketal A)

3D Structure for NP0003839 (Xyloketal A)