NP-MRD: Showing NP-Card for Aurovertin E (NP0006023)

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Record Information

Version

2.0

Created at

2020-12-09 03:06:15 UTC

Updated at

2021-07-15 16:53:37 UTC

NP-MRD ID

NP0006023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aurovertin E

Provided By

NPAtlas

Description

6-(6-{7-Ethyl-4,8-dihydroxy-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]Octan-3-yl}hexa-1,3,5-trien-1-yl)-4-methoxy-5-methyl-2H-pyran-2-one belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. Aurovertin E is found in Albatrellus confluens. Aurovertin E was first documented in 2005 (PMID: 16156519). Based on a literature review very few articles have been published on 6-(6-{7-ethyl-4,8-dihydroxy-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]Octan-3-yl}hexa-1,3,5-trien-1-yl)-4-methoxy-5-methyl-2H-pyran-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118243D          

 60 62  0  0  0  0            999 V2000
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118243D          

 60 62  0  0  0  0            999 V2000
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   -5.4137    3.1401   -1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9401   -1.3240    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -0.0743    2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079    0.7398   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723   -2.2681   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2685    0.2818   -0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166   -2.7735   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4876   -2.8135   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4256    1.8740   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5114    2.3775    1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1344   -0.6038    0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4436   -2.6207    0.6253 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
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
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 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 27  3  1  0  0  0  0
 29  5  1  0  0  0  0
 24 16  2  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 36  1  6  0  0  0
  6 37  1  0  0  0  0
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 28 57  1  0  0  0  0
 28 58  1  0  0  0  0
 29 59  1  6  0  0  0
 30 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])[C@@]2(O[C@]([H])(C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(\[H])C3=C(C(OC([H])([H])[H])=C([H])C(=O)O3)C([H])([H])[H])[C@@]([H])(O[H])[C@]1(O[C@]2([H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O7/c1-6-18-22(3)21(26)23(4,30-18)20(25)16(29-22)12-10-8-7-9-11-15-14(2)17(27-5)13-19(24)28-15/h7-13,16,18,20-21,25-26H,6H2,1-5H3/b8-7+,11-9-,12-10+/t16-,18-,20-,21-,22-,23-/m1/s1

> <INCHI_KEY>
ZPRKRBDMVCYLBR-UHFFFAOYSA-N

> <FORMULA>
C23H30O7

> <MOLECULAR_WEIGHT>
418.486

> <EXACT_MASS>
418.199153306

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.1522870961053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(1Z,3E,5E)-6-[(1S,3R,4R,5R,7R,8S)-7-ethyl-4,8-dihydroxy-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-3-yl]hexa-1,3,5-trien-1-yl]-4-methoxy-5-methyl-2H-pyran-2-one

