NP-MRD: Showing NP-Card for (3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione (NP0248232)

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Record Information

Version

2.0

Created at

2022-09-07 10:24:08 UTC

Updated at

2022-09-07 10:24:08 UTC

NP-MRD ID

NP0248232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione

Description

15-O-desmethyl-(5Z)-7-oxozeaenol belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene. 15-O-desmethyl-(5Z)-7-oxozeaenol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 15-O-desmethyl-(5Z)-7-oxozeaenol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072212242D          

 25 26  0  0  1  0            999 V2000
    6.3466    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5263   -2.8633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5447   -1.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5355   -3.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -0.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
M  END

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    0.8148    2.1298   -1.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0500    2.2475    0.1130 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4938    2.2526   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4602    2.3332    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6005    1.6671    0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    0.7768   -0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1930    1.1026   -0.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929   -0.4943   -0.6850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1898   -0.5068   -2.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845   -0.9676    0.1990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7502   -2.1291    0.9299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088   -1.3298   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3954   -2.2808    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -2.3342    0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0186   -1.5302    0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383   -2.2447   -0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2523   -1.6847   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -2.3994   -1.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078   -0.3808   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447    0.3515    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8836    1.6581    0.6788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -0.2162    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4175    0.7126    1.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335    1.0914    2.5597 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1770    1.2273    1.0605 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289    1.1169   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134    2.3886   -1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367    2.9031   -1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156    3.2891    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7470    1.4937   -1.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945    3.2344   -0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180    2.9765    1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2262    1.8526    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -1.3225   -0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -1.3973   -2.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133   -0.2404    0.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0235   -2.7905    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4742   -1.8549   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863   -0.4874   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784   -3.0704    0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901   -3.2410    1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9361   -3.2849   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9490   -2.9352   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4650    0.0483   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2435    2.2694    1.1440 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
 22 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  6
  9 35  1  0
 10 36  1  1
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 21 45  1  0
M  END


  Mrv1652309072212242D          

 25 26  0  0  1  0            999 V2000
    6.3466    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5263   -2.8633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5447   -1.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5355   -3.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -0.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C\C=C/C(=O)[C@@H](O)[C@@H](O)C\C=C\C2=CC(O)=CC(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O7/c1-10-4-2-6-13(20)17(23)14(21)7-3-5-11-8-12(19)9-15(22)16(11)18(24)25-10/h2-3,5-6,8-10,14,17,19,21-23H,4,7H2,1H3/b5-3+,6-2-/t10-,14-,17+/m0/s1

> <INCHI_KEY>
PVEKMPNUMRVXDU-DWCLIQAISA-N

> <FORMULA>
C18H20O7

> <MOLECULAR_WEIGHT>
348.351

> <EXACT_MASS>
348.120902984

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.60579114038048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,8S,9S)-8,9,14,16-tetrahydroxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7-dione

> <JCHEM_LOGP>
2.426019567666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.379234417162294

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.536926150105028

> <JCHEM_PKA_STRONGEST_BASIC>
-3.253168700332136

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
92.28649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,8S,9S)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3H-2-benzoxacyclotetradecine-1,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      11.847   0.421   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.477  -1.074   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.587  -2.142   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.066  -1.714   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.176  -2.782   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.806  -4.277   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.916  -5.345   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.327  -4.704   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.217  -3.636   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.957  -6.199   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      14.066  -7.267   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.477  -6.626   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.367  -5.558   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.888  -5.986   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.778  -4.918   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.298  -5.345   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.189  -4.277   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.709  -4.704   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.559  -2.782   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.038  -2.355   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.408  -0.860   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.148  -3.423   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.628  -2.996   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.737  -4.064   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.997  -1.501   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    2                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₇

Average Mass

348.3510 Da

Monoisotopic Mass

348.12090 Da

IUPAC Name

(3S,8S,9S)-8,9,14,16-tetrahydroxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7-dione

Traditional Name

(3S,8S,9S)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3H-2-benzoxacyclotetradecine-1,7-dione

CAS Registry Number

Not Available

SMILES

C[C@H]1C\C=C/C(=O)[C@@H](O)[C@@H](O)C\C=C\C2=CC(O)=CC(O)=C2C(=O)O1

InChI Identifier

InChI=1S/C18H20O7/c1-10-4-2-6-13(20)17(23)14(21)7-3-5-11-8-12(19)9-15(22)16(11)18(24)25-10/h2-3,5-6,8-10,14,17,19,21-23H,4,7H2,1H3/b5-3+,6-2-/t10-,14-,17+/m0/s1

InChI Key

PVEKMPNUMRVXDU-DWCLIQAISA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Zearalenones

Direct Parent

Zearalenones

Alternative Parents

Substituents

Zearalenone-skeleton
Dihydroxybenzoic acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
1,2-diol
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Cyclic ketone
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

secondary alcohol (CHEBI:67555 )
resorcinols (CHEBI:67555 )
macrolide (CHEBI:67555 )

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	ChemAxon
pKa (Strongest Acidic)	8.54	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.29 m³·mol⁻¹	ChemAxon
Polarizability	34.61 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26630277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44597554

PDB ID

Not Available

ChEBI ID

67555

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione (NP0248232)

MOL for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

3D MOL for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

3D SDF for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

3D-SDF for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

PDB for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

3D PDB for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

SMILES for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

INCHI for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

Structure for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)

3D Structure for NP0248232 ((3s,5z,8s,9s,11e)-8,9,14,16-tetrahydroxy-3-methyl-4,8,9,10-tetrahydro-3h-2-benzoxacyclotetradecine-1,7-dione)