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
2.1119905549999998

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.246223959838872

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.536648072551873

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7111978359907996

> <JCHEM_POLAR_SURFACE_AREA>
94.45

> <JCHEM_REFRACTIVITY>
116.35109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(1Z,3E,5E)-6-[(1S,3R,4R,5R,7R,8S)-7-ethyl-4,8-dihydroxy-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-3-yl]hexa-1,3,5-trien-1-yl]-4-methoxy-5-methylpyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
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    6.7261   -0.4824    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4256    1.8740   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6332   -1.4125    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2114   -1.1858   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4788    0.2019   -2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4436   -2.6207    0.6253 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  1
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
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 14 15  2  0
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 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
  9 26  1  0
 26 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 27  3  1  0
 29  5  1  0
 24 16  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  9 42  1  6
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 11 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 20 49  1  0
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 25 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
 30 60  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      -6.934   1.702  -0.791  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.584   2.076  -1.357  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.452   1.274  -0.807  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.411   1.469   0.569  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.324   0.235   1.186  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.950   0.193   2.538  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.886  -0.261   1.212  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.065   0.501   2.007  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.329  -0.279  -0.194  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.183  -1.214  -0.171  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.049  -0.776  -0.140  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.169  -1.709  -0.118  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.446  -1.283  -0.086  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.503  -2.247  -0.065  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.758  -1.981  -0.035  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.324  -0.652  -0.015  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.650   0.466  -0.027  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.146   1.671  -0.010  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.334   2.633  -0.026  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.520   1.872   0.024  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.309   0.762   0.038  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.689   0.858   0.072  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.395   2.065   0.094  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.726  -0.482   0.019  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.584  -1.702   0.035  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.199  -0.710  -1.156  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.486  -0.186  -1.080  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.297  -0.629  -2.241  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.051  -0.718   0.248  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.654  -2.037   0.452  0.00  0.00           O+0
HETATM   31  H   UNK     0      -7.366   0.786  -1.231  0.00  0.00           H+0
HETATM   32  H   UNK     0      -6.889   1.661   0.312  0.00  0.00           H+0
HETATM   33  H   UNK     0      -7.681   2.511  -1.051  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.414   3.140  -1.003  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.611   2.166  -2.458  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.492   1.718  -1.194  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.225  -0.011   3.367  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.727  -0.609   2.615  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.457   1.146   2.761  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.940  -1.324   1.588  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.345  -0.074   2.363  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.908   0.740  -0.407  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.372  -2.268  -0.181  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.269   0.282  -0.130  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.017  -2.773  -0.127  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.571  -0.214  -0.078  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.211  -3.322  -0.077  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.488  -2.813  -0.021  0.00  0.00           H+0
HETATM   49  H   UNK     0       6.906   2.873   0.037  0.00  0.00           H+0
HETATM   50  H   UNK     0       8.908   2.856  -0.516  0.00  0.00           H+0
HETATM   51  H   UNK     0      10.426   1.874  -0.305  0.00  0.00           H+0
HETATM   52  H   UNK     0       9.511   2.377   1.154  0.00  0.00           H+0
HETATM   53  H   UNK     0       8.633  -1.413   0.113  0.00  0.00           H+0
HETATM   54  H   UNK     0       7.258  -2.339   0.897  0.00  0.00           H+0
HETATM   55  H   UNK     0       7.405  -2.289  -0.897  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.211  -1.186  -1.931  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.701  -1.381  -2.821  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.479   0.202  -2.917  0.00  0.00           H+0
HETATM   59  H   UNK     0      -6.134  -0.604   0.279  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.444  -2.621   0.625  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3   34   35                                             
CONECT    3    2    4   27   36                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7   29                                             
CONECT    6    5   37   38   39                                             
CONECT    7    5    8    9   40                                             
CONECT    8    7   41                                                       
CONECT    9    7   10   26   42                                             
CONECT   10    9   11   43                                                  
CONECT   11   10   12   44                                                  
CONECT   12   11   13   45                                                  
CONECT   13   12   14   46                                                  
CONECT   14   13   15   47                                                  
CONECT   15   14   16   48                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   49                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   50   51   52                                             
CONECT   24   21   25   16                                                  
CONECT   25   24   53   54   55                                             
CONECT   26    9   27                                                       
CONECT   27   26   28   29    3                                             
CONECT   28   27   56   57   58                                             
CONECT   29   27   30    5   59                                             
CONECT   30   29   60                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   20                                                            
CONECT   50   23                                                            
CONECT   51   23                                                            
CONECT   52   23                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   28                                                            
CONECT   57   28                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
   -6.9340    1.7017   -0.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5838    2.0763   -1.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4518    1.2735   -0.8069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4113    1.4690    0.5687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3235    0.2353    1.1861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9498    0.1926    2.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8860   -0.2613    1.2116 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0646    0.5011    2.0066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3293   -0.2791   -0.1940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1825   -1.2143   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0491   -0.7756   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687   -1.7093   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4455   -1.2827   -0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026   -2.2474   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7576   -1.9809   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -0.6519   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6498    0.4662   -0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1458    1.6709   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339    2.6326   -0.0259 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5197    1.8723    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3089    0.7619    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6886    0.8575    0.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3946    2.0654    0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7261   -0.4824    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5836   -1.7024    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994   -0.7095   -1.1559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859   -0.1863   -1.0797 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2966   -0.6294   -2.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0505   -0.7176    0.2479 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6543   -2.0371    0.4519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3664    0.7860   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8886    1.6605    0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6805    2.5111   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137    3.1401   -1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6106    2.1658   -2.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922    1.7177   -1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2250   -0.0110    3.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7268   -0.6086    2.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571    1.1464    2.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9401   -1.3240    1.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -0.0743    2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079    0.7398   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723   -2.2681   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2685    0.2818   -0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166   -2.7735   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5708   -0.2137   -0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -3.3223   -0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876   -2.8135   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9055    2.8725    0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9079    2.8563   -0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4256    1.8740   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5114    2.3775    1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6332   -1.4125    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -2.3387    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4047   -2.2889   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2114   -1.1858   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7011   -1.3807   -2.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4788    0.2019   -2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1344   -0.6038    0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4436   -2.6207    0.6253 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  1
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
  9 26  1  0
 26 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 27  3  1  0
 29  5  1  0
 24 16  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  9 42  1  6
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 20 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
 30 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₇

Average Mass

418.4860 Da

Monoisotopic Mass

418.19915 Da

IUPAC Name

6-[(1Z,3E,5E)-6-[(1S,3R,4R,5R,7R,8S)-7-ethyl-4,8-dihydroxy-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-3-yl]hexa-1,3,5-trien-1-yl]-4-methoxy-5-methyl-2H-pyran-2-one

Traditional Name

6-[(1Z,3E,5E)-6-[(1S,3R,4R,5R,7R,8S)-7-ethyl-4,8-dihydroxy-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-3-yl]hexa-1,3,5-trien-1-yl]-4-methoxy-5-methylpyran-2-one

CAS Registry Number

Not Available

SMILES

CCC1OC2(C)C(O)C1(C)OC(C=CC=CC=CC1=C(C)C(OC)=CC(=O)O1)C2O

InChI Identifier

InChI=1S/C23H30O7/c1-6-18-22(3)21(26)23(4,30-18)20(25)16(29-22)12-10-8-7-9-11-15-14(2)17(27-5)13-19(24)28-15/h7-13,16,18,20-21,25-26H,6H2,1-5H3

InChI Key

ZPRKRBDMVCYLBR-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
Albatrellus confluens	NPAtlas	16156519

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
1,4-dioxepane
Alkyl aryl ether
Dioxepane
Pyranone
Monosaccharide
Oxane
Pyran
Heteroaromatic compound
Vinylogous ester
Oxolane
Lactone
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Dialkyl ether
Organic oxide
Alcohol
Hydrocarbon derivative
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	3.61	ALOGPS
logP	2.11	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.35 m³·mol⁻¹	ChemAxon
Polarizability	46.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA013371

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85425502

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang F, Luo DQ, Liu JK: Aurovertin E, a new polyene pyrone from the basidiomycete Albatrellus confluens. J Antibiot (Tokyo). 2005 Jun;58(6):412-5. doi: 10.1038/ja.2005.53. [PubMed:16156519 ]

Showing NP-Card for Aurovertin E (NP0006023)

MOL for NP0006023 (Aurovertin E)

3D MOL for NP0006023 (Aurovertin E)

3D SDF for NP0006023 (Aurovertin E)

3D-SDF for NP0006023 (Aurovertin E)

PDB for NP0006023 (Aurovertin E)

3D PDB for NP0006023 (Aurovertin E)

SMILES for NP0006023 (Aurovertin E)

INCHI for NP0006023 (Aurovertin E)

Structure for NP0006023 (Aurovertin E)

3D Structure for NP0006023 (Aurovertin E)